Find Romantic Hotels in Chicago, IL

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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
8.6 out of 10, Excellent, (1093)
"Really love this place great location for getaways and also get to the city "
The price is SAR 353
SAR 467 total
includes taxes & fees
12 May - 13 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, (3406)
"Great hotel and location."
The price is SAR 666
SAR 782 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, (1712)
"Great hotel "
The price is SAR 810
SAR 1,044 total
includes taxes & fees
25 May - 26 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, (1590)
"Loved the stay."
The price is SAR 1,674
SAR 1,965 total
includes taxes & fees
26 May - 27 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, (1000)
"This is by far the nicest hotel in Chicago,"
The price is SAR 2,157
SAR 2,532 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, (2991)
"I really enjoyed my stay here and I will definitely book again. "
The price is SAR 570
SAR 669 total
includes taxes & fees
26 May - 27 May
Eurostars Magnificent Mile
The Herrington Inn & Spa
Property grounds

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, (1321)
"Very nice stay "
The price is SAR 861
SAR 1,121 total
includes taxes & fees
22 May - 23 May
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1971)
"Beautiful property with a great staff and accommodations."
The price is SAR 773
SAR 1,018 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, (2115)
"great place to stay, close to any sights and especially the lake view rooms offer a great view"
The price is SAR 675
SAR 903 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.
Don't see what you're looking for?
See all available properties in Chicago

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.