A river with a yellow boat, surrounded by tall buildings and a bridge.

Chicago Resorts

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Check prices for these dates

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul
In one month
31 Jul - 2 Aug
In two months
28 Aug - 30 Aug

Our top choices for Chicago resorts

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, (466 reviews)
"Very clean and very nice staff."
United States
Ben
The price is S$208
includes taxes & fees
30 Jun - 1 Jul
Wind Creek Southland Casino and Hotel
Golf

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1,005 reviews)
"A very nice stay!"
United States
Mahua
The price is S$203
includes taxes & fees
2 Jul - 3 Jul
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Exterior

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,176 reviews)
"Very great place to stay."
United States
NDerria
The price is S$210
includes taxes & fees
26 Jul - 27 Jul
Eaglewood Resort and Spa
Lobby

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,009 reviews)
"Very pleased with the place"
United States
Tommy
The price is S$264
includes taxes & fees
13 Jul - 14 Jul
Great Wolf Lodge Illinois
Property amenity

Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,003 reviews)
"Room was very clean Staff was very nice and helpful The whole hotel felt comfortable and safe"
United States
Collier
The price is S$230
includes taxes & fees
5 Jul - 6 Jul
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

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

8/10 Good
"This hotel was very nice. We liked the room, the pool, the bar area, and the location on the Chicago Riverwalk. My only complaint was that each day during our stay we had to contact the front desk in order to have enough towels or coffee for all three of us."
ROBERT 4-night trip
Posted 1 hour ago
Holiday Inn Chicago Dwtn - The Mart by IHG

Find out more about Chicago

Chicago Resorts information

Number of reviews
3,654
Accommodation
5 Resorts
Lowest Price
S$203
Highest Price
S$264

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. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Has 4 restaurants, 2 bars and a golf course. Highly rated for its pool. 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 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 Wrigley Field and Michigan Avenue.
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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