Find Romantic Hotels in Chicago, IL

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Check availability on Chicago Romantic Hotels

Tonight
23 Jul - 24 Jul
Tomorrow
24 Jul - 25 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Chicago Romantic Hotels

LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3350)
"Great stay"
The price is SAR 663
SAR 779 total
includes taxes & fees
10 Aug - 11 Aug
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1798)
"What a wonderful place to stay"
The price is SAR 650
SAR 857 total
includes taxes & fees
22 Aug - 23 Aug
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1660)
"Great hotel "
The price is SAR 1,758
SAR 2,064 total
includes taxes & fees
3 Aug - 4 Aug
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)
"Excellent very clean Quiet great location"
The price is SAR 2,345
SAR 2,752 total
includes taxes & fees
10 Aug - 11 Aug
The Peninsula Chicago
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3062)
"Loved our stay! "
The price is SAR 630
SAR 740 total
includes taxes & fees
17 Aug - 18 Aug
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, (1335)
"The hotel staff were very pleasant, the room was clean, and the hotel was located in a convenient area. "
The price is SAR 1,125
SAR 1,431 total
includes taxes & fees
24 Jul - 25 Jul
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
1 bedroom, premium bedding, in-room safe, individually decorated

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2086)
"Great location and hotel."
The price is SAR 841
SAR 1,097 total
includes taxes & fees
10 Aug - 11 Aug
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2479)
"Amazing Stay!"
The price is SAR 726
SAR 963 total
includes taxes & fees
6 Aug - 7 Aug
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | View from room

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very Good, (1351)
"Great hotel "
The price is SAR 596
SAR 699 total
includes taxes & fees
13 Aug - 14 Aug
Hampton Inn Chicago Downtown/Magnificent Mile
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.

Top Chicago Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Great place to stay! Definitely stay there again!"
Jenifer 1-night trip
Posted 5 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

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 Valentino Vineyards, Lynfred Winery, 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, Navy Pier, or Wrigley Field 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.