Chicago Gay and Lesbian Vacations

Your gay Chicago vacation

Chicago is a proud home to one of the world's most active LGBT communities. The city government backs up the gay culture in endless ways, sponsoring the Chicago Gay and Lesbian Hall of Fame, the impressive Center on Halsted and the uber-successful Gay City Games. Sure, most of the action revolves around Lakeview's Boystown, but the lesbian-popular Andersonville and emerging Wicker Park give the standby 'hood a run for its money. From the world-class theatre district to the bustling shopping on Michigan Ave, let Orbitz bring you your next gay Chicago vacation.

Featured Hotels

LGBT-welcoming Chicago hotels

Nightly rates from $96

MileNorth, A Chicago Hotel

Magnificent Boutique Hotel in Downtown Chicago Steps from the Magnificent Mile, the MileNorth Chicago features a prime location at the Windy City's epicenter of shopping, entertainment, culture and business. Known for its fast pace, famous museums, amazing architecture, and action-packed sporting events, Chicago offers something for everyone and now MileNorth brings Chicago visitors its own special brand of service and comfort. The MileNorth Chicago offers an intimate and welcoming environment and a host of signature amenities. C-House is a modern American seafood restaurant located in Chicago's MileNorth hotel. C-House offers breakfast, lunch, and dinner, as well as provides the hotel's room service and banquet catering. The restaurant boasts a bar and lounge, and C-View, a year-round roof top deck, ideal for cocktails and small bites.Overnight guest valet parking available $52.00 per night. The minimum age to check-in is 21 with a valid photo ID.
Nightly rates from $128

Allegro Chicago, a Kimpton Hotel

The belle of Chicago's theater districtWhen Broadway shows comes to town, the Hotel Allegro Chicago, a Kimpton Hotel, is the first place that comes to mind for lodging. The Cadillac Palace Theater sparkles as brilliantly as its marquee with tasteful rooms in the heart of the Loop. Theatrical drama comes to life in every corner, including the lobby’s three-story staircase where a baby grand piano sits against a bright palette of reds, oranges and greens. Business travelers find its location equally attractive -- it’s just a few blocks from the Board of Trade and Mercantile Exchange. Highlights In the heart of the Loop near State Street, financial district and Magnificent Mile Broadway shows on site at the Cadillac Palace Theater Evening wine hours hosted in hotel’s living room In-room spa services and Aveda bath products Pet-friendly hotel RoomsRooms at the Hotel Allegro Chicago are both glamorous and futuristic. Royal blue headboards pop against stark white linens and complement bursts of yellow color in the forms of lamp shades and bolsters. Rooms come standard with a 37-inch flat-screen TV, complimentary wireless Internet access and Aveda bath products. FeaturesThe Hotel Allegro Chicago may have been built in 1932, but its policies have evolved with modern times. Today, its green practices mean no plastic or Styrofoam cups are used, all meeting documents are printed on recycled paper and cleaning products are all eco-friendly. Pet lovers, rejoice: This pet-friendly hotel has dedicated premier king guest rooms just for you and your four-legged friends. Pets are also welcomed with a treat plus food and water bowls to use during their stay. Transportation O’Hare International Airport (15.4 mi/24.7 km) Midway Airport (9.1 mi/14.6 km) Blue Line (Clark/Lake) (1.4 mi/2.3 km) Orange Line (Washington/Wells) (0.1 mi/0.2 km) McCormick Place Convention Center (2.4 mi/3.9 km) Nearby attractions Cadillac Palace Theater (next door) Chicago Theater (0.3 mi/0.5 km)Chicago Mercantile Exchange (0.3 mi/0.5 km)Wacker Drive (0.3 mi/0.6 km)Willis Tower (0.4 mi/0.7 km)Board of Trade (0.4 mi/0.7 km)State Street (0.7 mi/1.1 km)The Magnificent Mile (0.8 mi/1.3 km) Business 15 meeting rooms covering 14,000 square feet On site 24-hour business center with laptop stations and printer Comprehensive multimedia and audio/visual support
Value Save 10% on your stay
Nightly rates from $106

Amalfi Hotel Chicago

Boutique chic at convenient Chicago hotelThis River North hotel defines the term boutique chic with its intimate, yet contemporary style. The space mirrors elements from its namesake -- Italy’s Amalfi Coast -- to create a relaxing experience for business and leisure travelers. From its shimmery waterfall to its curvaceous lobby seating, the Amalfi Hotel Chicago near the Loop and Magnificent Mile is a true sanctuary in the city. Highlights Complimentary breakfast and cocktail receptionIn-room spa services Aveda bath products and 32-inch flat-screen, HD TVs in every roomExperience Designers - more than a typical concierge RoomsRenovated rooms of the Amalfi Hotel Chicago, including six suites, capture glamour and warmth. Find Egyptian cotton linens on pillow-top mattresses, CD/DVD players, iPod docking stations, flat-screen HD TVs, Aveda bath products and multi-head showers. FeaturesGuidebooks can point to tourist traps, but concierges at the Amalfi Hotel Chicago go a step further. Whether guests require dinner reservations or entry to the hottest nightclubs, they will find themselves well cared for with these "Experience Designers." For private pampering, they can even arrange in-room spa services, like hot stone massages and detoxifying facials. The Amalfi Hotel Chicago serves a complimentary continental breakfast on each floor and a cocktail reception each evening. Top steakhouses Keefer’s and Harry Caray’s are convenient to the hotel. Guests enjoy signature dishes from nearby Harry Caray’s in their own rooms.Complimentary high-speed Internet is available throughout the hotel, as well as a 24/7 business center equipped with a Mac, PCs and printer. TransportationO’Hare International Airport (15.4 mi/24.8 km)Midway Airport (9.5 mi/15.2 km)Blue Line (Clark/Lake to O’Hare) (1.5 mi/2.4 km)Orange Line (State/Lake to Midway) (0.2 mi/0.4 km)McCormick Place Convention Center (2.7 mi/4.3 km) AttractionsHouse of Blues (0.1 mi/0.1 km)Merchandise Mart (0.3 mi/0.6 km)Magnificent Mile (0.4 mi/0.7 km) The Loop (0.6 mi/0.9 km) Chicago River (0.8 mi/1.2 km) Policies and fees Guests will be charged a parking fee of $47/night plus tax.
Nightly rates from $78

Chicago's Essex Inn

Affordable hotel south of Chicago's bustling downtown areaChicago's Essex Inn has an ideal location ideal on Michigan Avenue, just a few blocks south of the more congested areas of downtown Chicago. Grant Park is across the street, along with many famous Chicago attractions, including Millennium Park and the Art Institute. Sleek in design, the Essex Inn boasts a metal and glass lobby, floor-to-ceiling windows with city views and an impressive atrium housing a large pool. ADA-compliant areas are also available at Chicago's Essex Inn. Highlights Great value in the city for its location and amenitiesRooftop pool and sauna available year-roundLarge, well-equipped fitness room overlooks pool deck RoomsA color palette grounded in rich orange and brown earth tones keeps the scene warm. Floor-to-ceiling windows play up the hotel’s strongest asset, the city views. Flat-screen TVs and refrigerators are standard amenities in each room at Chicago's Essex Inn. Guests can have complimentary access to wireless Internet. Rooms also feature ADA-compliant areas. FeaturesIn a metropolis like Chicago, pools and green space are precious real estate. Chicago's Essex Inn has both. The garden pool feels like a competitive swimming complex, with a retractable atrium and global flags hanging from the rafters. The pool area features large windows that look out onto the well-manicured grounds of the rooftop garden. From the garden, guests enjoy skyline views of Grant Park and Lake Michigan from comfortable patio chairs and tables. Next to the pool is a large fitness center, featuring bikes, treadmills, weight machines, free weights, as well as six TVs.Visitors to Chicago who have come to sightsee take advantage of a hotel shuttle bus free of charge. It makes several stops along Michigan Avenue, including Water Tower Place. Other stops include Navy Pier and the Museum Campus.Travelers who want to stay connected access high-speed wireless Internet throughout hotel for a fee, or visit the 24-hour business center. Transportation O’Hare International Airport (16.1 mi/26 km) Chicago Midway Airport (8.7 mi/14.1 km) Blue Line (LaSalle to O’Hare) (3.8 mi/6.1 km) Orange Line (Roosevelt to Midway) (0.3 mi/0.5 km) McCormick Place Convention Center (1.5 mi/2.3 km) Nearby attractions Grant Park (0.5 mi/0.9 km)Millennium Park (0.8 mi/1.3 km)Lake Michigan (1.4 mi/2.2 km)The Magnificent Mile (1.5 mi/2.5 km)Museum Campus (3.1 mi/5 km) Business Six meeting rooms with space for 12 for 125 guests 24-hour business center with desktop computers, high-speed Internet access (fees apply) and a printer Complimentary high-speed wireless Internet available throughout Chicago's Essex Inn Policies and fees We will be embarking on a complete lobby transformation beginning in December scheduled to be completed in spring. Guests may experience temporary disruptions during the stay.  However, we will do everything we can to limit any inconvenience. Please bear with us during our enhancements. We are improving our property to serve you better.Parking fee is $41 per night plus tax.
Nightly rates from $89

