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Our top choices for Chicago romantic hotels

Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium

Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium
Downtown Chicago
The price is AED 422
AED 587 total
includes taxes & fees
29 Mar - 30 Mar
Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium

Shop ‘til you drop on the Magnificent Mile! Rooftop Deck

Shop ‘til you drop on the Magnificent Mile! Rooftop Deck
Downtown Chicago
The price is AED 463
AED 634 total
includes taxes & fees
29 Mar - 30 Mar
Shop ‘til you drop on the Magnificent Mile! Rooftop Deck

River North Stay | 1 Unit | Near Chicago Attractions

River North Stay | 1 Unit | Near Chicago Attractions
Downtown Chicago
8.0 out of 10, Very Good, (4 reviews)
"Host was responsive with questions prior to booking and we didn’t need anything during our stay. Good location and a nice place to sleep "
United States
Cara P.
The price is AED 422
AED 587 total
includes taxes & fees
29 Mar - 30 Mar
River North Stay | 1 Unit | Near Chicago Attractions

Prime Location! Near Millenium Park, Shedd Aquarium, Willis Tower

Prime Location! Near Millenium Park, Shedd Aquarium, Willis Tower
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"It was good "
United States
Ganiah J.
The price is AED 422
AED 587 total
includes taxes & fees
29 Mar - 30 Mar
Prime Location! Near Millenium Park, Shedd Aquarium, Willis Tower

Prime Location! Near Millennium Park, Shedd Aquarium, Willis Tower

Prime Location! Near Millennium Park, Shedd Aquarium, Willis Tower
Downtown Chicago
8.0 out of 10, Very Good, (4 reviews)
"Perfect stay for what I needed, thanks!"
United States
Leighton M.
The price is AED 422
AED 587 total
includes taxes & fees
29 Mar - 30 Mar
Prime Location! Near Millennium Park, Shedd Aquarium, Willis Tower

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (78 reviews)
"Great stay. Even got to see deer on our last day. Thank you"
United States
Victoria D.
The price is AED 360
AED 721 total
includes taxes & fees
26 Mar - 27 Mar
Master qtr close to nature & easy urban facilities

Holiday Inn Express And Suites Elgin Chicago Northwest by IHG

Holiday Inn Express And Suites Elgin Chicago Northwest by IHG
2.5 star property
Elgin
8.2 out of 10, Very Good, (14 reviews)
"Beautiful hotel wonderful staff"
United States
Angela
The price is AED 411
AED 469 total
includes taxes & fees
29 Mar - 30 Mar
Holiday Inn Express And Suites Elgin Chicago Northwest by IHG

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (36 reviews)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
United States
Josh R.
The price is AED 422
AED 647 total
includes taxes & fees
29 Mar - 30 Mar
Riverfront rental
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

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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 Lynfred Winery, Valentino Vineyards, or Broken Earth Winery. Whether you and your partner are just looking for a change of scenery or you're you'd like to have specific luxurious amenities, you can choose from 15 hotels and other accommodations in Chicago for the ideal romantic vacation.
What's the best place to stay for a couple visiting Chicago?
The Neighborhood Hotel - Lincoln Park 303 - Two Bedroom is a favorite hotel for couples, and features in-room kitchens and Smart TVs. Other good choices for a romantic stay include The Neighborhood Hotel - Lincoln Park 501 - Three Bedroom Penthouse and The Neighborhood Hotel - Lincoln Park 304 - Two Bedroom.
How many romantic hotels will we be able to find in Chicago?
Expedia has 15 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, Wrigley Field, or Soldier 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.