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

Search Resorts in Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Chicago resorts

1. Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,269 reviews)
"Excellent place to stay!"
United States
MT.
The price is HK$938
HK$1,213 total
includes taxes & fees
30 Aug - 31 Aug
Eaglewood Resort and Spa

2. 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, (1,022 reviews)
"Great location and our room was perfect!"
United States
Elise
The price is HK$959
HK$1,194 total
includes taxes & fees
30 Aug - 31 Aug
Hilton Chicago/Oak Brook Hills Resort & Conference Center

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, (614 reviews)
"Our visit was great! The property is beautiful and I can't wait to return for a longer stay."
United States
Danielle
The price is HK$1,405
HK$1,574 total
includes taxes & fees
19 Aug - 20 Aug
Wind Creek Southland Casino and Hotel

4. Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,001 reviews)
"Clean room and friendly staff"
United States
Leon
The price is HK$1,169
HK$1,333 total
includes taxes & fees
20 Aug - 21 Aug
Great Wolf Lodge Illinois

5. Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,000 reviews)
"Room was very clean Staff was very nice and helpful The whole hotel felt comfortable and safe"
United States
Collier
The price is HK$1,193
HK$1,336 total
includes taxes & fees
6 Sept - 7 Sept
Lincolnshire Marriott Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chicago Hotel Reviews

Find out more about Chicago

Chicago Resorts information

Number of reviews
2,269
Accommodation
5 Resorts
Lowest Price
HK$1,194
Highest Price
HK$1,574

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 5 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. Wind Creek Southland Casino and Hotel - Spa resort. Has 4 restaurants, 3 bars and a full-service spa. Great Wolf Lodge Illinois - Family-friendly resort. Enjoy the 5 restaurants, 6 indoor pools and 2 bars. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Amenities include 4 restaurants, 2 bars and a golf course. Highly rated for its pool. 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 5 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.

Explore a world of travel with Expedia