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Check availability on Chicago Romantic Hotels

Tonight
3 May - 4 May
Tomorrow
4 May - 5 May
Next weekend
8 May - 10 May
In two weeks
15 May - 17 May

Top Chicago Hotel Reviews

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

8/10 Good
"Bathroom need to be more clean "
Samia Valeria 1-night trip
Posted 1 hour 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 Lynfred Winery, Valentino Vineyards or Broken Earth 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 Navy Pier, Wrigley Field or Michigan Avenue 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.