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Chicago Hotels

Search 539 Chicago Hotels

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  • Chicago Luxury Hotels Guide

    Chicago, Illinois, offers much in the way of history and adventure. If you are planning a trip to the Windy City and want to enjoy your stay in style and comfort, Orbitz offers some of the best deals on Chicago luxury hotels that you’ll find.

    Between sightseeing and dining out in busy and beautiful Chicago, you’ll want to spend some time relaxing and enjoying your hotel. Luxury hotels in Chicago offer the best in the way of amenities, including fitness centers, swimming pools, complimentary wireless Internet access and local telephone calls, holiday activities, and more. After a long day of exploring the shops and boutiques along Chicago’s Magnificent Mile, enjoy a night in. Settle into your hotel room and enjoy room service and a selection of movies right from your dream bed that’s dressed in soft satin sheets, piled in plump pillows, and topped with a cozy down-filled comforter. If you’re in the mood for socializing and want to enjoy all your luxury hotel in Chicago has to offer, take your party down to your hotel’s lounge and enjoy a complimentary beverage and snacks in a classy setting before heading out for a spectacular night on the town. Many of Chicago’s luxury hotels are located right downtown, within walking distance of many popular bars and nightclubs, such as Enclave and Manor. After all the fun, you’ll appreciate your hotel’s relaxing ambiance when you return, and you’ll smile when you remember you have a delicious breakfast to look forward to in the morning.

    If you’ve gathered together a group of friends and are ready to take off for a special week in the Windy City, visit Orbitz for great deals on Chicago luxury hotels, attraction tickets, and much more. With Orbitz as your guide, you’ll be able to find a nice place to stay in Chicago that matches your classy taste and ensures you’ll be set to have fun while you’re there.

  • Chicago Neighborhood Highlights

    Gold Coast
    • Designer stores (Hermes, Prada) and luxury boutiques on Oak Street
    • Rush and Division St. nightlife; fine dining at Carmine's, Gibson's Steakhouse
    • Walkable to Oak Street Beach and the Mag Mile; easy access to Lake Shore Drive
    • Locals Know: Weekends lure cougars and daddies to the "Viagra Triangle."
    • Windy City landmarks: Willis Tower, Grant Park, Buckingham Fountain, "The Bean"
    • State Street shopping, Chicago Theatre, Orchestra Hall and the Art Institute
    • Easy access to taxis, buses, Metra and the L
    • Locals Know: During summer, take a water taxi along the Chicago River.
    Magnificent Mile
    • Major retailers, Hancock and Wrigley buildings, Tribune Tower
    • Pedestrian-friendly streets; easy access to the L and Lake Shore Drive
    • Gut-busting eateries from Lawry's prime rib to Billy Goat Tavern "cheeseborgers"
    • Locals Know: Hit the Signature Room in the Hancock for drinks with a view.
    Museum Campus
    • World-class exhibits at the Field Museum, Shedd Aquarium, Adler Planetarium
    • Stroll through Grant Park; Soldier Field, McCormick Place, Northerly Island
    • Easy access to taxis, CTA buses and Lake Shore Drive
    • Locals Know: Gasp over the sparkling skyline views from the planetarium.
    O'Hare Airport
    • Convenient to the Allstate Arena, Rosemont Theatre and western suburbs
    • Minutes from the convention center in Rosemont
    • 45-minute train ride from downtown via the CTA blue line
    • Locals Know: Check out the huge Brachiosaurus dinosaur in Terminal 1.
    River North
    • Popular and trendy dining: Ed Debevic's, Lou Malnati's, Quartino, Topolobampo
    • Late-night clubs near Hubbard St, Blue Chicago and Redhead Piano Bar
    • Walkable to the Loop and Mag Mile; easy access to the L and 90/94 expressways
    • Locals Know: Load up on glam goods and antiques near the Merchandise Mart.

Recently booked Chicago hotels

Hotel Last booked Stars Price from
Burnham, a Kimpton Hotel
The Loop
19 minutes ago 4 stars $219
Club Quarters Central Loop
The Loop
24 minutes ago 3 stars $116
The Talbott Hotel
Magnificent Mile
50 minutes ago 4 stars $195
The Drake Hotel
Magnificent Mile
56 minutes ago 4 stars $179
Omni Chicago Hotel
Magnificent Mile
57 minutes ago 4 stars $233
Congress Plaza Hotel at Grant Park
The Loop
1 hour ago 3 stars $125
Thompson Chicago
Magnificent Mile
1 hour ago 4 stars $237
Inn of Chicago, an Ascend Collection hotel
Magnificent Mile
1 hour ago 3 stars $133
Hyatt Place Chicago River North
River North
2 hours ago 4 stars $189
The Whitehall Hotel
Magnificent Mile
2 hours ago 4 stars $183

