Find Romantic Hotels in Chicago, IL

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Check availability on Chicago Romantic Hotels

Compare Chicago Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The Champagne Lodge & Luxury Suites
Swimming Pool Suite, 1 King Bed (Adults Only) | Premium bedding, desk, iron/ironing board, free WiFi

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very Good, (1107)
"Great vacation "
The price is AED 353
AED 466 total
includes taxes & fees
20 May - 21 May
The Champagne Lodge & Luxury Suites
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3404)
"Great hotel and location."
The price is AED 653
AED 766 total
includes taxes & fees
26 May - 27 May
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1735)
"location was excellent, staff were great"
The price is AED 599
AED 796 total
includes taxes & fees
26 May - 27 May
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1603)
"Great property with friendly and helpful staff"
The price is AED 1,584
AED 1,859 total
includes taxes & fees
25 May - 26 May
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"Beautiful property, fantastic stay! "
The price is AED 2,112
AED 2,479 total
includes taxes & fees
26 May - 27 May
The Peninsula Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3017)
"Very affordable, well located boutique hotel. "
The price is AED 558
AED 655 total
includes taxes & fees
26 May - 27 May
Eurostars Magnificent Mile
The Herrington Inn & Spa
Front of property - evening/night

The Herrington Inn & Spa

2.5 star property
9.4 out of 10, Exceptional, (329)
"Perfect place for a getaway. Located right on the river, old world charm hotel, beautiful rooms and amenities. Down town Geneva filled with great restaurants and shops. Will stay here again."
The Herrington Inn & Spa
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1327)
"Great restaurant and rooftop bar in one location!"
The price is AED 645
AED 865 total
includes taxes & fees
26 May - 27 May
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1994)
"Awesome stay!"
The price is AED 757
AED 996 total
includes taxes & fees
26 May - 27 May
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2159)
"Friendly staff and beautiful hotel."
The price is AED 632
AED 850 total
includes taxes & fees
26 May - 27 May
Swissotel - Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for romantic hotels in Chicago?
Are you looking for a romantic vacation? Couples choose Chicago for its popular theater scene and scenic landscape. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Lynfred Winery, Valentino Vineyards, or Broken Earth Winery. Whether you want to get a couple’s massage or lounge around in luxurious bedding, there are 2 hotels and other accommodations in Chicago.
What's the best place to stay for a couple visiting Chicago?
Chicago Guest House Wrigleyville is a favorite hotel for couples, and features free WiFi and free parking. Another good option for a romantic stay is A5 Luxurious Garden Unit Near Chicago.
How many romantic hotels will we be able to find in Chicago?
Expedia has 72 romantic Chicago hotels for you to get cozy in.
When is the best time of year for a romantic getaway to Chicago?
If you’re looking forward to lots of outings with your partner, check out these details about year-round temperatures in Chicago: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
What is there to do in Chicago?
There’s nothing better than wandering around a new destination 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. A visit to Michigan Avenue, Soldier Field, or Navy Pier might be just the ticket when you’re checking out the sights.
What's the best way to get to Chicago and around town during my romantic getaway?
This information about transportation options in Chicago might help your romantic trip get off to a smooth start: Make your way to Chicago with a flight to Chicago Midway Airport (MDW), which is the closest major airport located 8.6 mi (13.9 km) away. You can take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.