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Jun 12 - Jun 14

Featured Chicago Romantic Getaways & Hotels

Kimpton Hotel Monaco Chicago
Kimpton Hotel Monaco Chicago
4.5 out of 5.0 225 N Wabash Ave, Chicago, IL
Free Cancellation
$143
4.8/5 (27 reviews)

Excellent location. Clean. Great restaurant. Check in around 4pm which is not great. Free happy hour daily which is nice. Bathroom amenities are okay.

Reviewed on Oct 2, 2019
Kimpton Hotel Monaco Chicago features a fitness center, WiFi in public areas, and conference space. Valet parking is available for USD 58 per day. The front ...
RomanticPet FriendlyBiking
The Peninsula Chicago
The Peninsula Chicago
5.0 out of 5.0 108 East Superior Street, Chicago, IL
4.8/5 (34 reviews)

What's not to like, one of the best hotels in the world.

Reviewed on Nov 19, 2019
At The Peninsula Chicago, guests enjoy a full-service spa, an indoor pool, and an outdoor pool. Valet parking is available for USD 72.00 per night, and there's ...
RomanticSpaFitness Center
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
5.0 out of 5.0 401 N Wabash Ave, Chicago, IL
Free Cancellation
$315
4.7/5 (123 reviews)

I. Am in a wheelchair and they were especially care with me and assisting my husband

Reviewed on Mar 8, 2020
At Trump International Hotel & Tower Chicago, guests enjoy a full-service spa, an indoor pool, and a fitness center. Parking is available for USD 62 per night ...
RomanticConciergeRoomservice
Virgin Hotels Chicago
Virgin Hotels Chicago
4.5 out of 5.0 203 N Wabash Ave, Chicago, IL
$155
4.6/5 (68 reviews)

A quirky, Euro explosion that’s fun, innovative, and guaranteed to deliver a great stay whether it’s a weekend getaway or midweek retreat. Ridiculously comfortable bed, phenomenal location, and elevated onsite amenities make Virgin my new favorite go-to. Totally recommend!

Reviewed on Jan 11, 2020
Guests staying at Virgin Hotels Chicago enjoy a nightclub, a 24-hour fitness center, and a rooftop terrace. Valet parking is available for USD 73 per night, ...
RomanticBarNature
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile
4.5 out of 5.0 20 E Chestnut St, Chicago, IL
Free Cancellation
$159
4.6/5 (214 reviews)

Great location, well appointed rooms - shower and bath

Reviewed on Mar 11, 2020
Renovated in 2018, Sofitel Chicago Magnificent Mile offers a 24-hour fitness center, free WiFi in public areas, and a 24-hour business center. Valet parking ...
RomanticConciergeDining
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0 85 East Wacker Drive, Chicago, IL
Free Cancellation
$109
4.5/5 (84 reviews)

Very nice place and perfect location. Make sure to checkout the rooftop also great place to hangout.

Reviewed on Feb 24, 2020
Renovated in 2016, LondonHouse Chicago, Curio Collection by Hilton offers a full-service spa, a 24-hour fitness center, and free WiFi in public areas. Valet ...
RomanticConciergeRoomservice
Eurostars Magnificent Mile, previously Dana Hotel
Eurostars Magnificent Mile, previously Dana Hotel
4.0 out of 5.0 660 North State Street, Chicago, IL
$115
4.3/5 (298 reviews)

I would highly recommend Eurostars Magnificent Mile, the boutique style resort was clean, unique decorated and absolutely beautiful view of the city. Shout out to Karen who checked me in with her warm welcoming customer service attitude which was highly appreciated!

Reviewed on Jan 9, 2020
Guests staying at Eurostars Magnificent Mile, previously Dana Hotel enjoy access to a full-service spa, a fitness center, and a steam room. Transportation is ...
RomanticSpaBar
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5.0 221 N Columbus Dr, Chicago, IL
Free Cancellation
$186
4.2/5 (126 reviews)

The hotel's gym has a half court b-ball court! It was so much fun!

Reviewed on Feb 25, 2020
Radisson Blu Aqua Hotel Chicago features an indoor pool, an outdoor pool, and a 24-hour health club. Parking is available for USD 51 per night (USD 72 per night ...
RomanticFitness CenterSports
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5.0 323 E Wacker Dr, Chicago, IL
Free Cancellation
$140
4.2/5 (431 reviews)

Beautiful views. Associate who checked us in was very kind.