Recently Rated Chicago Hotels

Hotel Reviews Stars Price from
The Silversmith Hotel Chicago
The Loop
4.2 / 5
223 reviews
3 stars $199
The Palmer House Hilton
The Loop
4.1 / 5
666 reviews
4 stars $149
Raffaello Hotel
Magnificent Mile
4.0 / 5
253 reviews
4 stars $169
Four Seasons Chicago
Magnificent Mile
4.7 / 5
15 reviews
5 stars $346
Inn at Lincoln Park
3.0 / 5
100 reviews
2 stars $129
The Talbott Hotel
Magnificent Mile
4.6 / 5
1183 reviews
4 stars $195
Sofitel Chicago Water Tower
Magnificent Mile
4.6 / 5
130 reviews
4 stars $220
PUBLIC Chicago
Gold Coast
3.9 / 5
35 reviews
4 stars $215
Travelodge Hotel Downtown Chicago
The Loop
2.9 / 5
330 reviews
2 stars $119
Ivy Hotel
Magnificent Mile
4.7 / 5
19 reviews
4 stars $209


  • Chicago hotels

Featured Chicago Hotels

From $125

1 Congress Plaza Hotel at Grant Park

3 stars
3.3 / 5 1097 reviews

520 South Michigan Ave Map

Save 10% on your stay

With its neon-red sign standing out against the Chicago skyline, its vaulted Italianate ceilings, and glimmering 'Gold Room' banquet hall, the Congress Plaza Hotel makes an imposing first... More

Not Bad but Not Great
The service and the staff were nice, the room was clean enough but the hotel itself is a bit run down. Great location for sight seeing though.
Sep 2, 2014
From $195

2 The Talbott Hotel

4 stars
4.6 / 5 1183 reviews

20 E. Delaware Map

Last Minute Deal!

Independently-owned and with a dedication to green practices, The Talbott Hotel has been a fixture in Chicago's Gold Coast neighborhood since 1927. The hotel mingles old-world sophistication with... More

Great staff great location
Love the team at the Talbott and you cannot beat the location.
Sep 11, 2014
From $142

3 The Whitehall Hotel

4 stars
3.8 / 5 1199 reviews

105 E. Delaware Place Map

Save 20% on non-refundable with advance purchase

The independently-owned Whitehall Hotel is Chicago's answer to the quirky boutique hotel, with a prestigious list of past guests that includes Katharine Hepburn and Mick Jagger. The Whitehall has... More

Chicago getaway
Best front desk and doorman I have experienced there. Great location-easy access to "L", bars and great restaurants close by. Hats off to their staff.
Sep 5, 2014
From $149

4 The Palmer House Hilton

4 stars
4.1 / 5 665 reviews

17 East Monroe Street Map

Rate includes Breakfast

Step into the lobby of Palmer House® A Hilton hotel and gaze at the famous frescoed ceiling of this landmark Chicago, Illinois hotel. This AAA four-diamond rated hotel has been hosting visitors to... More

Fancy Stuff!
We got a super cheap last minute deal at the Palmer House and it's such georgeous place to stay. Spend some time in the lobby even if you never stay there. It's spectacular. The overall experience...
Sep 12, 2014
From $179

5 Raffaello Hotel

4 stars
4.0 / 5 252 reviews

201 E. Delaware Place Map

Stay 1 night, Save 30%

Menin Hospitality operates several luxury boutique hotels in Miami and a single hotel in Chicago, the Raffaello Hotel. This cozy boutique hotel is situated right on Michigan Avenue, very close to... More

A nice quiet place
I,m sure to stay there again.Staff was very very nice.It was pouring rain,yet the Door man placed an umbrella over me got me dry into the cab,the got my luggage in dry too.I,m glad it was on you...
Sep 12, 2014
From $199

6 Ivy Hotel

4 stars
4.7 / 5 19 reviews

233 E. Ontario Street Map

Featuring floor to ceiling windows and plush amenities, this Chicago luxury boutique hotel is less than a 5 minute walk from shopping and dining opportunities on the Magnificent Mile. Complimentary... More

Really great
I had an easy check in and my room was spacious, clean, comfortable. I will def stay here again.
Sep 10, 2014
From $148