Courtyard by Marriott Chicago Downtown/Magnificent Mile

3 stars
4.1 / 5 61 reviews
Experience the grandeur of the Windy City at the Courtyard Chicago Downtown/Magnificent Mile. Enjoy newly-renovated guest rooms with 32" LCD televisions, full-service amenities, an Art Deco-inspired design and renowned value and service of a Courtyard. Our Mag Mile hotel is ideally located, just minutes from the Loop business district, Navy Pier, Lincoln Park Zoo, McCormick Place and premium shopping at Macy's, Tiffany & Co., Nordstrom's, and Neiman Marcus along Chicago's famous Magnificent Mile. Pamper yourself with an indoor pool & fitness facility, Starbucks Coffee Shop, an upscale restaurant, as well as over 3,700 sq ft of meeting space, nine meeting rooms, on-site catering, and free fiber optic high-speed Internet access in your guestroom and throughout the lobby. Offering an upscale, full-service feel in the city, yet the value of a Courtyard, we're a leader among Downtown Chicago hotels near Magnificent Mile.
Value Rate includes breakfast
Nightly rates from $98

Crowne Plaza CHICAGO MAGNIFICENT MILE

3 stars
3.9 / 5 49 reviews
Picture-perfect location near Michigan Avenue shopping and restaurants A visit to Chicago wouldn't be complete without a stroll along the Magnificent Mile, so the properties closest to the grand boulevard earn instant bonus points. For travelers looking to be within steps of Michigan Avenue restaurants, landmarks and shops, it doesn't get more convenient than this classy Chicago hotel. Catering to business travelers and tourists, the property goes beyond the norm to offer special rooms like kids rooms, tech rooms and suites. Big windows capture the impressive skyline, with some framing views of Lake Michigan. Highlights Steps from the Magnificent Mile, Water Tower Place, American Girl and John Hancock ObservatoryClose to Navy PierFamily-themed rooms and tech rooms complete with an iMacOutdoor rooftop pool open seasonally Rooms Guests have a choice of layouts, from standard rooms to suites with lovely views of the cityscape. The hotel goes a step further, though, for families and Mac lovers. Kid-friendly rooms throw a bit of color into the neutral palette, boasting beds covered with rainbow linens, Little Einsteins pillows, giraffe play tubes, beanbag chairs and mini chalkboards. In the Tech Rooms, expect an iMac, color printer and high-speed and Wi-Fi access. In all rooms, look for the Zebra print upholstered armchair, a signature of the hotel, plus iHome docking stations and high-definition LCD TVs. Features Chicago is known for its place in defining American architecture, so it's only natural to expect remarkable design from impressive city hotels like the Avenue Hotel. Guests can admire Windy City vistas from Skybar, a European-influenced restaurant and lounge open all day. Whether it's the breakfast buffet or cocktails with fellow conventioneers, Skybar lures with its lounge seating, communal table and tilted windows. Downstairs, visitors mingle with downtown professionals at the Elephant & Castle, a pub dishing up British favorites like bangers and mash, stuffed Yorkshire pudding and beans and mash. Dim lighting and a wood-heavy interior make it the place to linger and sample a global selection of brews. Transportation O'Hare International Airport (27 minutes)Midway Airport (19 minutes)Closest train stops: Blue Line (Chicago to O'Hare) and Orange Line (Lake/Randolph to Midway)McCormick Place Convention Center (13 minutes) Attractions Magnificent Mile (.3 mi/.4 km)Museum of Contemporary Art (.2 mi/.1 km)John Hancock Center (.2 mi/.4 km)Oak Street (.8 mi/.5 km)American Girl Place (.1 mi/.2 km) Business 15,000 square feet of meeting spaceAudiovisual technology availableWi-Fi accessViews from every function roomCatering services
Nightly rates from $119

dana hotel and spa

Modern retreat for healthy living in downtown ChicagoThe dana hotel and spa in Chicago's River North neighborhood balances the beauty of natural elements with the latest technology to create a modern retreat for healthy living. From the progressive health center to the Zeppelin MP3 media system in each room, the dana's core philosophy of wellness and individuality is expressed in all elements of the hotel. Bathed in natural light, the dana is an oasis of serene relaxation in a bustling city. Highlights Sweeping views at Vertigo Sky LoungeSpa and 24-hour fitness centerSumptuous cuisines at Argent Restaurant RoomsSleekly decorated with hints of Asian influence, standard rooms at the dana hotel and spa feature a half wall of floor-to-ceiling windows and walkout balconies. Serenity is infused in everything from the natural, sustainable floors to the 300-thread count Egyptian cotton sheets over pillow-top mattresses. Glass separates bath from boudoir and illuminates the shower rooms, featuring Italian rain shower fixtures and handcrafted tiles. FeaturesWith its mantra “the pleasure of giving,” the dana hotel and spa sets out to deliver a unique experience to its visitors. The spa offers an extensive array of treatments, from prenatal massages and organic manicures to customized facials and Italian mud body wraps. The focus on wellness continues through the high-tech fitness center, which is outfitted with Italian TechnoGym Kinetic Equipment to promote fluid motion. The dana hotel and spa’s features Argent Restaurant and Raw Bar - a culinary exploration of history experienced through contemporary dishes by world-class chef Rodelio Aglibot. The dining space has been redesigned with an emphasis on repurposed materials, providing a relaxed atmosphere for locals and hotel guests alike to enjoy the “comfort chic” fare.Head to the Vertigo Sky Lounge for relaxed conversation in a high-fidelity sound experience provided by a nightly DJ. Perched 26 floors above the hotel and spa, Vertigo is a place to see and be seen. TransportationO’Hare International Airport (15.3 mi/24.7 km)Midway Airport (9.7 mi/15.7 km)Blue Line (Jackson/Lake) (1.1 mi/1.8 km)Orange Line (Chicago/Lake) (0.9 mi/1.5 km)McCormick Place Convention Center (3 mi/4.9 km) AttractionsMichigan Avenue (0.2 mi/0.3 km)Magnificent Mile (0.2 mi/0.4 km)Wrigley Building (0.4 mi/0.6 km)Tribune Tower (0.4 mi/0.6 km)Merchandise Mart (0.6 mi/0.9 km)Oak Street Beach (0.7 mi/1.1 km)The Loop (0.9 mi/1.5 km)Art Institute of Chicago (0.9 mi/1.5 km)Willis (Sears) Tower (1.1 mi/1.8 km)Navy Pier (1.3 mi/2 km) BusinessFully equipped business centerMeeting rooms with floor-to-ceiling windows, high-speed Internet access and audio/visual equipment Policies and Fees Overnight parking charge is $44 per night plus tax and unlimited in/out privileges
Nightly rates from $135

