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

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Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18

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, (1,013 reviews)
"Great location and our room was perfect!"
United States
Elise
The price is P7,533
P9,383 total
includes taxes & fees
Aug 23 - Aug 24
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A patio area with outdoor seating, a fire pit, and a view of a golf course.

2. Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,292 reviews)
"Excellent place to stay!"
United States
MT.
The price is P7,081
P9,215 total
includes taxes & fees
Sep 6 - Sep 7
Eaglewood Resort and Spa
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, (630 reviews)
"Fun place to stay"
United States
David
The price is P11,043
P12,366 total
includes taxes & fees
Aug 24 - Aug 25
Wind Creek Southland Casino and Hotel
A spacious lobby with a stone fireplace, multiple seating areas, and large windows offering views of the outdoors.

4. Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,009 reviews)
"Clean room and friendly staff"
United States
Leon
The price is P9,372
P10,682 total
includes taxes & fees
Aug 26 - Aug 27
Great Wolf Lodge Illinois
An outdoor dining area with a fire feature, tables, chairs, and red umbrellas.

5. Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1,002 reviews)
"Rooms are updated and hotel was updated, food was very good."
United States
Cheryl
The price is P8,817
P9,873 total
includes taxes & fees
Sep 6 - Sep 7
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.
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Top Chicago Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"The staff was very accommodating--I arrived early in the day and asked if I could get my room as soon as possible. They were gracious about letting me check in earlier than the usual time and called me when the room was ready (I was attending a conference). I really liked the beverage bar and the extras (yoga mat, Korean skin care-face mask, umbrella, robes)."
Rose 1-night trip
Posted less than an hour ago
L7 Chicago by LOTTE

Find out more about Chicago

Chicago Resorts information

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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 5 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. Wind Creek Southland Casino and Hotel - Luxury resort. Has 8 restaurants, 4 bars, and a full-service spa. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Popular for its pool. Enjoy the 4 restaurants, 2 bars, and golf course. 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 5 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.