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Enjoy a getaway for two at these romantic properties


Check prices on hotels in Chicago

Best deal Mar 8 - Mar 10
Tonight Feb 19 - Feb 20
This weekend Feb 22 - Feb 24
Next weekend Mar 1 - Mar 3

Best time to stay in Chicago

*Estimated average price per night / 3-star hotel. Prices may vary.
OFF SEASON
November:
$241 avg/night*
HIGH SEASON
July:
$246 avg/night*

Featured Chicago Romantic Hotels

See all 1,472 Properties in Chicago
The Champagne Lodge & Luxury Suites
The Champagne Lodge & Luxury Suites
3.5 out of 5.0 16 W 621 S. Frontage Rd, Willowbrook
4.4/5 (1,445 reviews)
$89/ night for 2 guests

The property was nice and clean. The staff was extremely friendly.

Reviewed on Jan 16, 2019
RomanticHot TubSteam Room
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0 85 East Wacker Drive, Chicago
Free Cancellation
4.6/5 (1,562 reviews)
$108/ night for 2 guests

Nice location with very nice view on the rooftop. The only thing that I don’t like is the size of the window. It’s too small.

Reviewed on Feb 17, 2019
RomanticConciergeRoomservice
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago
Free Cancellation
4.2/5 (11,490 reviews)
$95/ night for 2 guests

Room near elevators was loud. If you have a preference, tell them away from elevators.

Reviewed on Feb 18, 2019
RomanticHistoricalConcierge
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
5.0 out of 5.0 401 N Wabash Ave, Chicago
Free Cancellation
4.8/5 (2,244 reviews)
$260/ night for 2 guests

The helpfulness of the entire staff (from the time you exit your cab until you check out) is outstanding. As a guest, you are treated as a family member by everyone working at the hotel.

Reviewed on Feb 16, 2019
RomanticConciergeRoomservice
The Peninsula Chicago
The Peninsula Chicago
5.0 out of 5.0 108 East Superior Street, Chicago
Free Cancellation
4.9/5 (1,049 reviews)
$375/ night for 2 guests

I love the location and personal service and attention - excellent, especially "Joy" at the front desk, who also teaches yoga at the hotel fitness center.

Reviewed on Feb 13, 2019
RomanticSpaFitness Center
Dana Hotel and Spa
Dana Hotel and Spa
4.0 out of 5.0 660 North State Street, Chicago
Free Cancellation
4.4/5 (2,405 reviews)
$109/ night for 2 guests

the stay overall was great,beautiful view! will be here again!!

Reviewed on Feb 18, 2019
RomanticSpaBar
The Herrington Inn & Spa
The Herrington Inn & Spa
4.0 out of 5.0 15 S River Ln, Geneva
4.7/5 (120 reviews)

Beautiful historical Inn. Wonderful staff. Terrific food in Atwater’s! Will definitely be back!

Reviewed on Dec 26, 2018
RomanticBalconySpa
Virgin Hotels Chicago
Virgin Hotels Chicago
4.5 out of 5.0 203 N Wabash Ave, Chicago
Free Cancellation
4.7/5 (2,076 reviews)
$121/ night for 2 guests

“Small” boutique hotel with 26 floors. The rooms are very contemporary and have been thoughtfully planned with some unique touches. Two lively bars, coffee shop and all day dining. Gym and meeting/event rooms. Staff in all areas professional and friendly. Good location for city exploring.

Reviewed on Feb 12, 2019
RomanticBarNature
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile
4.5 out of 5.0 20 E Chestnut St, Chicago
Free Cancellation
4.6/5 (2,332 reviews)
$104/ night for 2 guests

Very friendly staff,offered me upgrade if interested oriented me about the hotel

Reviewed on Feb 17, 2019
RomanticConciergeDining
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5.0 323 E Wacker Dr, Chicago
Free Cancellation
4.4/5 (4,165 reviews)
$159/ night for 2 guests

I like the view, how clean the hotel was & the location of it.

Reviewed on Feb 18, 2019
RomanticFitness CenterSports
Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 out of 5.0 160 E Huron Street, Chicago
Free Cancellation
4.2/5 (3,580 reviews)
$81/ night for 2 guests

I love the free breakfast,the large rooms,the location,the restaurant inside the hotel(exquisite food),the fitness area,the amenities including fridge in the room.I do not like the slow elevators in the morning and the main entrance could be a little cleaner.

Reviewed on Feb 17, 2019
RomanticBreakfastFree Breakfast
Kimpton Hotel Monaco Chicago
Kimpton Hotel Monaco Chicago
4.5 out of 5.0 225 N Wabash Ave, Chicago
4.6/5 (2,013 reviews)
$119/ night for 2 guests

The room decor was fresh and fun and very comfortable. We LOVED the window seats!! All hotels should have these. I can’t say enough good about the staff...friendly, helpful, answered my many questions, gave good recommendations as well as directions. We will be staying here again!!