Fairmont Chicago, Millennium Park

4 stars
4.1 / 5 75 reviews
Comfort and sophistication only minutes from Millennium Park The Fairmont Chicago Millennium Park, in downtown Chicago, provides amenities to suit business and leisure travelers. Comprehensively equipped with a business center and excllent spa facilities, this hotel enables guests to easily combine business with pleasure. A variety of Asian cuisine is served in the award-winning restaurant and bar, along with wine and chocolate in the stylish and sophisticated wine room. The convenient location of the Fairmont Chicago Millennium Park enables guests to try a wide variety of other dining options in the city.  3 Reasons To Stay:Situated just minutes away from Millennium Park and Magnificent MileAAA Four-Diamond hotel Fully equipped business center and spa facilities on-site Fairmont Chicago Millennium Park Rooms Accommodations at the Fairmont Chicago Millennium Park take the form of guest rooms, suites and specialty suites. Offering sleek decor and views of the stunning Chicago skyline and surrounding attractions, the rooms are ideal for business travelers and families. Guests on business are provided with convenient amenities, such as high-speed Internet access (fees apply to non-members of the Fairmont President's Club), a work desk and a telephone. For families requiring extra space, large suites with a bedroom conversion are available on request. All guest rooms at the Fairmont Chicago Millennium Park are equipped with television, temperature control facilities and refreshments. A selection of bathroom amenities is available in every room for extra comfort and convenience. Complimentary cocktails and a continental breakfast are offered for guests staying in the two-bedroom gold suite. Extra facilities and services, such as a press down service and family facilities, for example cribs, are available on request.  Things To Do:Millennium Park (0.5 mi/0.9 km)Magnificent Mile (1.7 mi/2.8 km) North Bridge (0.7 mi/1.2 km) The Art Institute (0.8 mi/1.2 km)Field Museum (1.6 mi/2.5 km)Shedd Aquarium (1.7 mi/2.7 km)Adler Planetarium (2.2 mi/3.5 km)Soldier Field (2.6 mi/4.1 km) Policies and fees No smoking rooms/facilitiesPets allowed
Value Winter Offer - Save 20% on your stay
Nightly rates from $105

Four Points by Sheraton Chicago Downtown/Magnificent Mile

Access to attractions, plus free Wi-Fi and indoor pool Guests at the Four Points by Sheraton Chicago Downtown/Magnificent Mile enjoy a plum location just off the Magnificent Mile. Whether the agenda is hitting downtown shops, restaurants, bars or landmarks, leisure travelers will find no shortage of distractions nearby while executives enjoy convenient access to the Loop and the Financial District. With standard amenities like complimentary Wi-Fi throughout the property, an indoor pool and fitness and business centers, the property stands as a well-rounded option for budget-minded vacationers. Highlights Close to the Magnificent MileComplimentary Wi-Fi throughout the propertyIndoor pool24-hour business centerSushi restaurant and artisan breakfast and lunch eatery onsite Rooms Smoke-free rooms at the Four Points by Sheraton are airy and open with windows that look out to the city. Plump duvets boast a subtle beige plaid print that matches extra seating, curtains and artwork around the room. In every space, expect complimentary Wi-Fi or hardwired access, plus extras such as refrigerator, microwave, desk and free bottled water. For extra comfort, visitors can request a room with a balcony, whirlpool or wet bar. Features Virtual office. Night on the town. Quick lunch. Energizing workout. The Four Points by Sheraton Chicago Downtown/Magnificent Mile answers all these needs. A 24-hour business center is open for checking email, printing an agenda or sending an important document via fax. Craving a healthy snack before hitting the Magnificent Mile? Try e.leaven Food Company for artisan pastries, omelets, salads and sandwiches. For people-watching, head to Sushi Taiyo, where inventive rolls complement rice and noodle dishes. Guests whose routine requires a daily dose of cardio can work out in the 24-hour fitness center equipped with Life Fitness machines or swim laps in the indoor pool with skylights and windowed views of the city. Transportation O'Hare International Airport (17 miles)Midway Airport (13 miles)Closest train stops: Blue Line (Chicago to O'Hare) and Orange Line (Roosevelt to Midway)McCormick Place Convention Center (10 minutes) Attractions Magnificent MileRush StreetGold CoastMillennium ParkGrant ParkJohn Hancock CenterNavy Pier Business 4,000 square feet of meeting spaceCatering by Lawry's Prime Rib, e.leaven Food Company and Sushi Taiyo24-hour business centerComplimentary high-speed wired and wireless Internet access Terrace available for seasonal events
Value Save 25% on your stay
Nightly rates from $109

Hyatt Regency Chicago

Convenient convention hotel in ChicagoWhen the lights go down in the Windy City, there is no better location to soak in the view than at the Hyatt Regency Chicago. To the north of this downtown hotel lies the Chicago River and to the east sits the unmistakable Navy Pier in all its American glory. Walking the full breadth of the Pier is as universally popular and appealing as shopping on the nearby Magnificent Mile. Given its proximity to these and other top Chicago attractions, it’s no surprise that the Hyatt Regency Chicago remains a popular site for conventions. Highlights Easy access to the Magnificent Mile and Navy Pier Six restaurants and bars, including Stetson’s Chophouse and BIG Bar Private Regency Club lounge on penthouse level of west tower Fitness center on 24th floor On-site currency exchange RoomsWith more than 2,000 rooms, the Hyatt Regency Chicago caters to travelers of all types, from the conventioneer to the family of four visiting Chicago for the first time. Warm, earth tones complement contemporary furniture, and beds are comfy, plush and covered in crisp white linens accented by colorful pillows. Standard amenities like flat-screen TVs, video messages and iHome alarm clocks make for a sweeter stay. FeaturesChicago’s appetite for food and drinks is legendary, and this AAA 4-Diamond hotel helps to fuel that reputation. Hyatt Regency Chicago guests feast on prime cuts at Stetson’s Chophouse and Bar which was voted one of the top 10 steakhouses in the city by the Chicago Tribune. For post-convention happy hour or evening cocktails, pull up a stool at BIG Bar. It boasts the longest free-standing bar on the continent. Come for the drinks and stay for the views. Guests stay connected with wireless and high-speed Internet access in rooms and most public areas (fees apply). Transportation Orange Line (State/Lake) (0.3 mi/0.5 km) Blue Line (Clark/Lake) (0.4 mi/0.7 km) McCormick Place Convention Center (2.5 mi/4.1 km) Midway Airport (9.6 mi/15.5 km) O’Hare International Airport (15.7 mi/25.3 km) Attractions Michigan Avenue (0.1 mi/0.1 km) Tribune Tower (0.2 mi/0.3 km) Millennium Park (0.4 mi/0.6 km)The Magnificent Mile (0.4 mi/0.7 km) The Art Institute of Chicago (0.5 mi/0.8 km) Grant Park (0.7 mi/1.2 km) Navy Pier (2.5 mi/4.1 km) Business Five conference centers and 45 meeting rooms that accommodate 10 to 120 guests (228,000 square feet) Business center with computers, faxes and printers Meeting, event planners and catering services available Charging station for electronic devices in lobby
Nightly rates from $139

JW Marriott Chicago

4 stars
5.0 / 5 8 reviews
Encounter a landmark downtown Chicago luxury hotel and experience the renowned architecture of Daniel Burnham and his vision for a luxury hotel in Chicago, Illinois. Located at LaSalle & Adams, this Chicago, Illinois luxury hotel soars above skyscrapers in the heart of one of the world's most powerful financial districts. With a $396 million restoration, the historic JW luxury hotel in Chicago, IL exudes Burnham's refined style combined with 21st century sensibility, providing downtown Chicago with a one-of-a-kind authentic destination. Unwind in 610 luxury Chicago, IL hotel rooms or rejuvenate body and mind inside our world-class 20,000 sq. ft. spa and wellness center. As the epitome of refined elegance, the JW Marriott luxury hotel in downtown Chicago provides stunning domed-ceiling ballrooms and meeting venues for corporate gatherings or extravagant weddings and social soirees. Discover Daniel Burnham's foundation of excellence at the JW Marriott Chicago, and experience a premier luxury hotel in Chicago.
Value Rate includes breakfast
Nightly rates from $119

