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17 Oct - 19 Oct
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24 Oct - 26 Oct
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7 Nov - 9 Nov
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5 Dec - 7 Dec

Featured Resorts in Chicago

Eaglewood Resort and Spa
Front of property – evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1003)
"Beautiful property, reasonably priced for an end of season stay. "
The price is RM462
RM605 total
includes taxes & fees
16 Oct - 17 Oct
Eaglewood Resort and Spa
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Front of property – evening/night

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1004)
"Awesome "resort" property."
The price is RM471
RM593 total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Wind Creek Southland Casino and Hotel
Couples treatment room(s), sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

4.0 star property
9.4 out of 10, Exceptional, (132)
"Amazing hotel "
The price is RM839
RM939 total
includes taxes & fees
13 Oct - 14 Oct
Wind Creek Southland Casino and Hotel
Lincolnshire Marriott Resort
Banquet hall

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (1002)
"Nice getaway from busy city life quant setting"
The price is RM605
RM678 total
includes taxes & fees
24 Oct - 25 Oct
Lincolnshire Marriott Resort
Great Wolf Lodge Illinois
Children’s area

Great Wolf Lodge Illinois

3.0 star property
8.6 out of 10, Excellent, (1005)
"We had a great stay staff was very friendly and helpful! We had a blast while there only complaint would be the breakfast it was buffet style but food was cold. "
The price is RM628
RM716 total
includes taxes & fees
21 Oct - 22 Oct
Great Wolf Lodge Illinois
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

10/10 Excellent
"Great location right on the river! Clean rooms, huge bar area, awesome staff! Would definitely recommend this hotel!"
Cynthia 4-night trip
Posted 5 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG

Find out more about Chicago

Find out more about Chicago

Chicago Resorts information

Number of reviews
3,135
Accommodation
5 Resorts
Lowest Price
RM593
Highest Price
RM939

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 37 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. Lincolnshire Marriott Resort - Golf resort. Amenities include 2 restaurants, 2 bars and a golf course. Great Wolf Lodge Illinois - Family-friendly resort. Access to 5 restaurants, 6 indoor pools and 2 bars.
How many hotel resorts are there in Chicago?
Choose from Expedia's 37 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 Michigan Avenue 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia