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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

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, (1,003 reviews)
"The accommodations were excellent!! From a lovely room to a delicious breakfast it was a wonderful stay even in winter!"
United States
Pamela M.
The price is ฿3,315
฿4,371 total
includes taxes & fees
19 Jan - 20 Jan
Eaglewood Resort and Spa
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, (1,002 reviews)
"Great place "
United States
Ana
The price is ฿3,223
฿4,099 total
includes taxes & fees
26 Jan - 27 Jan
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Lobby

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,003 reviews)
"Every was great inwill definitely come back"
United States
Alfredo
The price is ฿4,218
฿4,808 total
includes taxes & fees
17 Feb - 18 Feb
Great Wolf Lodge Illinois
Property amenity

Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,000 reviews)
"Great place to stay. "
United States
Aroop
The price is ฿4,246
฿4,755 total
includes taxes & fees
6 Feb - 7 Feb
Lincolnshire Marriott Resort
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, (228 reviews)
"The hotel is beautiful and very clean. "
United States
Melissa
The price is ฿4,786
฿5,359 total
includes taxes & fees
20 Jan - 21 Jan
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

River Hotel

River Hotel

10/10 Excellent
"Good value"
Daniel 2-night trip
Posted 6 hours ago
River Hotel

Find out more about Chicago

Chicago Resorts information

Number of reviews
4,249
Accommodation
5 Resorts
Lowest Price
฿4,099
Highest Price
฿5,359

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?
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 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 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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