Find Romantic Hotels in Chicago, IL

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Check availability on Chicago Romantic Hotels

Tonight
Jul 21 - Jul 22
Tomorrow
Jul 22 - Jul 23
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Top Chicago Romantic Hotels

The Champagne Lodge & Luxury Suites
Relax in comfort with a plush bed, modern fireplace, and ample lighting.

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very Good, (1174)
"Great for couples getaway "
The price is ₩132,201
₩174,897 total
includes taxes & fees
Jul 22 - Jul 23
The Champagne Lodge & Luxury Suites
LondonHouse Chicago, Curio Collection by Hilton
Contemporary lounge area with a striking metal structure and large windows offering urban views.

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3345)
"Great stay"
The price is ₩246,033
₩288,817 total
includes taxes & fees
Aug 10 - Aug 11
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

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 ₩241,385
₩318,153 total
includes taxes & fees
Aug 7 - Aug 8
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Enjoy breathtaking views of the city skyline from the expansive window.

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1658)
"Great hotel "
The price is ₩647,831
₩760,481 total
includes taxes & fees
Aug 4 - Aug 5
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Stylish hotel building with a unique architectural design, set amidst a vibrant urban landscape.

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1006)
"Excellent very clean Quiet great location"
The price is ₩869,744
₩1,020,992 total
includes taxes & fees
Aug 10 - Aug 11
The Peninsula Chicago
Eurostars Magnificent Mile
Enjoy a meal with a view at this restaurant, offering a variety of seating options and a central bar area.

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3057)
"Loved our stay! "
The price is ₩217,422
₩255,233 total
includes taxes & fees
Aug 19 - Aug 20
Eurostars Magnificent Mile
Virgin Hotels Chicago
Relax on the rooftop with a mix of seating options and potted plants, overlooking a historic building and modern skyscrapers.

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 ₩323,562
₩420,673 total
includes taxes & fees
Aug 17 - Aug 18
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Stunning city views from the sleek, contemporary hotel building.

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2081)
"Beautiful stay!"
The price is ₩299,331
₩392,229 total
includes taxes & fees
Jul 24 - Jul 25
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2472)
"Amazing Stay!"
The price is ₩243,779
₩327,010 total
includes taxes & fees
Aug 6 - Aug 7
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
Enjoy a panoramic city view from the comfort of your room, featuring a large window and a neatly made bed with a headboard that extends to the window.

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very Good, (1349)
"Easy walking to sightseeing, dining, shopping. Clean rooms, friendly staff, great free breakfast lots of options too choose from "
The price is ₩221,986
₩260,589 total
includes taxes & fees
Jul 27 - Jul 28
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"2nd time staying here. I love it! Older hotel but it’s nice! Bell staff are great, super helpful. Hotel bar is decent . Right across from lake "
Daniel 4-night trip
Posted 5 hours ago
Congress Plaza Hotel

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.
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.