Marriott Chicago Downtown Magnificent Mile

Step onto the Magnificent Mile from comfortable Chicago hotelNot many hotels in downtown Chicago boast a location where guests just step onto the Magnificent Mile from the hotel. Top stores, popular restaurants, hot nightlife and world-class museums are all within walking distance. Guests find comfort in the Marriott’s signature style, starting with a gleaming lobby, an enormous glass ceiling and Art Deco-inspired seating. At the Chicago Marriott Downtown Magnificent Mile hotel, a sense of grandeur prevails. HighlightsFitness center and indoor pool overlooking ChicagoHarvest restaurant, Lobby Bar & Lounge, full-service StarbucksAAA 3 Diamonds RoomsChicago Marriott Downtown Magnificent Mile hotel rooms and suites take dramatic cues from the rest of the hotel with scroll patterned-carpeting, club and lounge chairs in jewel tones and tantalizing city views. Pillow-top mattresses, HD TVs and ergonomic work stations lend more comfort to the spaces. All rooms are wired for high-speed and wireless Internet access for an additional fee. "Fit for You" in-room fitness kits are available upon request. FeaturesThe Chicago Marriott Downtown Magnificent Mile hotel is one of a handful of hotels in downtown Chicago with an indoor pool, and even rarer still, one that offers a peek into the skyline.  The pool is attached to the fitness center, which features cardio equiment, treadmills and free weights. Towels are provided.Guests have a number of choices for dining and drinking on site, including Harvest restaurant, which serves American fare, the Lobby Bar & Lounge and a full-service Starbucks coffee house.The Chicago Marriott Downtown Magnificent Mile hotel was built to host events of any size. Ballrooms, executive boardrooms and suites cater to large groups in visually appealing settings with lofty ceilings and bright colors. Extra amenities like an on-site notary public and full-service business center aid the professional on deadline.Valet and off-site parking available for a fee. TransportationO’Hare International Airport (15.5 mi/25 km) Midway Airport (9.7 mi/15.7 km) Blue Line (Grand to O’Hare) (1.2 mi/1.9 km)Orange Line (State/Lake to Midway) (0.5 mi/0.7 km) McCormick Place Convention Center (2.8 mi/4.6 km)  AttractionsMagnificent Mile (0.1 mi/0.2 km)Water Tower Place (0.4 mi/0.6 km)Millennium Park (0.7 mi/1.1 km)Grant Park (0.7 mi/1.1 km)Oak Street Beach (0.7 mi/1.2 km)Lake Michigan (0.8 mi/1.3 km)State Street (1 mi/1.6 km)Navy Pier (1.1 mi/1.7 km) BusinessFull-service business centerCopy, fax, printing, messenger, notary public and translator services availableWired and wireless Internet available (fees apply) 57 meeting rooms
Value Includes Breakfast and Dinner for two
Nightly rates from $159

Renaissance Blackstone Chicago Hotel

4 stars
4.5 / 5 59 reviews
History and culture in a modern settingThe historic 4-star Renaissance Blackstone Chicago Hotel offers guests easy access to some of the most interesting Chicago attractions, including Navy Pier and Millennium Park. A popular retreat for celebrities, the Renaissance Blackstone Chicago Hotel entices guests with classic French architecture and modern amenities. Particular highlights include a fully equipped gym, business center and a restaurant where guests are served a variety of Catalan cuisine. A Starbucks is also located on-site and offers breakfast, lunch and dinner options.  3 Reasons To Stay:Historic hotel favored by celebrities Crystal Ballroom covers more than 3,000 square feetFully equipped business center Renaissance Blackstone Chicago Hotel Rooms All the accommodations at the Renaissance Chicago Hotel offers classic decor and are packed with modern amenities. Rooms are divided into guest rooms and suites and all feature luxuriously comfortable bedding, a television, pay-per-view movies and high-speed wireless Internet (fees apply). Some rooms have complimentary services, such as breakfast, nonalcoholic drinks and light snacks, and all are spacious and air-conditioned. Larger rooms are available for guests travelling with family and offer marble bathrooms with amenities such as hair-dryers and bathrobes. In addition, rooms with spectacular views of Lake Michigan are available on request. Business guests at the Renaissance Blackstone Chicago Hotel are provided with useful additional facilities, such as a work desk, chair and telephones. Families have the option of requesting extras that include cribs and rollout beds, while rooms with facilities for guests with disabilities are also available. Turndown and room service are included and nonsmoking rooms may be requested.  Things To Do:Grant Park (0.4 mi/0.7 km)Art Institute of Chicago (0.5 mi/0.9 km)Millennium Park (0.7 mi /1.1 km)Field Museum (0.9 mi/1.4 km)Shedd Aquarium (1 mi/1.6 km)Soldier Field (1.9 mi/3 km)Navy Pier (2.1 mi/3.3 km)McCormick Place (2.9 mi/4.6 km) Policies and feesPets allowed
Value Rate includes breakfast
Nightly rates from $159

Renaissance Chicago Downtown Hotel

4 stars
4.3 / 5 39 reviews
Sophistication and style abound in this Windy City hotelGuests of the Renaissance Chicago Downtown Hotel enjoy opulence and luxury from the outset.The lobby and regal staircase are the epitome of sophistication and offer a feeling of style and class to guests. The Renaissance Chicago Downtown Hotel provides an incredible selection of amenities, including a 24-hour front desk, business suites, a fitness center and a spa. In addition, guests have access to a comfort-laden coffee house, modern bar and delightful restaurant – each located within the hotel. 3 Reasons To Stay  A premium quality hotel offering a wide range of luxurious amenities and spacious suites Three great places to eat and drink on-site: Aroma Cafe, Bar Novo, and the Great Street Restaurant Located in the downtown area, in close proximity to all of the Chicago landmarks Renaissance Chicago Downtown Hotel RoomsRooms at the Renaissance Chicago Downtown Hotel are spacious and modern. The decor in each suite can best be described as Chicago chic, offering sweeping carpets and fabrics in restrained natural tones. The decor is stylishly counterpointed with functional, yet elegant, furniture that is carefully chosen to create sleek harmony in each suite. The Renaissance Chicago Downtown Hotel oozes luxury. This feeling of luxury extends to the wide selection of amenities provided to guests in each room. Amenities include fully adjustable air-conditioning and climate facilities, complimentary electrical adapters, fully equipped ironing facilities, and a safe. Each suite features luxurious bedding, with down comforters, custom-made duvets, and high-quality linens as well as a selection of foam, feather and down pillows. Bathrooms offer a variety of amenities including a separate tub and shower, a Jacuzzi, and a complementary hair-dryer and guest robe. Furthermore, guests are able to relax and unwind with a selection of entertainment facilities, including large flat-panel televisions and a CD player. There is also a selection of video games and consoles available for rental. Things To Do  Macy's State Street (0.3 mi/0.5 km) Chicago Theater (0.4 mi/0.6 km) House of Blues (0.5 mi/0.8 km) U.S. Cellular Field (5.4 mi/8.6 km) Policies and fees Nightly rates from $229 USD On-site parking fee: $52 USD daily Valet parking fee is $52 USD daily. Valet parking only with in/out privileges included in fee. Large SUVs and other oversized vehicles are not allowed. Off-site parking fee: $33 USD daily For a daily rate of $14.95 USD, the following features are available in guest rooms: high-speed Internet access, unlimited local phone calls and unlimited long distance calls (within the country) Pets allowed; nonrefundable sanitation fee: $45 USD (contact hotel for details)
Value Rate includes breakfast
Nightly rates from $129

Residence Inn by Marriott Chicago Downtown/Magnificent Mile

3 stars
4.1 / 5 26 reviews
Experience the comforts of home in the Windy City at the Residence Inn Chicago Downtown/Magnificent Mile Hotel located in the posh Gold Coast district surrounded by upscale shopping and dining. Treat clients or your significant other to an exceptional Magnificent Mile hotel stay and explore nearby attractions, including the John Hancock Observatory, Water Tower Place, Navy Pier and American Girl Place. From short weekend getaways to extensive business trips, our spacious Magnificent Mile Chicago hotel suites provide a fully equipped kitchen, pullout sofa, and spacious work area with complimentary high-speed Internet access. Ideal for executive meetings, our downtown Chicago Magnificent Mile hotel boardroom comfortably accommodates up to 25 guests, while the Chicago Gold Coast hotel Gatehouse provides an intimate venue for a bridal party or special event. Discover the perfect balance of home and downtown Chicago living at the Residence Inn Chicago Downtown/Magnificent Mile Hotel and feel like a true Chicagoan.
Nightly rates from $134

