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

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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 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, (1,006 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 £107
includes taxes & fees
28 Nov - 29 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, (1,003 reviews)
"Clean room and staff were nice"
United States
Monique
The price is £113
includes taxes & fees
13 Nov - 14 Nov
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, (1,397 reviews)
"Great amenities and friendly staff"
United States
Lynda
The price is £123
includes taxes & fees
15 Nov - 16 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, (832 reviews)
"I really enjoyed my stay."
United States
Latrece
The price is £128
includes taxes & fees
4 Nov - 5 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
8.4 out of 10, Very good, (1,006 reviews)
"Had a blast will return soon!!"
United States
Elegria
The price is £132
includes taxes & fees
29 Oct - 30 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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Very Clean room and comfortable high bed. Very quiet. Great location to walk around with shops and restaurant. They have their own restaurant called Toro, we tried to do a walk in because the place was empty, but was turned away because they said they have no reservation left. It was 7pm and literally no one was sitting at the tables. It was weird. I checked Open Table and there were not lying, there was no table available, but as I mentioned there was literally no one sitting at over 20 tables. Surely they could have accomodate 2 people. They offered us to sit at the bar, but it was a special nite and didn't want to do that. Lots of people at the bar too, very lively. We chose to get out of the hotel and venture out. It's Chicago so lots of options for restaurants. We we able to walk in at a Steak Place and have a lovely dinner. We would stay here again."
Christopher 1-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park

Find out more about Chicago

Chicago Resorts information

Number of reviews
832
Accommodation
5 Resorts
Lowest Price
£107
Highest Price
£132

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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