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Enjoy a getaway for two at these romantic properties


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Featured Chicago Romantic Hotels

See all 1,283 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 (1,390 reviews)
$109/ nightfor 2 guests

This was an amazing place with actual parking for its guests tucked away in a residential area so it was very safe and clean. The rooms were clean and even though the place is 10 years old its way above 99% of the motels out there. I couldn't recommend this place more... don't look around stay here! ...

Reviewed on Nov 14, 2018
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 (1,360 reviews)
$90/ nightfor 2 guests

Upscale hotel in central location in Chicago downtown. We were able to walk to almost everything. Lobby and restaurants in hotel were nice as well.

Reviewed on Nov 12, 2018
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago
4.2/5 (11,023 reviews)
$90/ nightfor 2 guests

Great location, big hotel, friendly staff, room on 18th floor was spacious.

Reviewed on Nov 14, 2018
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 (2,096 reviews)
$276/ nightfor 2 guests

Could not have been better. The Hotel smelled wonderful. The service was amazing. The beds comfortable. The room was spacious. The room service was amazing. The view was gorgeous. The location was the best. We even used the house car.

Reviewed on Nov 14, 2018
The Peninsula Chicago
The Peninsula Chicago
5.0 out of 5.0 108 East Superior Street, Chicago
Free Cancellation
4.9/5 (948 reviews)
$380/ nightfor 2 guests

Very conveniently located on Michigan ave. The staff were always friendly.

Reviewed on Nov 16, 2018
Dana Hotel and Spa
Dana Hotel and Spa
4.0 out of 5.0 660 North State Street, Chicago
4.4/5 (2,284 reviews)
$109/ nightfor 2 guests

Perfect spot for Downtown experience. Their spa Service is excellent.

Reviewed on Nov 13, 2018
The Herrington Inn & Spa
The Herrington Inn & Spa
4.0 out of 5.0 15 S River Ln, Geneva
Free Cancellation
4.8/5 (107 reviews)
$189/ nightfor 2 guests

Everything great! The room was so cozy and comfy. The staff was accomodationg

Reviewed on Nov 5, 2018
Virgin Hotels Chicago
Virgin Hotels Chicago
4.5 out of 5.0 203 N Wabash Ave, Chicago
Free Cancellation
4.7/5 (1,919 reviews)
$120/ nightfor 2 guests

The Location was set perfectly between the parks/museums, and the restaurants/night life. The bed was very comfortable, and they had lots of treats and drinks to choose from (if your willing to pay the price).

Reviewed on Nov 14, 2018
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile
4.5 out of 5.0 20 E Chestnut St, Chicago
4.6/5 (2,180 reviews)
$143/ nightfor 2 guests

Very accommodating. I love the view of the Hancock Building too!

Reviewed on Nov 13, 2018
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5.0 323 E Wacker Dr, Chicago
4.4/5 (4,032 reviews)
$85/ nightfor 2 guests

Great time nice staff bar and room was amazing!!!!

Reviewed on Nov 16, 2018
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 (3,371 reviews)
$85/ nightfor 2 guests

The staff was very friendly and helpful. Lynnette was a welcoming face every morning.

Reviewed on Nov 14, 2018
Kimpton Hotel Monaco Chicago
Kimpton Hotel Monaco Chicago
4.5 out of 5.0 225 N Wabash Ave, Chicago
4.6/5 (1,974 reviews)
$129/ nightfor 2 guests

Nice hotel, Clean, comfortable and good location. Staff friendly but a little disinterested.

Reviewed on Nov 2, 2018
Raffaello Hotel
Raffaello Hotel
4.0 out of 5.0 201 E Delaware Pl, Chicago
4.1/5 (2,346 reviews)
$89/ nightfor 2 guests

Nice large and clean room. Had some issues with the room being too cold one evening and maintenance fixed it right away. Bring a laptop if you have work to do though as the “businesss office” charges for use of the computer aside from printing a boarding pass. That being said, I had a document to ...

Reviewed on Nov 16, 2018
Wyndham Grand Chicago Riverfront
Wyndham Grand Chicago Riverfront
4.0 out of 5.0 71 E Wacker Dr, Chicago
Free Cancellation
4.4/5 (7,075 reviews)
$116/ nightfor 2 guests

Nice hotel in the heart of Chicago. Quick walk to anything you need.

Reviewed on Nov 16, 2018
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 (1,737 reviews)
$125/ nightfor 2 guests

Great hotel. The facilities, coffee bar and restaurant were top notch. Great location. Central to all the places you might want to visit.The staff were very good, doormen especially friendly. Would recommend to anyone.

Reviewed on Nov 13, 2018
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 (1,897 reviews)
$121/ nightfor 2 guests

Very comfortable hotel in a perfect location close to all major sites.

Reviewed on Oct 10, 2018
Ambassador Chicago
Ambassador Chicago
4.0 out of 5.0 1301 N State Pkwy, Chicago
Free Cancellation
4.2/5 (1,828 reviews)
$95/ nightfor 2 guests

In a quiet, safe, residential area, Ambassadors is in the Gold Coast a few minutes walk to great restaurants and 20 minutes walk to the Magnificent Mile. The entrance is a little tricky with no step free access into the lobby (especially with suitcases) but once inside the staff were helpful. We ...

Reviewed on Nov 15, 2018
The James Chicago-Magnificent Mile
The James Chicago-Magnificent Mile
4.5 out of 5.0 55 East Ontario Street, Chicago
Free Cancellation
4.5/5 (2,212 reviews)
$116/ nightfor 2 guests

Great location Great room and facilities Slow response to mini bar, lost items, refreshing towels

Reviewed on Nov 14, 2018

Travelers loved these Romantic Hotels

Recently booked Romantic Hotels in Chicago

Hampton Inn by Hilton Chicago-Midway Airport
2.5 out of 5.0
Last booking: 1 minute ago
Holiday Inn Chicago-Mart Plaza River North
3.5 out of 5.0
Last booking: 6 minutes ago
Palmer House a Hilton Hotel
4.0 out of 5.0
Last booking: 9 minutes ago
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile
3.0 out of 5.0
Last booking: 9 minutes ago
Renaissance Chicago Downtown Hotel
4.0 out of 5.0
Last booking: 10 minutes ago
Hampton Inn & Suites Chicago Southland-Matteson
2.5 out of 5.0
Last booking: 14 minutes ago

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.