7 Warwick Allerton Hotel Chicago

4 stars
4.0 / 5 587 reviews

701 North Michigan Avenue Map

Save 15% on your stay

As one of the first high-rises to grace Chicago's fashionable Michigan Avenue, the Warwick Allerton Hotel Chicago became synonymous with high style, luxurious hotel accommodations and impeccable... More

Great location, nice room
Arrived on a nonpeak day and was able to get my room a little early. It was perfect size for me. Hotel is in great spot near Zara, Watertower, John Hancock and many good restaurants. Loved the...
Sep 4, 2014
From $111

8 Club Quarters Central Loop

3 stars
4.1 / 5 533 reviews

111 West Adams Street Map

Rate includes up to 10% off

Business traveler headquarters in Chicago's LoopThe Club Quarters Central Loop hotel might be mistaken for an office building with its subdued presence. A black awning marks this discrete spot and... More

Mr. Suburbia
The staff were ultra professional and cordial and the rooms were clean and cozy. Perfect for a weekend getaway!!
Sep 8, 2014
From $127

9 Inn of Chicago, an Ascend Collection hotel

3 stars
3.3 / 5 222 reviews

162 East Ohio Street Map

Contemporary style, European charm in ChicagoIn the Roaring '20s, this boutique Streeterville hotel hosted celebrities and showgirls. While those times have faded, the air of glamour remains at the... More

Great Location
quick, clean and easy. near everything we wanted to see.
Sep 9, 2014
From $175

10 Kinzie Hotel (formerly the Amalfi Hotel)

4 stars
4.4 / 5 755 reviews

20 West Kinzie Street Map

Occupying the first six floors of Dearborn Plaza, the newly revamped Amalfi Hotel changed its name to the Kinzie Hotel Chicago in February 2014, as a tribute to John Kinzie, one of the city's... More

Family getaway
The staff was friendly yet professional. The bell boys were super helpful. The hotel was nice, clean, and modern. Having a continental breakfast on each floor was convienent. Nice to not have to...
Sep 9, 2014
From $220

11 Fairmont Chicago Millennium Park

4 stars
4.1 / 5 196 reviews

200 North Columbus Drive Map

Summer Offer – Save 15% on your stay

The Fairmont Chicago makes the most of its Fairmont Hotels pedigree by offering an 11,000-square-foot spa, impressive suites, spacious boardrooms, and a reputation for throwing chandelier-lit... More

Birthday/Labor Day Vacation
My cousin and I stayed at this hotel for 3 nights during Labor day weekend. We couldn't have picked a better hotel. When we first got there, we requested a high floor with a nice view if possible....
Sep 3, 2014
From $135

12 Chicago's Essex Inn

3 stars
3.7 / 5 228 reviews

800 S Michigan Avenue Map

Save 15% on your stay

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... More

Excellent for Bears game overnight
Stayed here the night before the Bears opener. Great location if you're going to soldier field or the Museum campus. Room was recently remodeled, nicely appointed, large and clean. Faced east, so...
Sep 8, 2014
From $139

13 MileNorth, A Chicago Hotel

4 stars
4.2 / 5 401 reviews

166 E Superior Street Map

This boutique property offers a residential-style retreat that soars above Chicago's Magnificent Mile. Each floor is home to no more than 11 spacious guest rooms and suites, and your evenings would... More

Cute boutique hotel
Stayed overnight in Chicago and was very happy to find this boutique hotel right off Magnificent Mile. The room was clean and comfortable. I would have given it 5 stars all across except for the...
Sep 6, 2014
From $136

14 Hotel Felix

4 stars
3.9 / 5 101 reviews

111 W Huron Map

Save 15% on your stay

A green hotel in the Windy CityA hotel that offers luxury yet cares for the environment? That's Hotel Felix. Located downtown, the Hotel Felix Chicago offers guests a variety of excellently priced... More

Enjoyable stay.
The only couple comments I could say was the room was small with a huge bed. Hard to move around the room. Also the sink in the bathroom was small. Otherwise the show was huge and staff was nice....
Sep 3, 2014
From $177

15 Hotel Lincoln a Joie de Vivre Hotel

4 stars
4.2 / 5 95 reviews

1816 N Clark Map

Save 15% on your stay

The new Hotel Lincoln is a window to the most dynamic part of Chicago's North Side, Lincoln Park. Like the neighborhood, the hotel is historic yet fresh, fun though eccentric, active but relaxed.... More

Great boutique hotel in neighborhood environment
If you don't want to be downtown and pay big prices for parking, this is just right. Really nice staff, great food choices nearby and the BEST rooftop bar around. The room was clean, with modern...
Sep 6, 2014