Search Resorts in Chicago

  • 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 prices for these dates

Next weekend
Feb 27 - Mar 1
In two weeks
Mar 6 - Mar 8
In one month
Mar 20 - Mar 22
In two months
Apr 17 - Apr 19

Our top choices for Chicago resorts

Golf

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1,006 reviews)
"Great place "
United States
Ana
The price is P7,872
P9,701 total
includes taxes & fees
Mar 23 - Mar 24
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Exterior

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,009 reviews)
"Great service and friendly staff "
United States
Richard
The price is P5,862
P7,785 total
includes taxes & fees
Mar 8 - Mar 9
Eaglewood Resort and Spa
Property amenity

Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,001 reviews)
"clean room and the staff was very friendly"
United States
Stuart
The price is P7,851
P8,792 total
includes taxes & fees
Feb 28 - Mar 1
Lincolnshire Marriott Resort
Lobby

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,000 reviews)
"We had a lovely time, Can't wait to go back, also the room was exactly like the picture "
United States
Delandria
The price is P6,914
P7,881 total
includes taxes & fees
Mar 10 - Mar 11
Great Wolf Lodge Illinois
Couples treatment rooms, sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel
4.0 star property
East Hazel Crest
9.2 out of 10, Wonderful, (267 reviews)
"Staff was very nice and room was clean"
United States
Monique
The price is P8,849
P9,909 total
includes taxes & fees
Feb 23 - Feb 24
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Yes it was clean and the staff was great."
Anthony 1-night trip
Posted 2 days ago
Hyatt Regency Chicago

Find out more about Chicago

Chicago Resorts information

Number of reviews
4,270
Accommodation
5 Resorts
Lowest Price
P7,785
Highest Price
P9,909

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