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Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7
In one month
Jun 19 - Jun 21
In two months
Jul 17 - Jul 19

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, (1,085 reviews)
"Room was clean and staff was nice"
United States
Tella
The price is P7,885
P10,108 total
includes taxes & fees
Jun 14 - Jun 15
Eaglewood Resort and Spa
Couples treatment rooms, 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, (385 reviews)
"Rooms were very clean and staff was great!"
United States
Kelley
The price is P9,387
P10,512 total
includes taxes & fees
May 26 - May 27
Wind Creek Southland Casino and Hotel
Lobby

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,003 reviews)
"Everything was nice & the stay was wonderful"
United States
Grace
The price is P10,095
P11,506 total
includes taxes & fees
May 27 - May 28
Great Wolf Lodge Illinois
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, (1,003 reviews)
"Great property!"
United States
Lindsey
The price is P8,324
P10,260 total
includes taxes & fees
Jun 14 - Jun 15
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Property amenity

Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,001 reviews)
"My husband and I came to celebrate our wedding anniversary & his birthday. Check-in was a breeze & she took care of us because she gave us such a nice view of the pond behind their property! Loved it! We ordered from their on-site restaurant and they got to our room in 15 minutes and even brought our food in the room which was lovely! The pool/hot tub was amazing!! Loved it, will definitely be back!!! "
United States
Kenia
The price is P9,916
P11,104 total
includes taxes & fees
Jun 5 - Jun 6
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

Central Loop Hotel

Central Loop Hotel

10/10 Excellent
"The motel was in a convenient location from Union Station. The room was clean, quiet and comfortable. Check in and out were very quick. They held our luggage for the day and were quick to retrieve it when we were ready to pick it up."
Maria 1-night trip
Posted 3 hours ago
Central Loop Hotel

Find out more about Chicago

Chicago Resorts information

Number of reviews
4,477
Accommodation
5 Resorts
Lowest Price
P10,108
Highest Price
P11,506

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