Swissotel Chicago

An all-glass triangular hotel, wedged into the confluence of the Chicago River and Lake Michigan, has spectacular wrap-around views from Navy Pier to Grant Park. Swissotel Chicago offers 661 air-conditioned, tastefully decorated and generously oversized rooms and suites. Relax above the city in our Penthouse Swimming Pool, Whirlpool and Health Club. Spa services available. Dogs up to 25 pounds. Overnight parking charge will be $55.00/day with in and out privileges. Hybrid vehicles receive a 50% discount.
Value Advance Purchase Special (Non-Refundable)
Nightly rates from $116

The Talbott Hotel

The new Talbott Hotel in the heart of the Gold Coast offers spacious rooms with complimentary amenities including wireless internet and access to Equinox Fitness. Located steps from Chicago's Magnificent Mile and Rush Street, the heart of Chicago's night life. Voted as an Orbitz Best of the Best hotel. The Talbott Hotel is recognized as a leader in both leisure and business travel. It offers impeccable service with its concierge staff, all Les Clefs d'Or members, to assist with your evening plans or sightseeing. After a day of excitement, relax and unwind in your oversized guest room. The elegant marble bath stocked with fine Aveda Bath and Spa products in your guest room or Bvlgari in your suite. Dry off with your luxurious Frette bath linens, and sink into a terrycloth robe while enjoying a program on your 42" LCD flat screen television with 30 High Definition Channels. Nightly turndown service; we will refresh your room, turn down your bed and leave you with delectable chocolate. You will be fully rested and ready to start another day of exploration after sleeping in one of our plush pillow top beds with luxurious linens, down pillows and comforter. Another day of relaxation and luxury awaits you tomorrow Imagine the rest * Certified "Green Seal" Hotel. * 100% of the hotels electrical carbon footprint is offset by Wind Energy. * Four Diamond Rated by AAA. * Guests must be at least 21 years of age to check in.
Value Save 20%
Nightly rates from $116

The James Hotel Chicago

Boutique chic luxury in the heart of River NorthUrban professionals feel right at home at the James Hotel Chicago, a shrine to boutique chic style. Every corner pops with stylish details, starting with an illuminated lobby that offers soaring ceilings and 24-hour business center with videoconferencing capabilities. For locals, the hotel brims with people watching possibilities. Dine with the well-heeled at David Burke's Primehouse, then stay until last call for the DJ set at JBar. Rooms naturally embody contemporary cool, the ultimate city stays within steps of the Magnificent Mile.  HighlightsChicago boutique hotel near the Magnificent MileIntimate spa with massage and facial treatmentsDavid Burke's Primehouse and JBarFree luxury car service for transport within the business districtPaul Frank adult and child city bikes plus Paul Frank booster car seats RoomsThe James Hotel Chicago exemplifies boutique luxury. Understated rooms make use of bold accent pieces, from mocha throw pillows to moody gallery lighting, to flesh out contemporary style. Think of a downtown bachelor pad-complete with seamless shower doors, cube-shaped ottomans and tripod-like floor lamps. Loft penthouses (available in one- or two-bedroom layouts at 1,400 square feet each) strike a balance between active engagement and comfort with an Apple-based entertainment system with full-space surround sound, an Eames lounge chair and oversized sectional sofa with mohair and down cushions. Wi-Fi is free. DiningThe James Hotel Chicago is a destination for nightlife thanks to JBar, a DJ-fueled lounge that keeps the music going five nights a week. Foodies, meanwhile, crave the scene and food at David Burke's Primehouse, where steaks are dry-aged in a salt-tiled Himalayan aging room. The dining rooms pour on the swank -- right down to the sexy red leather booths. RecreationActive travelers flock to the 24-hour gym to release endorphins on 10 cardiovascular machines and more than 25 pieces of strength equipment. Personal training sessions also can be arranged through celebrity fitness guru Jim Karas. Guests reward themselves with pampering facials, massages and body treatments at The Spa by Asha, an Aveda spa. In-room services also are available. Transportation Chicago O'Hare International Airport (15.5 mi/24.9 km)Midway International Airport (9.8 mi/15.8 km) AttractionsJohn Hancock Center (0.4 mi/0.6 km)Magnificent Mile (0.5 mi/0.8 km)The Loop (0.9 mi/1.4 km)Willis Tower (1.1 mi/1.8 km) Navy Pier (1.1 mi/1.8 km)McCormick Place (2.9 mi/4.6 km) BusinessFlexibile 7,000-square-foot function space for up to 220 guests, plus multiple meeting roomsCatering by David Burke's PrimehouseFree Wi-Fi Policies and feesParking Overnight parking with comp in and out privileges $52 per night. Self parking is available at the Ontario Place garage on the corner of Wabash and Ontario for $34 USD per night with no in and out privileges.   Pet policy One time non refundable $75 fee.   Smoke free The James Chicago is a smoke free hotel.
Nightly rates from $109

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago is on the Magnificent Mile across from Bloomingdale's and the upscale shops of Water Tower Place. The exhilarating excitement of Chicago is at our doorstep or venture into the Loop for business. We provide unparalleled service for business and leisure travelers with elegant function space for all types of events. At day's end, unwind in the Westin WORKOUT Gym or join the Unwind, a Westin evening ritual from 5:30 pm to 7:00pm in the lobby, then try rejuvenating favorites at The Grill on the Alley. The Westin Michigan Avenue has 752 guest rooms including 23 suites, each with a marble foyer and large marble bathroom. Enjoy the comforts of home and technology like dual line telephones, in room internet and wireless hot-spots in the lobby.
Value Save 30% on your stay
Nightly rates from $149

W Chicago - City Center

4 stars
3.9 / 5 69 reviews
Beaux-arts glamour in the Loop Awash in spotlights and marked by a big red W, this Loop hotel makes a fashionable statement in the Windy City. Fusing modern touches with classic Chicago architecture, the AAA four diamond property drips with drama. From the grand lobby boasting marble pillars and a vaulted ceiling, there's a sense of history at the W Chicago City Center with a nod to Chicago's role in modern architecture. Guest rooms ooze signature Starwood style, while a convenient location in the Financial District near theaters appeals to business and leisure travelers. Highlights Located in the heart of the Financial DistrictClose to landmarks like Willis Tower, theater district and the Art InstituteUrban chic guest roomsDJ-driven bar and specialty cocktails in The Living Room Bar24-hour amenities like room service, a business center, SWEAT fitness center and a DVD library Rooms Jewel-toned colored accent pieces like purple chaises and red throw pillows contrast white walls and linens in minimalist studio and suite-sized guest rooms. Like all W properties, the rooms, which vary in layout depending on the floor, are stocked with standards like Bliss spa products and plump W feather beds with pillow-top mattresses. Crisp 350-count sheets and down comforters invite after a long day of business meetings. Suites mimic hip city apartments with wet bars, parlors and sleek 42-inch flat-screen TVs. Features The Living Room Bar skews to professionals who would rather people-watch and listen to the DJ set than spend an evening alone in their room. The bar, with a gold-leaf ceiling and ivory leather arm chairs, is the place to linger with a martini or consult your smartphone. Wireless access is free in the lobby. Given its location near the Board of Trade and Chicago Mercantile Exchange, IPO, which stands for initial public offering, certainly deserves the award for best-named restaurant in Chicago. Flavorwise, expect contemporary dishes that trot the globe, including small plates such as seared scallops with chorizo, sofrito and chervil, plus chocolate and popcorn with peaches, mint, brown butter, corn sorbet and fleur de sel. Transportation O'Hare International Airport (18 miles)Midway Airport (11 miles)Closest train stops: Blue Line (Jackson to O'Hare) and Orange Line (Quincy/Wells to Midway)McCormick Place Convention Center (8 minutes) Attractions Chicago Board of TradeChicago Mercantile ExchangeLoopCadillac Palace TheaterState StreetJewelers RowMillennium Park Business 10 function rooms covering 12,000 square feet24-hour business center with Mac and IBM computers, high-speed Internet access, copy, print, scan and faxing capabilities Cisco TelePrescence Suite available for teleconferencing offsite employees around the worldWi-Fi accessMeeting specialists to plan events
Value Save 10% on your stay
Back to menu Return to top

