City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

Find Romantic Hotels in Chicago, IL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Romantic Hotels

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Chicago romantic hotels

Exterior detail

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (84 reviews)
"nice little place! quiet area "
United States
Nayeli A.
The price is AED 393
AED 748 total
includes taxes & fees
28 Jun - 29 Jun
Master qtr close to nature & easy urban facilities
Interior

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
9.8 out of 10, Exceptional, (37 reviews)
"Property is very well appointed, very comfortable, and conveniently located. Underground parking was great! Host was super attentive. Would definitely stay again!"
United States
Melinda L.
The price is AED 680
AED 1,352 total
includes taxes & fees
7 Jul - 8 Jul
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Terrace/patio

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
South Evanston
9.8 out of 10, Exceptional, (39 reviews)
"Excellent property and host. Truly enjoyed our stay. "
United States
Shashi Y.
The price is AED 988
AED 1,561 total
includes taxes & fees
25 Jun - 26 Jun
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Interior

Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (44 reviews)
"Great place to stay near St. Charles/Geneva. Will definitely stay again next time we visit. Plenty of room, great view, super easy access to west suburbs, North Ave./Randal Rd,/25/31, but tucked away from the hustle and bustle etc. Host was great, respected our privacy. Super hot shower! "
United States
Elsa L.
The price is AED 643
AED 899 total
includes taxes & fees
20 Jul - 21 Jul
Riverfront rental
Exterior

Panoramic views, Hot Tub, Sauna, Firepit, Sand Vball, Foosball, Dunes Nat`l Park

Panoramic views, Hot Tub, Sauna, Firepit, Sand Vball, Foosball, Dunes Nat`l Park
Miller Beach
9.0 out of 10, Wonderful, (70 reviews)
"Our host was very quick to respond to our inquiries. We had a few challenges with the master suite, the shower doors would not slide. Hopefully this will be remedied soon as it felt dangerous.Otherwise, the space was clean, comfortable, spectacular views, wonderful amenities!"
United States
Lora F.
The price is AED 2,380
AED 5,246 total
includes taxes & fees
19 Jul - 20 Jul
Panoramic views, Hot Tub, Sauna, Firepit, Sand Vball, Foosball, Dunes Nat`l Park
Fridge, microwave, oven, stovetop

Smart Home, direct Beach Dunes Nat’l Park access, Hot Tub, luxury amenities

Smart Home, direct Beach Dunes Nat’l Park access, Hot Tub, luxury amenities
Miller Beach
8.0 out of 10, Very Good, (22 reviews)
"Short drive to National Park and State Park hikes! Short walk to very nice beach area! Wonderful place to stay, fully stocked and plenty of room for 2 adults and 2 teens… and a dog!"
United States
Erica R.
The price is AED 1,248
AED 3,095 total
includes taxes & fees
21 Jul - 22 Jul
Smart Home, direct Beach Dunes Nat’l Park access, Hot Tub, luxury amenities
Terrace/patio

Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home

Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home
Miller Beach
9.0 out of 10, Wonderful, (38 reviews)
"Had a great time with our family for the weekend. "
United States
Caroline R.
The price is AED 7,038
AED 12,397 total
includes taxes & fees
12 Jul - 13 Jul
Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home
Terrace/patio

Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa

Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa
Miller Beach
9.0 out of 10, Wonderful, (51 reviews)
"Great location but the house could use a deep cleaning and touch up repairs "
United States
Sheila R.
The price is AED 5,285
AED 9,343 total
includes taxes & fees
12 Jul - 13 Jul
Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa
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.
View all properties

Top Chicago Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"We arrived on Saturday and did not realize that there was a Morgan Wallen Concert being held. The parking was very difficult to find, and they gouged us. we had to pay $115.00 for one night of parking when we booked the hotel it said parking was available but it wasn't. Jose the Concierge was absolutely Great!!! Very helpful, without his help it would have been a disaster."
Ronnie G. 3-night trip
Posted less than an hour ago
Congress Plaza Hotel

Explore a world of travel with Expedia

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 Valentino Vineyards, Broken Earth Winery, or Lynfred 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 501 - Three Bedroom Penthouse 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 403 - Two Bedroom and The Neighborhood Hotel - Lincoln Park 303 - 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, 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 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.