Reviewed on Mar 1, 2020
Guests of Swissotel - Chicago enjoy a 24-hour fitness center, free WiFi in public areas, and a conference center. Self parking is offered for USD 60.00 per night. ...
RomanticFitness CenterSports
Royal Sonesta Chicago Riverfront
Royal Sonesta Chicago Riverfront
4.0 out of 5.0 71 E Wacker Dr, Chicago, IL
$86
4.2/5 (371 reviews)

I love everything about this hotel,friendly staff and great location

Reviewed on Feb 22, 2020
Guests of Royal Sonesta Chicago Riverfront enjoy a 24-hour fitness center, free WiFi in public areas, and a 24-hour business center. Valet parking is available ...
RomanticConciergeFitness Center
Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 out of 5.0 160 E Huron Street, Chicago, IL
Free Cancellation
$98
4.1/5 (199 reviews)

I didn’t like that my room was next to the housekeeping room kept hearing a door swing al day

Reviewed on Mar 11, 2020
Guests of Hampton Inn Chicago Downtown/Magnificent Mile enjoy access to free WiFi in public areas, a 24-hour business center, and a seasonal outdoor pool. Transportation ...
RomanticBreakfastFree Breakfast
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago, IL
4.1/5 (978 reviews)

I’ve been staying at Palmer House for 25 years and it never disappoints!

Reviewed on Feb 12, 2020
Guests of Palmer House a Hilton Hotel enjoy a full-service spa, an indoor pool, and a health club. Parking is available for USD 52 per night (USD 82 per night ...
RomanticHistoricalConcierge
The Champagne Lodge & Luxury Suites
The Champagne Lodge & Luxury Suites
3.5 out of 5.0 16 W 621 S. Frontage Rd, Willowbrook, IL
Free Cancellation
$119
4.1/5 (46 reviews)

It was very clean and the Customer Service was Great Great and Great!!!!

Reviewed on Apr 20, 2020
Guests of The Champagne Lodge & Luxury Suites enjoy features like a full-service spa, free WiFi in public areas, and a business center. You can take advantage ...
RomanticHot TubSteam Room
Raffaello Hotel
Raffaello Hotel
4.0 out of 5.0 201 E Delaware Pl, Chicago, IL
$100
4.0/5 (359 reviews)

Good location. It closes to many place. It very clean

Reviewed on Oct 11, 2019
Raffaello Hotel offers a health club, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 67.00 per night. The front desk has ...
RomanticBarMicrowave
The Herrington Inn & Spa
The Herrington Inn & Spa
4.0 out of 5.0 15 S River Ln, Geneva, IL
$139
At The Herrington Inn & Spa, guests have access to a 24-hour fitness center, free WiFi in public areas, and a meeting room. You can take advantage of free parking, ...
RomanticBalconySpa

Chicago Romantic Getaways

Maybe you want to make this year’s anniversary truly special, or you need a couple’s getaway to reconnect. Whatever your reason, Orbitz has romantic hotels in Chicago that can add a spark to any vacation. 

Love and low rates are in the air
We know love is priceless, but great hotels aren’t. No worries; Orbitz has hotels perfect for a weekend couple’s getaway that won’t break the bank. When you book through Orbitz you can:

  • Choose from over 2008 hotels. We have everything from cozy and quaint to luxury suites that pull out all the stops for honeymoons and special occasions.
  • Pick the price that fits your budget. Rates range from $86 to $315Looking for something extra special? 
  • Read through 3358 reviews to see which hotels do all the little things that add some “wow” to your experience.

A romantic hotel by any other name
These hotels do everything they can to create the right ambiance. Your rooms will have thoughtful touches like premium bedding, designer toiletries and whirlpool bath tubs. There is some great stuff outside your room, too. Think full-service spas, hot tubs, infinity pools and secluded gardens. Many also have gourmet restaurants on-site, which means you won’t have to go far to have a romantic dinner. A stay at one of these places will give you all the ingredients for a romantic Chicago weekend getaway.

Couples getaways in Chicago

Nothing's as romantic as an impromptu getaway to an elegant abode. Whether you need a few days away to escape the youngsters and regain that passion or you're chasing an incredible honeymoon location, you're sure to find something in Chicago that works for you.

Romantic boutique hotels
  • Want your significant other to know they mean the world to you? Whisk them away to one of the secluded boutique retreats on offer here and they'll quickly feel the love. One splendid option is the Waldorf Astoria Chicago, which has a coffee shop and a sauna.
  • If that option doesn't quite send your heart aflutter, the Ruby Room certainly will. You'll find it easy to charm your partner when you have a garden and spa services.
Romantic Resorts

If your heart is beating a million miles an hour at the thought of finally taking a romantic trip away with your love, why not make it extra special by booking a stay at the W Chicago - City Center? Enjoy candlelit dinners, snuggling up in your gorgeous room and loads of enticing extras like on-site shopping options and a ballroom. Another alluring place that caters to starry-eyed lovebirds is the LondonHouse Chicago, Curio Collection by Hilton. Featuring an excellent variety of activities, as well as extras like on-site shopping options and a ballroom, it goes above and beyond to fan the flames of passion.

Romantic places to visit in Chicago

Thinking of taking your partner out on a date? These top-rated attractions are bound to get those sparks flying:

  • Looking to take the love of your life someplace new while you're here? An excursion to Concord Music Hall will surely impress!
  • Another attraction worth adding to your travel schedule is Three Brothers Theatre. Many loved-up couples have enjoyed spending time there.
  • Make sure you check out Wintrust Arena while you're staying in this area. It lures people from near and far.
  • Finally, if time permits, you and your other half really should drop by Oriental Theatre.

Recent Romantic Getaways & Hotels Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.