Reviewed on Feb 2, 2019
RomanticPet FriendlyBiking
Raffaello Hotel
Raffaello Hotel
4.0 out of 5.0 201 E Delaware Pl, Chicago
4.1/5 (2,457 reviews)
$86/ night for 2 guests

Excellent location close to everything but quiet enough to enjoy. Charming decor with a classic feel. Very friendly and helpful staff.

Reviewed on Jan 23, 2019
RomanticBarMicrowave
Wyndham Grand Chicago Riverfront
Wyndham Grand Chicago Riverfront
4.0 out of 5.0 71 E Wacker Dr, Chicago
Free Cancellation
4.4/5 (7,277 reviews)
$97/ night for 2 guests

The soaking tub in the premier suite was excellent, as was the view of the chicago river from the 17th floor.

Reviewed on Feb 18, 2019
RomanticConciergeFitness Center
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5.0 221 N Columbus Dr, Chicago
Free Cancellation
4.5/5 (1,914 reviews)
$161/ night for 2 guests

Ideal location with a great resteraunt "Felini" on property. In the cold of winter the 40 to 50 ft long fireplace lobby serving complimentery hot chocolate bar eas perfect!

Reviewed on Feb 18, 2019
RomanticFitness CenterSports
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 out of 5.0 521 North Rush Street, Chicago
Free Cancellation
4.6/5 (1,936 reviews)
$143/ night for 2 guests

Hotel was the complete package. Check in was quick and easy. The rooms are clean and the bed is very comfortable. The lounge area was great to hang out after exploring the city.

Reviewed on Feb 12, 2019
RomanticBarConcierge
Ambassador Chicago
Ambassador Chicago
4.0 out of 5.0 1301 N State Pkwy, Chicago
Free Cancellation
4.2/5 (1,951 reviews)
$84/ night for 2 guests

It was close to all the stuff we where their for. Thanks

Reviewed on Feb 17, 2019
RomanticBarDining
The James Chicago-Magnificent Mile
The James Chicago-Magnificent Mile
4.5 out of 5.0 55 East Ontario Street, Chicago
4.5/5 (2,303 reviews)

We love this hotel. Have stayed before and would stay again. Our only complaint is that we have to call downstairs for ice.

Reviewed on Dec 3, 2018
RomanticConciergeFitness Center
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Romantic Hotels: Our travelers loved these

Recently booked Romantic Hotels in Chicago

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Romantic Hotels and Accommodations in Chicago


If you and your partner need a romantic escape, we'd like to help you plan for it. Couples choose Chicago for its popular theater scene and scenic landscape. If you're a pair that loves cultural attractions, you might check out Chicago Cultural Center, Ford Center for the Performing Arts Oriental Theatre, or Chicago Theatre.


If you and your sweetheart are looking forward to a relaxing time away or you're hoping to staying near top romantic sights, you can take your pick of 289 lodging options in Chicago for the ideal romantic vacation.


Expedia travelers pick these hotels and lodging options for their romantic atmosphere and amenities:

Swissotel - Chicago: This 4.5-star hotel offers spa treatment rooms, a restaurant, and 2 bars. Our guests appreciate its spacious rooms and proximity to public transportation.

Raffaello Hotel: 4-star hotel featuring a restaurant, a bar, and free WiFi. Customers give positive reviews for its comfortable rooms.

Palmer House a Hilton Hotel: With a stay at this 4-star hotel, you'll have access to couples' treatment rooms, a spa tub, and an indoor pool. Expedia travelers speak highly of its proximity to shopping.

Trump International Hotel & Tower Chicago: 5-star hotel featuring massages, an indoor pool, and a restaurant. Customers give positive reviews for its comfortable rooms.


When is the Best Time to Visit Chicago?


Weather can be a major factor for your romantic getaway, so we've collected rainfall and seasonal temperature info to help you pick the best travel dates:


  • Hottest months: July, June, August, and September, with an average temperature of 83°F
  • Coldest months: January, February, December, and March, with an average temperature of 20°F
  • Driest months: February, January, December, and March, with an average rainfall of 2.31 inches
  • Rainiest months: May, June, July, and August, with an average rainfall of 4.05 inches

Sightseeing in and Around Chicago


There's nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in Chicago. If you're hoping to experience some of the local culture, you'll love Chicago for its popular theater scene, stunning architecture, and top museums. You might consider a visit to Millennium Park, Willis Tower, or Skydeck Ledge.


Travelers also enjoy Chicago for its:
  • Skyscrapers
  • Monuments
  • Entertainment
  • Shopping

Getting Around Chicago


If you're looking to fly to Chicago, the closest major airport is in Chicago, IL (MDW-Midway Intl.), located 8.6 mi (13.9 km) from the city center. Nearby metro stations include Monroe Station, Monroe Station, and Adams-Wabash Station. If you want to see more of the area, hop aboard a train from Millennium Station, Chicago Van Buren Street Station, or Chicago Union Station.