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Featured Resorts in Chicago

Eaglewood Resort and Spa

4.0 star property
Itasca
8.6 out of 10, Excellent, (1040)
"Perfect, Thanks for a great stay!"
United States
William
The price is RM465
RM608 total
includes taxes & fees
9 Nov - 10 Nov
Eaglewood Resort and Spa

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1000)
"Bar and restaurant were accommodating, a wonderful stay overall"
United States
Maryana
The price is RM387
RM499 total
includes taxes & fees
30 Nov - 1 Dec
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Lincolnshire Marriott Resort

4.0 star property
Half Day
8.8 out of 10, Excellent, (1000)
"Loved it"
United States
Brittanie
The price is RM566
RM634 total
includes taxes & fees
28 Nov - 29 Nov
Lincolnshire Marriott Resort

Wind Creek Southland Casino and Hotel

4.0 star property
East Hazel Crest
9.4 out of 10, Exceptional, (151)
"Very nice and clean room and excellent and friendly service at the front desk when arrived. "
United States
eduardo
The price is RM832
RM932 total
includes taxes & fees
17 Nov - 18 Nov
Wind Creek Southland Casino and Hotel

Great Wolf Lodge Illinois

3.0 star property
Gurnee
8.6 out of 10, Excellent, (1000)
"We celebrated our daughter’s birthday there along with our grandson. And, they both had a wonderful time!"
United States
Peggy
The price is RM561
RM639 total
includes taxes & fees
7 Dec - 8 Dec
Great Wolf Lodge Illinois
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.
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Top Chicago Hotel Reviews

Find out more about Chicago

Chicago Resorts information

Number of reviews
3,224
Accommodation
5 Resorts
Lowest Price
RM499
Highest Price
RM932

Frequently asked questions

What is Chicago like for a resort holiday?
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. Pick from 27 resorts in Chicago and discover the right one for you, whether you picture yourself kicking back in a luxury suite or exploring the on-site boutiques.
What's a top resort in Chicago?
Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Features 4 restaurants, 2 bars and a golf course. Highly rated for its pool. Eaglewood Resort and Spa - Spa resort. Has 2 restaurants, 2 bars and a golf course. Wind Creek Southland Casino and Hotel - Spa resort. Enjoy the 4 restaurants, 3 bars and spa. Lincolnshire Marriott Resort - Golf resort. Amenities include 2 restaurants, 2 bars and a golf course. Great Wolf Lodge Illinois - Family-friendly resort. Access to 5 restaurants, 6 indoor pools and 2 bars.
How many hotel resorts are there in Chicago?
Choose from Expedia's 27 resort hotels in Chicago, where you'll find fun for all the family, beautiful guest rooms and more.
What can I do in Chicago?
Travellers come to Chicago to experience its theatres, museums and other cultural offerings. Explore 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 seasonal weather in Chicago?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
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. Otherwise, you can search for flights to Chicago O'Hare International Airport (ORD), which is 15.7 mi (25.3 km) away. Nearby metro stations include Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.