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Compare 4 Resorts in Chicago with updated reviews, rates, and availability.

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1005)
"Good service!"
The price is AED 376
AED 479 total
includes taxes & fees
23 Feb - 24 Feb
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Great Wolf Lodge Illinois

3.0 star property
8.6 out of 10, Excellent, (926)
"Very nice water park and lots of activities "
The price is AED 547
AED 760 total
includes taxes & fees
3 Feb - 4 Feb
Great Wolf Lodge Illinois

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1010)
"I surprised hubby for his bday with a two night stay we enjoyed our stay.. although there were towels from the previous guest the hotel was prompt to accommodate and clean. Initially offering to switch our room to which we declined and were ok with them just tidying it up"
The price is AED 584
AED 722 total
includes taxes & fees
2 Feb - 3 Feb
Eaglewood Resort and Spa

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (929)
"Nice"
The price is AED 466
AED 522 total
includes taxes & fees
7 Feb - 8 Feb
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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Other property types in Chicago

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (670)
"Sandra and Joy are welcoming and helpful. Great front desk."
The price is AED 403
AED 581 total
includes taxes & fees
2 Feb - 3 Feb
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (250)
"Enjoyed My Stay."
The price is AED 416
AED 488 total
includes taxes & fees
24 Feb - 25 Feb
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (427)
"Property was convenient and clean. Overall great experience. Street meter parking could be a headache during parking hours but it’s a city thing. Also the incidental feee is a bit confusing with how it’s returned. "
The price is AED 344
AED 404 total
includes taxes & fees
25 Feb - 26 Feb
Sonder South Wabash
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.

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 39 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?
Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Features 4 restaurants, 2 bars, and a golf course. Highly rated for its pool. Great Wolf Lodge Illinois - Family-friendly resort. Has 5 restaurants, 6 indoor pools, and 2 bars. Eaglewood Resort and Spa - Spa resort. Enjoy the 2 restaurants, 2 bars, and golf course. Lincolnshire Marriott Resort - Golf resort. Amenities include 2 restaurants, 2 bars, and a golf course.
How many hotel resorts will I find in Chicago?
Choose among Expedia’s 39 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 Michigan Avenue and Millennium Park.
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.