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

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Chicago resorts

Golf

1. 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, (1,011 reviews)
"Very nice weekend escape convenient to where we were going"
United States
chauncey
The price is ₩181,029
₩223,239 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Exterior

2. Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,322 reviews)
"Great staff and breakfast"
United States
Clarence
The price is ₩164,767
₩212,474 total
includes taxes & fees
Sep 13 - Sep 14
Eaglewood Resort and Spa
Spa

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, (661 reviews)
"Great stay"
United States
Mario
The price is ₩241,094
₩269,982 total
includes taxes & fees
Sep 8 - Sep 9
Wind Creek Southland Casino and Hotel
Property amenity

4. Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,000 reviews)
"Rooms are updated and hotel was updated, food was very good."
United States
Cheryl
The price is ₩214,036
₩239,677 total
includes taxes & fees
Sep 6 - Sep 7
Lincolnshire Marriott Resort
Lobby

5. Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,004 reviews)
"The location to the Navy Graduation was great. Plenty of stuff to do. The climbing wall and bowling were a lot of fun."
United States
Zachariah
The price is ₩208,652
₩237,822 total
includes taxes & fees
Sep 7 - Sep 8
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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"We love the Fairmont!"
Jerry 1-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park

Find out more about Chicago

Chicago Resorts information

Number of reviews
661
Accommodation
5 Resorts
Lowest Price
₩212,474
Highest Price
₩269,982

Frequently asked questions

What is Chicago like for a resort vacation?
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. Check out the 5 resorts in Chicago and discover the one that's best for you, whether you picture yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.
What's a top resort in Chicago?
Eaglewood Resort and Spa - Spa resort. Features 2 restaurants, 2 bars, and a golf course. Great Wolf Lodge Illinois - Family-friendly resort. Has 5 restaurants, 6 indoor pools, and 2 bars. Wind Creek Southland Casino and Hotel - Luxury resort. Enjoy the 8 restaurants, 4 bars, and spa. 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 will I find in Chicago?
Choose among Expedia's 5 resort hotels in Chicago where you'll find top-notch bars, spacious rooms, and more.
What can I do in Chicago?
Travelers come to Chicago to experience its theaters, museums, and other cultural offerings. Check out 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 weather like in Chicago?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
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. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 15.7 mi (25.3 km) away. You can walk to nearby metro stations including Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.