Best in Stay

LGBT Best in Stay Chicago hotels

Nightly rates from $96

MileNorth, A Chicago Hotel

Magnificent Boutique Hotel in Downtown Chicago Steps from the Magnificent Mile, the MileNorth Chicago features a prime location at the Windy City's epicenter of shopping, entertainment, culture and business. Known for its fast pace, famous museums, amazing architecture, and action-packed sporting events, Chicago offers something for everyone and now MileNorth brings Chicago visitors its own special brand of service and comfort. The MileNorth Chicago offers an intimate and welcoming environment and a host of signature amenities. C-House is a modern American seafood restaurant located in Chicago's MileNorth hotel. C-House offers breakfast, lunch, and dinner, as well as provides the hotel's room service and banquet catering. The restaurant boasts a bar and lounge, and C-View, a year-round roof top deck, ideal for cocktails and small bites.Overnight guest valet parking available $52.00 per night. The minimum age to check-in is 21 with a valid photo ID.
Value Save 25% on your stay (Non Refundable)
Nightly rates from $109

BEST WESTERN PLUS Hawthorne Terrace Hotel

3 stars
4.1 / 5 15 reviews
Welcome to the BEST WESTERN PLUS Hawthorne Terrace Hotel, an intimate and charming hotel nestled in the bustling Lakeview neighborhood of Chicago. We are just steps from the vibrant nightlife, theatre, sidewalk cafés, upscale dining, lakefront biking and jogging. All of this and within minutes from celebrated Michigan Avenue by the use of scenic Lake Shore Drive. Combining the personal attention of a small hotel with the confidence you'll feel staying with a name you trust, each of the 83 tastefully-appointed rooms and junior suites include a complimentary continental breakfast and newspaper. The hotel offers full business facilities with two-line phones in every room, a fitness center with sauna and whirlpool. Within walking distance of Wrigley Field, Home of The Chicago Cubs, you can also enjoy lakefront jogging, golf and tennis. A meticulous renovation and an accommodating staff make the BEST WESTERN PLUS Hawthorne Terrace Hotel a popular choice for seeing all the best Chicago has to offer. Our prime location steps from Chicago's lakefront, you will enjoy unmatched access to the most exciting part of town. You can be in The Loop or on Michigan Avenue in just minutes. You can explore all the local sights and sounds right here in the neighborhood. Electrifying nightlife and restaurants abound, from ethnic cuisine to sidewalk bistros to fine dining. We're also in the heart of Chicago's renowned off-Broadway theatre district. For sports fans, golf, tennis and jogging are nearby. We're the closest hotel to historic Wrigley Field, the home of the Chicago Cub's and the oldest, most charming ballpark in the country. Since the BEST WESTERN PLUS Hawthorne Terrace Hotel puts you in the center of everything, it's the only hotel to choose in Chicago. Also the most convenient for easy travel to O'Hare Airport, Midway Airport and downtown by train, bus or taxi.
Nightly rates from $128

Allegro Chicago, a Kimpton Hotel

The belle of Chicago's theater districtWhen Broadway shows comes to town, the Hotel Allegro Chicago, a Kimpton Hotel, is the first place that comes to mind for lodging. The Cadillac Palace Theater sparkles as brilliantly as its marquee with tasteful rooms in the heart of the Loop. Theatrical drama comes to life in every corner, including the lobby’s three-story staircase where a baby grand piano sits against a bright palette of reds, oranges and greens. Business travelers find its location equally attractive -- it’s just a few blocks from the Board of Trade and Mercantile Exchange. Highlights In the heart of the Loop near State Street, financial district and Magnificent Mile Broadway shows on site at the Cadillac Palace Theater Evening wine hours hosted in hotel’s living room In-room spa services and Aveda bath products Pet-friendly hotel RoomsRooms at the Hotel Allegro Chicago are both glamorous and futuristic. Royal blue headboards pop against stark white linens and complement bursts of yellow color in the forms of lamp shades and bolsters. Rooms come standard with a 37-inch flat-screen TV, complimentary wireless Internet access and Aveda bath products. FeaturesThe Hotel Allegro Chicago may have been built in 1932, but its policies have evolved with modern times. Today, its green practices mean no plastic or Styrofoam cups are used, all meeting documents are printed on recycled paper and cleaning products are all eco-friendly. Pet lovers, rejoice: This pet-friendly hotel has dedicated premier king guest rooms just for you and your four-legged friends. Pets are also welcomed with a treat plus food and water bowls to use during their stay. Transportation O’Hare International Airport (15.4 mi/24.7 km) Midway Airport (9.1 mi/14.6 km) Blue Line (Clark/Lake) (1.4 mi/2.3 km) Orange Line (Washington/Wells) (0.1 mi/0.2 km) McCormick Place Convention Center (2.4 mi/3.9 km) Nearby attractions Cadillac Palace Theater (next door) Chicago Theater (0.3 mi/0.5 km)Chicago Mercantile Exchange (0.3 mi/0.5 km)Wacker Drive (0.3 mi/0.6 km)Willis Tower (0.4 mi/0.7 km)Board of Trade (0.4 mi/0.7 km)State Street (0.7 mi/1.1 km)The Magnificent Mile (0.8 mi/1.3 km) Business 15 meeting rooms covering 14,000 square feet On site 24-hour business center with laptop stations and printer Comprehensive multimedia and audio/visual support
Value Save 10% on your stay
Nightly rates from $263

The Peninsula Chicago

5 stars
5.0 / 5 24 reviews
Far Eastern elegance on the Magnificent MileThe Peninsula Chicago, at the center of the Magnificent Mile, mixes classic yet elegant décor. Far Eastern splendor greets guests of the Peninsula. The dining experience at the Peninsula Chicago is no less impressive, with restaurants offering everything from American cuisine to Cantonese and even afternoon tea.At The Lobby restaurant, diners enjoy breakfast, lunch and contemporary American dinner while listening to live entertainment and taking in views of Michigan Avenue through the 20-foot floor-to-ceiling windows. The Peninsula Chicago also features daily Afternoon Tea, Sunday Brunch, and ‘Chocolate at The Pen’, a decadent chocolate buffet on Friday and Saturday night. Tourists also savor Shanghainese and Cantonese dishes with a modern twist in the seductive setting of Shanghai Terrace, consistently honored with the AAA Four Diamond Award. Have nightcaps at the Art Nouveau-inspired The Bar. You Stay Here Because Central location on the Magnificent Mile 5 star, Five Diamond award winning hotel offering a truly luxurious experienceThe Lobby restaurant features 20-foot floor-to-ceiling windows overlooking Michigan Avenue The Peninsula Chicago Rooms The rooms at the Peninsula Chicago embody a timeless elegance and although classically furnished, they have both style and flair. A marble bathroom with a soaking tub is the perfect end to a day of shopping and exploring Chicago. It comes complete with an inset TV, and for those on a romantic getaway, there is even electronically controlled mood lighting. The executive suites occupy prime corner positions, resulting in fabulous views of the historic Water Tower and Michigan Avenue as well as lots of natural light. The Peninsula Suite occupies the 18th floor of the Peninsula Chicago and guests staying in this suite enjoy amenities including an outdoor whirlpool tub on the wrap around balcony and even a baby grand piano. Things to Do Magnificent Mile (0.2 mi/0.3 km) Water Tower Park (0.2 mi/0.3 km) Museum of Contemporary Art (0.3 mi/0.5km) Millennium Park (1 mi/1.6 km) The Chicago Cultural Center (1.1 mi/1.8 km) The Art Institute (1.2 mi/1.9 km)
Value Buy 2 Nights, Get The 3rd Night Free
Nightly rates from $116

