Search Resorts in Chicago

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Browse Select Chicago Resorts

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 £141
includes taxes & fees
7 Jun - 8 Jun
Lincolnshire Marriott Resort
Great Wolf Lodge Illinois
3.0 star property
8.6 out of 10, Excellent, (701)
"Great place for kids and family."
The price is £167
includes taxes & fees
12 May - 13 May
Great Wolf Lodge Illinois
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 £130
includes taxes & fees
11 May - 12 May
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

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (394)
"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 £158
includes taxes & fees
27 May - 28 May
Sentral Michigan Avenue
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
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 £182
includes taxes & fees
28 May - 29 May
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 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 5 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?
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 are there in Chicago?
Choose from Expedia’s 5 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 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 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.