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, (1,004 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 AED 449
AED 559 total
includes taxes & fees
1 Nov - 2 Nov
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 AED 496
AED 555 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, (1,390 reviews)
"Great amenities and friendly staff"
United States
Lynda
The price is AED 470
AED 602 total
includes taxes & fees
20 Nov - 21 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, (811 reviews)
"Amazing all around stay"
United States
Lloyd
The price is AED 658
AED 737 total
includes taxes & fees
21 Oct - 22 Oct
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 AED 569
AED 649 total
includes taxes & fees
21 Oct - 22 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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"My stay was very nice here at this hotel. The staff were very helpful and polite. My room was okay with a nice view of the city but it had an unpleasant smell in the room and some of the wall paper was peeling. I still would say I’d stay here again. It was not horrible at all. 4 stars from me."
Tymori 1-night trip
Posted 6 hours ago
The Chicago Hotel Collection - Magnificent Mile

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.

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