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

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

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, (1,005 reviews)
"Excellent stay, from check-in to the view from our room to the great staff. Would stay here again!!!!"
United States
James
The price is ₩162,508
₩202,465 total
includes taxes & fees
Nov 2 - Nov 3
Hilton Chicago/Oak Brook Hills Resort & Conference Center
An outdoor dining area with a fire feature, tables, chairs, and red umbrellas.

2. 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
The price is ₩179,692
₩201,219 total
includes taxes & fees
Oct 30 - Oct 31
Lincolnshire Marriott Resort
A patio area with outdoor seating, a fire pit, and a view of a golf course.

3. Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,390 reviews)
"Great amenities and friendly staff"
United States
Lynda
The price is ₩170,292
₩218,274 total
includes taxes & fees
Nov 20 - Nov 21
Eaglewood Resort and Spa
A modern spa with a circular hot tub, a sofa, and a view of the city.

4. Wind Creek Chicago Southland Casino and Hotel

Wind Creek Chicago Southland Casino and Hotel
4.5 star property
East Hazel Crest
9.4 out of 10, Exceptional, (817 reviews)
"Amazing all around stay"
United States
Lloyd
The price is ₩238,391
₩266,955 total
includes taxes & fees
Oct 21 - Oct 22
Wind Creek Chicago Southland Casino and Hotel
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, (1,004 reviews)
"Had a blast will return soon!!"
United States
Elegria
The price is ₩206,313
₩235,157 total
includes taxes & fees
Oct 26 - Oct 27
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
"The staff was an amazing! From the bell man, front desk, house keeping, and dining staff."
Karla 2-night trip
Posted less than an hour ago
The Wade

Find out more about Chicago

Chicago Resorts information

Number of reviews
2,391
Accommodation
5 Resorts
Lowest Price
₩201,219
Highest Price
₩266,955

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.