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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Resorts in Chicago

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1003)
"Great resort and great price"
The price is SAR 490
SAR 619 total
includes taxes & fees
22 Jun - 23 Jun
Eaglewood Resort and Spa

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1001)
"Nice hotel"
The price is SAR 455
SAR 567 total
includes taxes & fees
29 Jun - 30 Jun
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Great Wolf Lodge Illinois

3.0 star property
8.6 out of 10, Excellent, (1004)
"Great customer service and had fun"
The price is SAR 747
SAR 851 total
includes taxes & fees
16 Jun - 17 Jun
Great Wolf Lodge Illinois

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (954)
"The out door patio area is really nice."
The price is SAR 522
SAR 584 total
includes taxes & fees
22 Jun - 23 Jun
Lincolnshire Marriott Resort

Wind Creek Southland Casino and Hotel

4.0 star property
9.0 out of 10, Wonderful, (18)
"It was a great stay"
The price is SAR 747
SAR 836 total
includes taxes & fees
16 Jun - 17 Jun
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

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?
Eaglewood Resort and Spa - Spa resort. Features 2 restaurants, 2 bars, and a golf course. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Has 4 restaurants, 2 bars, and a golf course. Highly rated for its pool. Great Wolf Lodge Illinois - Family-friendly resort. Enjoy the 5 restaurants, 6 indoor pools, and 2 bars. Lincolnshire Marriott Resort - Golf resort. Amenities include 2 restaurants, 2 bars, and a golf course. Wind Creek Southland Casino and Hotel - Spa resort. Access to 4 restaurants, 3 bars, and a full-service spa.
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 Soldier Field.
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.