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

Best Resorts in Chicago

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Chicago resorts

A large hotel with a central courtyard, a lake, and a bridge.

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, (1,000 reviews)
"Good place to stay"
Canada
MARGOT CAROLE BOGNI
$137 nightly
The price is $152
Nov 1 - Nov 2
Total with taxes and fees
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A modern spa with a circular hot tub, a sofa, and a view of the city.

2. 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, (741 reviews)
"Incredible stay, especially for the price!"
United States
Caprice
$165 nightly
The price is $185
Oct 14 - Oct 15
Total with taxes and fees
Wind Creek Southland Casino and Hotel
An outdoor dining area with a fire feature, tables, chairs, and red umbrellas.

3. Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,001 reviews)
"Very nice Rooms great food"
United States
Nasjee
$135 nightly
The price is $151
Oct 30 - Oct 31
Total with taxes and fees
Lincolnshire Marriott Resort
A patio area with outdoor seating, a fire pit, and a view of a golf course.

4. Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,370 reviews)
"The breakfast is good here, and the golf course is well maintained."
United States
David
$159 nightly
The price is $177
Oct 4 - Oct 5
Total with taxes and fees
Eaglewood Resort and Spa
A spacious lobby with a stone fireplace, multiple seating areas, and large windows offering views of the outdoors.

5. Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,001 reviews)
"Wonderfull this hotel."
United States
Judith
$155 nightly
The price is $177
Oct 4 - Oct 5
Total with taxes and fees
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

The Wade

The Wade

10/10 Excellent
"Great property and location! Thanks staff for enjoyable stay!"
Arnold 3-night trip
Posted 2 hours ago
The Wade

Find out more about Chicago

Chicago Resorts information

Number of reviews
1,000
Accommodation
5 Resorts
Lowest Price
$151
Highest Price
$185

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 6 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 - Luxury resort. Enjoy the 8 restaurants, 4 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 6 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.

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