Chicago Resorts

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Check prices for these dates

Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Featured Resorts in Chicago

Front of property – evening/night
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
8.8 out of 10, Excellent, (1035)
"Beautiful hotel! Staff is friendly and helpful and the room with a view was amazing."
United States
Tonja
The price is S$170
includes taxes & fees
1 Dec - 2 Dec
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Front of property – evening/night
Eaglewood Resort and Spa
Eaglewood Resort and Spa
4.0 star property
8.6 out of 10, Excellent, (1039)
"Property was clean, quiet, and great place to stay."
United States
Donald
The price is S$189
includes taxes & fees
9 Nov - 10 Nov
Eaglewood Resort and Spa
Banquet hall
Lincolnshire Marriott Resort
Lincolnshire Marriott Resort
4.0 star property
8.8 out of 10, Excellent, (1000)
"Loved it"
United States
Brittanie
The price is S$208
includes taxes & fees
23 Nov - 24 Nov
Lincolnshire Marriott Resort
Children’s area
Great Wolf Lodge Illinois
Great Wolf Lodge Illinois
3.0 star property
8.6 out of 10, Excellent, (1002)
"We celebrated our daughter’s birthday there along with our grandson. And, they both had a wonderful time!"
United States
Peggy
The price is S$199
includes taxes & fees
3 Dec - 4 Dec
Great Wolf Lodge Illinois
Couples treatment room(s), sauna, body treatments, aromatherapy
Wind Creek Southland Casino and Hotel
Wind Creek Southland Casino and Hotel
4.0 star property
9.4 out of 10, Exceptional, (150)
"Clean and friendly staff!"
United States
Samir
The price is S$290
includes taxes & fees
5 Nov - 6 Nov
Wind Creek Southland Casino and Hotel
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

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

10/10 Excellent
"Male staff members were nice and helpful. The full bar was great. The interior was stylish, and I loved the fireplace with its cozy atmosphere. I stayed here for 1 week."
Chloe 6-night trip
Posted 20 hours ago
Aloft Chicago Mag Mile

Find out more about Chicago

Chicago Resorts information

Number of reviews
3,220
Accommodation
5 Resorts
Lowest Price
S$170
Highest Price
S$290

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 27 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?
Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Features 4 restaurants, 2 bars and a golf course. Highly rated for its pool. Eaglewood Resort and Spa - Spa resort. Has 2 restaurants, 2 bars and a golf course. 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 27 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.

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