The Talbott Hotel

The new Talbott Hotel in the heart of the Gold Coast offers spacious rooms with complimentary amenities including wireless internet and access to Equinox Fitness. Located steps from Chicago's Magnificent Mile and Rush Street, the heart of Chicago's night life. Voted as an Orbitz Best of the Best hotel. The Talbott Hotel is recognized as a leader in both leisure and business travel. It offers impeccable service with its concierge staff, all Les Clefs d'Or members, to assist with your evening plans or sightseeing. After a day of excitement, relax and unwind in your oversized guest room. The elegant marble bath stocked with fine Aveda Bath and Spa products in your guest room or Bvlgari in your suite. Dry off with your luxurious Frette bath linens, and sink into a terrycloth robe while enjoying a program on your 42" LCD flat screen television with 30 High Definition Channels. Nightly turndown service; we will refresh your room, turn down your bed and leave you with delectable chocolate. You will be fully rested and ready to start another day of exploration after sleeping in one of our plush pillow top beds with luxurious linens, down pillows and comforter. Another day of relaxation and luxury awaits you tomorrow Imagine the rest * Certified "Green Seal" Hotel. * 100% of the hotels electrical carbon footprint is offset by Wind Energy. * Four Diamond Rated by AAA. * Guests must be at least 21 years of age to check in.
Value Save 20%
Nightly rates from $108

W Chicago Lakeshore

Setting the standard for cool Find lake views and a front-door beach at this fashionable Chicago hotel that oozes cool lounge appeal. When guests are not cooing over Lake Michigan or the light show at Navy Pier, the W Chicago - Lakeshore hotel captivates with extras like inventive Mediterranean cuisine at Wave, scenic cocktails from the 33rd floor at Whiskey Sky and luxe treatments at Bliss spa. Step outside onto Lake Michigan's shores, walk to Navy Pier or stroll along Chicago's lakefront path from this swank urban residence. HighlightsAt water's edge -- Lake Michigan and the beach sit outside the front doorCity views and cocktails at Whiskey Sky nightclub, sleek urban dining at the Mediterranean-inspired Wave restaurantBliss Spa, a 9,600-square-foot oasis for pampering Heated indoor pool with scenic lakefront viewsAAA 2009 Diamond award winner features sultry, Zen-like rooms RoomsInside the rooms at the W Chicago – Lakeshore hotel, guests find plush fabrics in deep shades of eggplant, chocolate and bright white, plus sweet extras like votive candles, CDs from the W library, 32-inch flat-screen TV and Bliss bath products. Wireless high-speed Internet access is available in guest rooms (fees apply). Features If the famed brownie bar inside Bliss Spa doesn't have you at hello, then the Triple Oxygen Facials or Blissages will. After relaxing and recharging, hit Wave for innovative cuisine or Whiskey Sky for signature cocktails and club beats in an intimate room featuring panoramic views. Chic décor and city style at the lakefront hotel don't stop in design-savvy rooms. The W Chicago – Lakeshore hotel offers 15 meeting rooms, including a spectacular rooftop banquet room with slanted floor-to-ceiling windows. Take a dip in the hotel's heated pool perched above Lake Michigan or set out for a stroll along the water's edge. The W Chicago – Lakeshore hotel positions guests for a stylish Chicago experience.   Transportation O'Hare International Airport (15.7 mi/25.7 km)Midway Airport (9.9 mi/16 km)Blue Line (Chicago) (1.1 mi/1.8 km)Orange Line (State/Lake) (1 mi/1.6 km)McCormick Place Convention Center (3.2 mi/5.2 km) Attractions The Magnificent Mile (0.4 mi/0.6 km)Lake Michigan (0.5 mi/0.8 km)Navy Pier (0.9 mi/1.4 km)Millennium Park (1 mi/1.6 km)Grant Park (1 mi/1.6 km)The Art Institute of Chicago (1.2 mi/2 km) Business 15 meeting roomsPlasma screens, high-speed Internet, Wi-Fi, state-of-the-art audio/visual equipment
Value Save 10% on your stay
Back to menu Return to top

Gayborhood

Chicago Gayborhood hotels

Nightly rates from $109

BEST WESTERN PLUS Hawthorne Terrace Hotel

3 stars
4.1 / 5 15 reviews
Welcome to the BEST WESTERN PLUS Hawthorne Terrace Hotel, an intimate and charming hotel nestled in the bustling Lakeview neighborhood of Chicago. We are just steps from the vibrant nightlife, theatre, sidewalk cafés, upscale dining, lakefront biking and jogging. All of this and within minutes from celebrated Michigan Avenue by the use of scenic Lake Shore Drive. Combining the personal attention of a small hotel with the confidence you'll feel staying with a name you trust, each of the 83 tastefully-appointed rooms and junior suites include a complimentary continental breakfast and newspaper. The hotel offers full business facilities with two-line phones in every room, a fitness center with sauna and whirlpool. Within walking distance of Wrigley Field, Home of The Chicago Cubs, you can also enjoy lakefront jogging, golf and tennis. A meticulous renovation and an accommodating staff make the BEST WESTERN PLUS Hawthorne Terrace Hotel a popular choice for seeing all the best Chicago has to offer. Our prime location steps from Chicago's lakefront, you will enjoy unmatched access to the most exciting part of town. You can be in The Loop or on Michigan Avenue in just minutes. You can explore all the local sights and sounds right here in the neighborhood. Electrifying nightlife and restaurants abound, from ethnic cuisine to sidewalk bistros to fine dining. We're also in the heart of Chicago's renowned off-Broadway theatre district. For sports fans, golf, tennis and jogging are nearby. We're the closest hotel to historic Wrigley Field, the home of the Chicago Cub's and the oldest, most charming ballpark in the country. Since the BEST WESTERN PLUS Hawthorne Terrace Hotel puts you in the center of everything, it's the only hotel to choose in Chicago. Also the most convenient for easy travel to O'Hare Airport, Midway Airport and downtown by train, bus or taxi.
Nightly rates from $95

City Suites Hotel Chicago

Chicago Art Deco hotel with free Wi-Fi near Belmont-Sheffield nightlifeTake nearby trains throughout the city or explore the hip scene in Belmont-Sheffield from the City Suites Hotel Chicago. Unpretentious and welcoming, this Art Deco-inspired gem is tucked away in a neighborhood that hums with theaters, dance clubs, live concert venues, summer festivals, boutiques and 24-hour restaurants. The friendly staff point out top spots in Lakeview and Lincoln Park, the best way to get to Wrigley Field and the Magnificent Mile. Find free breakfast in the cozy lobby of the City Suites Hotel Chicago and fresh coffee 24 hours. HighlightsComplimentary continental breakfastFree newspapers, coffee, tea and afternoon cookies in the fireside lobbyComplimentary access to a local fitness centerFree high-speed wireless Internet access throughout the hotelWalk to Wrigley Field and Lake Michigan RoomsIn line with the Art Deco theme, rooms and suites at the City Suites Hotel Chicago feature cherry wood headboards, wardrobes and desks with retro style and a black cherry inlay design. Attention to detail and guest comfort include the comfy bathrobes, fully stocked mini-bar, refrigerator and shaving/make-up mirror. Work or goof off online with free high-speed wireless Internet access, available throughout the City Suites Hotel Chicago and a large desk. FeaturesTake a break from the lively entertainment district and popular bar scene nearby in the City Suites Hotel Chicago lobby, where guests enjoy free newspapers, coffee and tea. For some exercise, stroll to the lakefront through Lincoln Park or use the complimentary pass to a local Bally Total Fitness provided by the City Suites Hotel Chicago. See Chicago sites hassle-free thank to three train lines within walking distance, including the adjacent Belmont “L” station. Free high-speed wireless Internet access is available throughout the hotel. TransportationO'Hare International Airport (15.3 mi/24.6 km)Midway International Airport (17.1 mi/27.6 km)Belmont train station (adjacent) AttractionsWrigley Field (0.7 mi/1.1 km)Lincoln Park Zoo (1.9 mi/3.1 km)Magnificent Mile (3.3 mi/5.4 km)Millennium Park (4.7 mi/7.5 km)Navy Pier (5.3 mi/8.5 km)Art Institute of Chicago (5.8 mi/9.4 km)Willis Tower (5.9 mi/9.4 km)Field Museum of Natural History (7.4 mi/12 km)McCormick Place (7.7 mi/12.4 km) Business Complementary high-speed wireless Internet access throughout the hotelBusiness services available through the front desk
Nightly rates from $95

