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Check prices for these dates

Next weekend
Jan 16 - Jan 18
In two weeks
Jan 23 - Jan 25
In one month
Feb 6 - Feb 8
In two months
Mar 6 - Mar 8

Our top choices for Chicago resorts

Golf
Hilton Chicago/Oak Brook Hills Resort & Conference Center

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, (1007)
"Great place "
United States
Ana
The price is P5,927
P7,559 total
includes taxes & fees
Jan 11 - Jan 12
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Exterior
Eaglewood Resort and Spa

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1016)
"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 P6,075
P8,044 total
includes taxes & fees
Jan 25 - Jan 26
Eaglewood Resort and Spa
Property amenity
Lincolnshire Marriott Resort

Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1000)
"Great place to stay. "
United States
Aroop
The price is P6,986
P7,823 total
includes taxes & fees
Feb 6 - Feb 7
Lincolnshire Marriott Resort
Lobby
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1001)
"Clean room and friendly staff, great food!"
United States
Patrick
The price is P7,940
P9,050 total
includes taxes & fees
Feb 5 - Feb 6
Great Wolf Lodge Illinois
Couples treatment rooms, sauna, body treatments, aromatherapy
Wind Creek Southland Casino and Hotel

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, (223)
"It was relaxing and fun for the kids"
United States
Alona
The price is P9,008
P10,088 total
includes taxes & fees
Jan 8 - Jan 9
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Excellent rooms! Very roomy! Wonderful location. Will stay here again. "
Jasmine 4-night trip
Posted 15 hours ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Chicago

Chicago Resorts information

Number of reviews
4,242
Accommodation
5 Resorts
Lowest Price
P7,559
Highest Price
P10,088

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 27 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. 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 will I find in Chicago?
Choose among Expedia's 27 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 Michigan Avenue 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.