Search Resort Hotels in Chicago

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Browse Select Chicago Resorts

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Lincolnshire Marriott Resort
4.0 star property
8.8 out of 10, Excellent, (846)
"Old property, but in reasonable shape with comfortable room."
The price is CA $217
CA $241 total
includes taxes & fees
Jun 7 - Jun 8
Lincolnshire Marriott Resort
Children's area
Great Wolf Lodge Illinois
3.0 star property
8.6 out of 10, Excellent, (701)
"Great place for kids and family."
The price is CA $204
CA $287 total
includes taxes & fees
May 14 - May 15
Great Wolf Lodge Illinois
Front of property - evening/night
Eaglewood Resort and Spa
4.0 star property
8.4 out of 10, Very good, (1005)
"Average "
The price is CA $176
CA $223 total
includes taxes & fees
May 26 - May 27
Eaglewood Resort and Spa
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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.

Other property types in Chicago

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (395)
"The facility is fantastic. Really enjoyed the gym and pool. Our premium apartment was not the best. Although the corner suite offered a fantastic view the apartment was dirty and run down. Trains are very loud. Not sure that I would stay here again. For the same price you can book something in the north or downtown. "
The price is CA $196
CA $270 total
includes taxes & fees
May 27 - May 28
Sentral Michigan Avenue
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (222)
"Everything was great. From easy check in to easy check out. The room was very nice and cozy. Very clean. Amazing view of downtown from the bedroom and balcony. I will be staying here again! "
Kasa Magnificent Mile Chicago
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (295)
"Overall the stay was amazing. We will definitely be booking here again."
The price is CA $265
CA $311 total
includes taxes & fees
May 28 - May 29
Sonder South Wabash
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.

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. Great Wolf Lodge Illinois - Family-friendly resort. Has 5 restaurants, 6 indoor pools, and 2 bars. Lincolnshire Marriott Resort - Golf resort. Enjoy the 2 restaurants, 2 bars, and 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 Art Institute of Chicago and Field Museum of Natural History, or catch the latest production at CIBC Theatre or Symphony Center. Other top attractions you can add to your list are Grant Park 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.