Majestic Hotel

3 stars
4.3 / 5 66 reviews
One of the most exquisite boutique hotels in Chicago, the property affords the tranquility and dignity of a refined English country estate amidst the bustling, energetic city life of Chicago. Built in the 1920's, the historic Majestic Hotel exudes romance, European charm and comfort. The historic boutique hotel is steps away from Lake Michigan, walking distance to Wrigley Field Stadium, one half mile from Lincoln Park Zoo and just minutes away from downtown's Magnificent Mile. Step into another time with Dickensian touches like poster beds and tapestry furnishings accenting each guestroom. All suites feature butler pantries with refrigerator, microwave and wet bar. The hotel serves an elegant complimentary continental breakfast, coffee and tea service with afternoon cookies in the hotel lobby, luxury robes and complimentary newspapers by the cozy fire place. Business services are available from the 24-hour front desk and wireless Internet access is complimentary throughout the hotel. Guests have complimentary access to Bally's Total Fitness . ***This a completely non-smoking property. ***
Nightly rates from $94

The Willows Hotel

3 stars
4.1 / 5 63 reviews
Charming and convenient Chicago hotel with free breakfast and Internet A historic 1920s building adds to the European flavor of this boutique hotel in the exclusive Lincoln Park and Lakeview neighborhoods of Chicago. The Willows Hotel features French reproduction furniture in the lobby, where guests enjoy coffee and tea service with their afternoon cookies. Wake in one of 55 cozy rooms and meander downstairs to a complimentary continental breakfast. Well-located for days of exploring, the Willows Hotel is within walking distance to Lake Michigan, shops and theaters and about a mile from the Lincoln Park Zoo. Highlights Complimentary continental breakfastFireside lobby with complimentary newspapers, coffee, tea and afternoon cookiesFree access to a local fitness centerNear the Lincoln Park Zoo and Wrigley FieldComplementary high-speed wireless Internet access throughout the hotel Rooms A mere 55 pleasant accommodations at the Willows Hotel welcome guests with a traditional European ambiance in rooms that are both cozy and refined. Guests find a bit of old world charm in the classic furnishings yet appreciate the thoroughly-modern amenities. Free high-speed wireless Internet access at the desk, flat-panel TVs and a mini-bar combine with luxurious robes, complimentary designer toiletries and make-up mirrors. Feel free to request a refrigerator at the Willows Hotel for added convenience. Features From the Willows Hotel, guests head off in every direction and soon stumble upon shops, theaters, sidewalk cafés, upscale restaurants, vibrant nightlife and golf courses. Sail off from the harbor or bike or jog along the lakefront. Follow scenic Lake Shore Drive or hop on the Red Line train to the Magnificent Mile downtown. Guests of the Willows Hotel enjoy free high-speed wireless Internet access throughout the hotel and complimentary access to a local Bally Total Fitness for a complete workout away from home. Transportation O'Hare International Airport (15.8 mi/25.5 km)Midway International Airport (16.4 mi/26.4 km)Several subway stations (0.1 mi/0.2 km) Attractions Lincoln Park Zoo (1.2 mi/2 km)Wrigley Field (1.3 mi/2 km)Millennium Park (1.5 mi/2.4 km)Magnificent Mile (3 mi/4.8 km)Art Institute of Chicago (4.4 mi/7 km)Navy Pier (4.6 mi/7.4 km)Willis Tower (5.1 mi/8.1 km)Field Museum of Natural History (6.7 mi/10.9 km)McCormick Place (8.5 mi/13.7 km) Business Complementary high-speed wireless Internet access throughout the hotel
Back to menu Return to top

Flights
Departure Arrival Travel dates Round-trip
New York Chicago Tue, Jan 15 - Tue, Jan 22 $108
Los Angeles Chicago Tue, Jan 29 - Wed, Jan 30 $251
Washington DC Chicago Mon, Jan 21 - Wed, Jan 23 $192
Denver Chicago Tue, Jan 29 - Tue, Feb 5 $72
Boston Chicago Wed, Jan 16 - Wed, Jan 23 $186
San Francisco Chicago Thu, Jan 17 - Thu, Jan 24 $262
Minneapolis Chicago Tue, Feb 5 - Tue, Feb 12 $70
Seattle Chicago Wed, Jan 23 - Tue, Jan 29 $276
Philadelphia Chicago Sat, Jan 5 - Tue, Jan 8 $221
Newark Chicago Mon, Feb 11 - Wed, Feb 13 $216
Portland Chicago Wed, Feb 27 - Thu, Feb 28 $251
Atlanta Chicago Mon, Feb 11 - Wed, Feb 13 $190
Back to menu Return to top

Why book on Orbitz?

  • Miss Richfield 1981 says it best in this video—not all travel sites are created equal. When you book on Orbitz, your travel dollars work harder. Here’s why:  

    • We’re the ONLY leading travel agency with a perfect Corporate Equality Index Score from the Human Rights Campaign, with two GLAAD Media awards to boot.
    • We’re the ONLY leading travel site with filters for hotel reviews by other LGBT travelers.
    • We feature the top gay-friendly accommodations, including Best in Stay hotels and gay resorts.
    • We’re proud sponsors of many LGBT charities and events, year after year.

Chicago gay travel map

  • Check out Orbitz’ LGBT guide featuring the very best of gay and lesbian travel in Chicago. Explore gay-friendly hotels, gay bars & clubs, restaurants, upcoming LGBT events, and more.

Chicago highlights

  • The beach scene

    Since Chicago is perched on the sandy southwest shores of Lake Michigan, there's a burgeoning summer gay beach scene at Lake Shore Drive and Hollywood Avenue—but pack plenty of drinks, the season is notoriously sultry.

    LGBT gatherings

    Chicago is big into leather and bears, with the infamous International Mister Leather happening here every May. Chicago Pride is in June, and there's a fun Windy City Rodeo in August. Northalsted Market Days in August is the largest two-day outdoor street festival in the Midwest, with hundreds of vendors and musical acts for which the local gays come out in force.

    Architecture

    Chicago is justifiably famous for its architecture, and the skyline is one of the most impressive in the world, home to the massive Willis Tower and the John Hancock Building, not to mention more recent additions by Rem Koolhaas and Frank Gehry. Don't miss the architectural boat tours just off the river.

    Must-see landmarks

    Downtown's Millennium Park boasts a Frank Gehry-designed amphitheater, two 50-foot video block towers with fountains, and the silvery "Cloud Gate" (aka "The Bean"), an Anish Kapoor-designed sculpture that reflects the city skyline.

    Culture galore

    Chicago is a museum capital. The Art Institute of Chicago is now the second-largest house of modern art, and the Field Museum of Natural History showcases the biggest T-rex fossil ever discovered. Chicago also has one of the nation's best theater scenes, home to Steppenwolf and Second City, with an annual Broadway in Chicago series.

Insider tips for Chicago gay travel

  • Take a LGBT tour
     The city's tourism office offers free volunteer-led neighborhood tours, including gay tours of Boystown and Andersonville.

    Don't miss Andersonville
    Not only does Andersonville have a great variety of independent locally owned specialty shops and restaurants, the LGBT population rivals Boystown and Midsommarfest in June is a great event to kick-off summer in Chicago.

    Head to the Hancock
    The lines are longer at the Willis Tower, and even though the John Hancock Building is not as tall, its Signature Room on the 95th floor is a great place for cocktails and gazing over the city.

    Fly into Midway
    O'Hare is one of the busiest and most hectic airports in the world, while the smaller and less busy Midway Airport is closer to the Loop and serves more discount airlines.

Please type the date in the following format: M/d/yy . For example: January 3, 2013 would be entered as 1/3/13 .

Hotel stay must be within date range of Leave and Return.

Please type the date in the following format: M/d/yy . For example: January 3, 2013 would be entered as 1/3/13 .
Room 1
Age categories
Ages of children at time of trip (for pricing, discounts)

Additional search options

0