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Check prices for these dates

Next weekend
1 May - 3 May
In two weeks
8 May - 10 May
In one month
22 May - 24 May
In two months
19 Jun - 21 Jun

Our top choices for Chicago resorts

Exterior

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,036 reviews)
"Loved the place definitely coming back ! "
United States
Muna
The price is ฿3,294
฿4,360 total
includes taxes & fees
10 May - 11 May
Eaglewood Resort and Spa
Couples treatment room(s), 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, (337 reviews)
"From the start to the end of my stay, everything was great and the staff was very accommodating and attentive and very welcoming. I am excited to book my next stay.. "
United States
Kimberly
The price is ฿4,870
฿5,453 total
includes taxes & fees
29 Apr - 30 Apr
Wind Creek Southland Casino and Hotel
Lobby

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,001 reviews)
"This is a great place for families with young children but I would have liked more division/spaces for young adults."
United States
Bryant J
The price is ฿3,836
฿4,373 total
includes taxes & fees
6 May - 7 May
Great Wolf Lodge Illinois
Golf

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, (1,005 reviews)
"Room was clean. Staff was friendly. Breakfast buffet was delicious as always. "
United States
Thomas
The price is ฿4,388
฿5,400 total
includes taxes & fees
26 Apr - 27 Apr
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Property amenity

Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,002 reviews)
"Excellent room, dining was very nice (great apply, walnut and beet salad at the restaurant and great beer options), nice and attentive staff. Could grab a water downstairs at any time and the options to find a space to hang with a colleague to chat were ample. "
United States
Gabrielle
The price is ฿4,321
฿4,839 total
includes taxes & fees
8 May - 9 May
Lincolnshire Marriott Resort
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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"Parking is in a bad area "
Marco 2-night trip
Posted 1 hour ago
Club Quarters Hotel, Central Loop, Chicago

Find out more about Chicago

Chicago Resorts information

Number of reviews
3,379
Accommodation
5 Resorts
Lowest Price
฿4,360
Highest Price
฿5,453

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?
Great Wolf Lodge Illinois - Family-friendly resort. Features 5 restaurants, 6 indoor pools and 2 bars. Eaglewood Resort and Spa - Spa resort. Has 2 restaurants, 2 bars and a golf course. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Popular for its pool. Enjoy the 4 restaurants, 2 bars and golf course. Wind Creek Southland Casino and Hotel - Spa resort. Amenities include 4 restaurants, 3 bars and a full-service spa. Lincolnshire Marriott Resort - Golf resort. Access to 2 restaurants, 2 bars and a 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 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 Navy Pier and Wrigley Field.
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.

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