Best Resorts in Chicago

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Compare Resorts in Chicago with updated reviews, rates, and availability.

Eaglewood Resort and Spa
4.0 star property
8.4 out of 10, Very Good, (1001)
"Bath tubs needs slip proof strips or mats non slip treatment etc."
The price is $129
$163 total
includes taxes & fees
May 12 - May 13
Eaglewood Resort and Spa
Great Wolf Lodge Illinois
3.0 star property
8.6 out of 10, Excellent, (701)
"Great place for kids and family."
The price is $149
$210 total
includes taxes & fees
May 12 - May 13
Great Wolf Lodge Illinois
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 $159
$177 total
includes taxes & fees
Jun 7 - Jun 8
Lincolnshire Marriott Resort
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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

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (395)
"It was amazing to have a whole apartment for the price of a hotel room... less actually. Their system is simple and painless. I will book here again!"
The price is $139
$193 total
includes taxes & fees
May 12 - May 13
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.2 out of 10, Very Good, (77)
"It was an excellent stay. I didn’t understand the Sonder model—no front desk and electronic check in. However once I got beyond that shock I didn’t mind it. I know some folks would find the setup disconcerting. I would stay in a Sonder hotel again."
The price is $126
$148 total
includes taxes & fees
May 27 - May 28
Sonder Market Hall
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (218)
"Kasa is good overall. However, the cleaning lady just barged in my room without knocking and pretended to be checking the place. Not good at all. No proper MANNER. There is only one person in the lobby checking in guests as well as taking luggages for storage. It would be helpful to have a separate person designated so guests are not waiting."
Kasa Magnificent Mile Chicago
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.