Search Resorts in Chicago

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Check prices for these dates

Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Resorts in Chicago

Front of property - evening/night
Eaglewood Resort and Spa

Eaglewood Resort and Spa

4.0 star property
Itasca
8.8 out of 10, Excellent, (1005)
"Perfect, Thanks for a great stay!"
United States
William
The price is AED 408
AED 534 total
includes taxes & fees
16 Nov - 17 Nov
Eaglewood Resort and Spa
Front of property - evening/night
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, (1002)
"Bar and restaurant were accommodating, a wonderful stay overall"
United States
Maryana
The price is AED 340
AED 439 total
includes taxes & fees
30 Nov - 1 Dec
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Banquet hall
Lincolnshire Marriott Resort

Lincolnshire Marriott Resort

4.0 star property
Half Day
8.8 out of 10, Excellent, (1001)
"Loved it"
United States
Brittanie
The price is AED 496
AED 555 total
includes taxes & fees
28 Nov - 29 Nov
Lincolnshire Marriott Resort
Children's area
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3.0 star property
Gurnee
8.6 out of 10, Excellent, (1002)
"Amazing place kids loved it will be back soon. Thank you. "
United States
Luis
The price is AED 493
AED 561 total
includes taxes & fees
8 Dec - 9 Dec
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
9.4 out of 10, Exceptional, (154)
"Very nice and clean room and excellent and friendly service at the front desk when arrived. "
United States
eduardo
The price is AED 731
AED 818 total
includes taxes & fees
11 Nov - 12 Nov
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.
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Top Chicago Hotel Reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"Clean room "
Tiera 2-night trip
Posted 7 hours ago
Hotel Felix River North/Magnificent Mile

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 27 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?
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. Great Wolf Lodge Illinois - Family-friendly resort. Amenities include 5 restaurants, 6 indoor pools, and 2 bars. 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 27 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.