Most Romantic Hotels in Chicago

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Check availability on Chicago Romantic Hotels

Top Chicago Romantic Hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2082)
"Great place to stay!"
The price is RM687
RM929 total
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8965)
"lovely hotel, room was clean with comfy bed and great facilities. would definitely stay here again "
The price is RM792
RM930 total
includes taxes & fees
14 Sept - 15 Sept
Congress Plaza Hotel
The Royal Sonesta Chicago Downtown
Exterior

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2845)
"Staff very friendly - hotel very clean - great location "
The price is RM712
RM971 total
includes taxes & fees
1 Sept - 2 Sept
The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago River North
Terrace/patio

The Royal Sonesta Chicago River North

4.5 star property
9.2 out of 10, Wonderful, (2023)
"Great location awesome staff..."
The price is RM748
RM1,013 total
includes taxes & fees
24 Aug - 25 Aug
The Royal Sonesta Chicago River North
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (709)
"Beautiful, staffed with great people."
The price is RM1,177
RM1,382 total
includes taxes & fees
24 Aug - 25 Aug
Nobu Hotel Chicago
JW Marriott Chicago
Exterior

JW Marriott Chicago

4.5 star property
9.2 out of 10, Wonderful, (1001)
"Comfy bed, very clean, easy transportation, great area. "
The price is RM1,007
RM1,330 total
includes taxes & fees
1 Sept - 2 Sept
JW Marriott Chicago
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1185)
"Friendly staff, rooms very clean, food was excellent "
The price is RM2,194
RM2,575 total
includes taxes & fees
29 Aug - 30 Aug
The Emily Hotel
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 RM1,133
RM1,454 total
includes taxes & fees
24 Aug - 25 Aug
Virgin Hotels Chicago
Comfort Suites Chicago O'Hare Airport
Exterior

Comfort Suites Chicago O'Hare Airport

3.0 star property
8.2 out of 10, Very good, (2583)
"Only stayed for one night, but would definitely stay again. "
The price is RM355
RM405 total
includes taxes & fees
7 Sept - 8 Sept
Comfort Suites Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
Terrace/patio

Hilton Chicago O'Hare Airport

4.0 star property
8.2 out of 10, Very good, (2094)
"Very comfortable, clean, and accessible from the airport."
The price is RM755
RM886 total
includes taxes & fees
12 Sept - 13 Sept
Hilton Chicago O'Hare Airport
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Awesome hotel, highly recommended."
Henry 1-night trip
Posted 10 hours ago
Hilton Chicago

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.
What's the best hotel for couples in Chicago?
Chicago Guest House Wrigleyville is a favourite hotel for couples, and features free WiFi and free parking.
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.