Search Resorts in Chicago

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Resorts in Chicago

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Front of property - evening/night

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1001)
"Will stay here again! "
The price is SAR 490
SAR 606 total
includes taxes & fees
28 Jul - 29 Jul
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Great Wolf Lodge Illinois
Children's area

Great Wolf Lodge Illinois

3.0 star property
8.6 out of 10, Excellent, (1006)
"This was a first time visit for our family and everything was absolutely fantastic! "
The price is SAR 709
SAR 808 total
includes taxes & fees
17 Aug - 18 Aug
Great Wolf Lodge Illinois
Eaglewood Resort and Spa
Front of property - evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1027)
"Excellent place and service"
The price is SAR 411
SAR 531 total
includes taxes & fees
20 Jul - 21 Jul
Eaglewood Resort and Spa
Lincolnshire Marriott Resort
Banquet hall

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (977)
"The out door patio area is really nice."
The price is SAR 488
SAR 546 total
includes taxes & fees
15 Aug - 16 Aug
Lincolnshire Marriott Resort
Wind Creek Southland Casino and Hotel
Couples treatment rooms, sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

4.0 star property
9.2 out of 10, Wonderful, (44)
"Great stay lovely rooms"
The price is SAR 746
SAR 836 total
includes taxes & fees
20 Jul - 21 Jul
Wind Creek Southland Casino and Hotel
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What is Chicago like for a resort vacation?
Dreaming of a relaxing getaway? You deserve the comforts and luxuries of a resort, where you can find everything you need for your trip from tasty food and drink options to activities and shopping. Check out the 42 resorts in Chicago and discover the one that's best for you, whether you picture yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.
What's a top resort in Chicago?
Great Wolf Lodge Illinois - Family-friendly resort. Features 5 restaurants, 6 indoor pools, and 2 bars. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Has 4 restaurants, 2 bars, and a golf course. Highly rated for its pool. Eaglewood Resort and Spa - Spa resort. Enjoy the 2 restaurants, 2 bars, and golf course. Wind Creek Southland Casino and Hotel - Spa resort. Amenities include 4 restaurants, 3 bars, and a full-service spa. Lincolnshire Marriott Resort - Golf resort. Access to 2 restaurants, 2 bars, and a golf course.
How many hotel resorts will I find in Chicago?
Choose among Expedia's 42 resort hotels in Chicago where you'll find top-notch bars, spacious rooms, and more.
What can I do in Chicago?
Travelers come to Chicago to experience its theaters, museums, and other cultural offerings. Check out the interesting exhibits at Fine Arts Building and Art Institute of Chicago, or catch the latest production at CIBC Theatre or Symphony Center. Other top attractions you can add to your list are Michigan Avenue and Navy Pier.
What's the weather like 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's the best way to get to and around Chicago?
Fly into Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 15.7 mi (25.3 km) away. You can walk to nearby metro stations including Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.