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
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sept - 13 Sept
In two months
9 Oct - 11 Oct

Our top choices for Chicago resorts

Exterior

1. Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,269 reviews)
"Excellent place to stay!"
United States
MT.
The price is S$202
includes taxes & fees
16 Aug - 17 Aug
Eaglewood Resort and Spa
Golf

2. 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, (1,022 reviews)
"Great location and our room was perfect!"
United States
Elise
The price is S$195
includes taxes & fees
23 Aug - 24 Aug
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Couples treatment room(s), sauna, body treatments, aromatherapy

3. Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel
4.5 star property
East Hazel Crest
9.4 out of 10, Exceptional, (615 reviews)
"Our visit was great! The property is beautiful and I can't wait to return for a longer stay."
United States
Danielle
The price is S$251
includes taxes & fees
25 Aug - 26 Aug
Wind Creek Southland Casino and Hotel
Lobby

4. Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,002 reviews)
"Clean room and friendly staff"
United States
Leon
The price is S$217
includes taxes & fees
24 Aug - 25 Aug
Great Wolf Lodge Illinois
Property amenity

5. Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,000 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$218
includes taxes & fees
6 Sept - 7 Sept
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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The complimentary breakfast was hot with multiple items to choose from and the night bar was very accommodating. The staff was pleasant and helpful. "
Delano 4-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile

Find out more about Chicago

Chicago Resorts information

Number of reviews
2,269
Accommodation
5 Resorts
Lowest Price
S$195
Highest Price
S$251

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. Wind Creek Southland Casino and Hotel - Spa resort. Has 4 restaurants, 3 bars and a full-service spa. Great Wolf Lodge Illinois - Family-friendly resort. Enjoy the 5 restaurants, 6 indoor pools and 2 bars. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Amenities include 4 restaurants, 2 bars and a golf course. Highly rated for its pool. 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 Soldier Field 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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