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

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Check prices for these dates

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

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, (1,007 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 ฿4,105
฿5,114 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Chicago/Oak Brook Hills Resort & Conference Center
An outdoor patio with a fire feature, seating, and a pergola structure.

2. Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,000 reviews)
"Clean room and staff were nice"
United States
Monique
The price is ฿4,537
฿5,081 total
includes taxes & fees
30 Oct - 31 Oct
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, (1,391 reviews)
"Great amenities and friendly staff"
United States
Lynda
The price is ฿4,299
฿5,510 total
includes taxes & fees
19 Nov - 20 Nov
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, (819 reviews)
"Amazing all around stay"
United States
Lloyd
The price is ฿6,018
฿6,739 total
includes taxes & fees
2 Nov - 3 Nov
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, (1,001 reviews)
"Had a blast will return soon!!"
United States
Elegria
The price is ฿5,208
฿5,936 total
includes taxes & fees
25 Oct - 26 Oct
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

River Hotel

River Hotel

8/10 Good
"Great location and friendly staff!"
MARK 1-night trip
Posted less than an hour ago
River Hotel

Find out more about Chicago

Chicago Resorts information

Number of reviews
2,001
Accommodation
5 Resorts
Lowest Price
฿5,081
Highest Price
฿6,739

Frequently asked questions

What is Chicago like for a resort holiday?
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. Pick from 6 resorts in Chicago and discover the right one for you, whether you picture yourself kicking back in a luxury suite or exploring the on-site boutiques.
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 are there in Chicago?
Choose from Expedia's 6 resort hotels in Chicago, where you'll find fun for all the family, beautiful guest rooms and more.
What can I do in Chicago?
Travellers come to Chicago to experience its theatres, museums and other cultural offerings. Explore 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 seasonal weather in Chicago?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
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. Otherwise, you can search for flights to Chicago O'Hare International Airport (ORD), which is 15.7 mi (25.3 km) away. Nearby metro stations include Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.

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