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 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

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, (1,008 reviews)
"Good place to stay"
Canada
MARGOT CAROLE BOGNI
The price is P7,643
P9,520 total
includes taxes & fees
Nov 1 - Nov 2
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 P8,445
P9,456 total
includes taxes & fees
Oct 30 - Oct 31
Lincolnshire Marriott Resort
A modern spa with a circular hot tub, a sofa, and a view of the city.

3. 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, (749 reviews)
"Incredible stay, especially for the price!"
United States
Caprice
The price is P11,203
P12,545 total
includes taxes & fees
Oct 13 - Oct 14
Wind Creek Southland Casino and Hotel
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, (1,372 reviews)
"The breakfast is good here, and the golf course is well maintained."
United States
David
The price is P8,379
P10,675 total
includes taxes & fees
Nov 1 - Nov 2
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, (1,003 reviews)
"Wonderfull this hotel."
United States
Judith
The price is P9,696
P11,051 total
includes taxes & fees
Oct 6 - Oct 7
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 Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Incredible stay & very walkable to areas of interest"
Jo 3-night trip
Posted less than an hour ago
The Godfrey Hotel Chicago

Find out more about Chicago

Chicago Resorts information

Number of reviews
2,760
Accommodation
5 Resorts
Lowest Price
P9,456
Highest Price
P12,545

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.