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Check availability on Chicago Romantic Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Chicago romantic hotels

Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,829 reviews)
"We were very happy with our stay."
United States
Deanne
The price is ฿6,944
฿9,216 total
includes taxes & fees
16 Aug - 17 Aug
Hotel Riu Plaza Chicago
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,506 reviews)
"Great hotel in great location"
United States
Emily
The price is ฿8,895
฿11,777 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Chicago
Exterior

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,480 reviews)
"Enjoyed my stay!"
United States
Kimberly
The price is ฿6,806
฿8,092 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Place Chicago/Downtown - The Loop
Lunch, dinner and brunch served

Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,894 reviews)
"Great location, good breakfast and super nice staff"
United States
Michelle
The price is ฿5,728
฿6,810 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Place Chicago/River North
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,665 reviews)
"Great stay!"
United States
Jennifer
The price is ฿6,417
฿7,629 total
includes taxes & fees
16 Aug - 17 Aug
Hilton Chicago/Magnificent Mile Suites
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,171 reviews)
"Beautiful hotel in a perfect location!"
United States
Amy
The price is ฿8,271
฿11,012 total
includes taxes & fees
23 Aug - 24 Aug
InterContinental Chicago Magnificent Mile by IHG
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,840 reviews)
"Location is very good and staff is nice!"
United States
Diana
The price is ฿5,974
฿7,703 total
includes taxes & fees
9 Aug - 10 Aug
La Quinta Inn & Suites by Wyndham Chicago Downtown
Premium bedding, in-room safe, desk, blackout curtains

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,993 reviews)
"Great location, great staff, and comfy hotel."
United States
Zachary
The price is ฿7,244
฿8,613 total
includes taxes & fees
16 Aug - 17 Aug
Courtyard by Marriott Chicago Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,053 reviews)
"Great place to stay"
United States
Daniel
The price is ฿6,603
฿7,851 total
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Chicago Downtown Riverwalk
Lobby

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,326 reviews)
"Unique property, great location. Would stay here again."
United States
Donna
The price is ฿6,301
฿7,491 total
includes taxes & fees
9 Aug - 10 Aug
Aloft by Marriott Chicago Mag 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.
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Top Chicago Hotel Reviews

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"Nice hotel in an area that was perfect for our stay! close to lots of food and drink options in a clean neighborhood."
Taylor 2-night trip
Posted 6 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG

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 Valentino Vineyards, Broken Earth Winery or Lynfred Winery. Whether you and your partner are looking for some relaxing time away or you're hoping to stay near top romantic sights, you can choose from 15 hotels and other accommodation options in Chicago for the ideal romantic holiday.
How many romantic hotels should we expect to find in Chicago?
Expedia has 15 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, 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 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.