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Check prices for these dates

Next weekend
May 1 - May 3
In two weeks
May 8 - May 10
In one month
May 22 - May 24
In two months
Jun 19 - Jun 21

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, (1,036 reviews)
"Loved the place definitely coming back ! "
United States
Muna
The price is ₩152,361
₩201,659 total
includes taxes & fees
May 24 - May 25
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, (337 reviews)
"From the start to the end of my stay, everything was great and the staff was very accommodating and attentive and very welcoming. I am excited to book my next stay.. "
United States
Kimberly
The price is ₩225,241
₩252,229 total
includes taxes & fees
Apr 30 - May 1
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, (1,001 reviews)
"This is a great place for families with young children but I would have liked more division/spaces for young adults."
United States
Bryant J
The price is ₩176,462
₩201,131 total
includes taxes & fees
May 7 - May 8
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, (1,007 reviews)
"Room was clean. Staff was friendly. Breakfast buffet was delicious as always. "
United States
Thomas
The price is ₩202,932
₩249,772 total
includes taxes & fees
May 3 - May 4
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, (1,000 reviews)
"Excellent room, dining was very nice (great apply, walnut and beet salad at the restaurant and great beer options), nice and attentive staff. Could grab a water downstairs at any time and the options to find a space to hang with a colleague to chat were ample. "
United States
Gabrielle
The price is ₩200,028
₩223,990 total
includes taxes & fees
May 8 - May 9
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

Freehand Chicago

Freehand Chicago

8/10 Good
"Amazing location, staff was friendly and accommodating, bar was amazing, vibe was immaculate DJ was insane, only complaints were ac wasn't available and shower curtains weren't long enough and water gets all over the floor would definitely return tho"
Agustin 3-night trip
Posted 1 hour ago
Freehand Chicago

Find out more about Chicago

Chicago Resorts information

Number of reviews
3,381
Accommodation
5 Resorts
Lowest Price
₩201,131
Highest Price
₩252,229

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?
Great Wolf Lodge Illinois - Family-friendly resort. Features 5 restaurants, 6 indoor pools, and 2 bars. Eaglewood Resort and Spa - Spa resort. Has 2 restaurants, 2 bars, and a golf course. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Popular for its pool. Enjoy the 4 restaurants, 2 bars, and golf course. 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 Navy Pier and Wrigley Field.
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.