Search Romantic Hotels in Chicago

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Romantic Hotels

Top Chicago Romantic Hotels

The Champagne Lodge & Luxury Suites
Room, 1 King Bed | Premium bedding, desk, iron/ironing board, free WiFi

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very good, (1204)
"Great for couples getaway "
The price is 2.340.835 ₫
3.137.617 ₫ total
includes taxes & fees
8 Sept - 9 Sept
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, (3341)
"Great place to stay"
The price is 5.113.845 ₫
6.003.144 ₫ total
includes taxes & fees
1 Sept - 2 Sept
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, (1871)
"Helpful staff, beautiful hotel in a great location!"
The price is 4.555.565 ₫
6.004.577 ₫ total
includes taxes & fees
2 Sept - 3 Sept
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, (1696)
"Location, staff and accommodations were excellent. "
The price is 12.117.960 ₫
14.225.274 ₫ total
includes taxes & fees
7 Sept - 8 Sept
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, (1004)
"My favorite hotel"
The price is 16.420.000 ₫
19.275.438 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Peninsula Chicago
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3080)
"Great location and wonderful views of the city we enjoyed our stay! "
The price is 3.783.168 ₫
4.441.060 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1336)
"Great area and very walkable to local attractions "
The price is 7.067.168 ₫
9.067.231 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2106)
"Staff were helpful and location was great "
The price is 5.414.659 ₫
7.127.350 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2615)
"Hotel is amazing "
The price is 4.169.287 ₫
5.665.409 ₫ total
includes taxes & fees
1 Sept - 2 Sept
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
8.0 out of 10, Very good, (1353)
"Great hotel and great locations. Close to great restaurants and lot great attractions "
The price is 4.175.934 ₫
4.902.130 ₫ total
includes taxes & fees
25 Aug - 26 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

Frequently asked questions

Searching for romantic hotels in Chicago?
Are you in need of a romantic getaway? Couples choose Chicago for its popular theatre 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 soak in a hot tub or enjoy a candlelit dinner, there are 2 hotels and other accommodations in Chicago.
How many romantic hotels should we expect to find in Chicago?
Expedia has 72 romantic Chicago hotels for you to get cosy 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, take a look at these details about year-round temperatures in Chicago: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
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 theatre 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 go off without a hitch: 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 access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.