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Check prices for these dates

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Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
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Featured Resorts in Chicago

Eaglewood Resort and Spa
Front of property - evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1002)
"Property was clean, quiet, and great place to stay."
The price is P5,942
P7,868 total
includes taxes & fees
Oct 9 - Oct 10
Eaglewood Resort and Spa
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Front of property - evening/night

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1002)
"Awesome "resort" property."
The price is P6,473
P8,144 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Wind Creek Southland Casino and Hotel
Couples treatment rooms, sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

4.0 star property
9.4 out of 10, Exceptional, (131)
"Amazing hotel "
The price is P11,516
P12,896 total
includes taxes & fees
Oct 6 - Oct 7
Wind Creek Southland Casino and Hotel
Lincolnshire Marriott Resort
Banquet hall

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (1002)
"Nice getaway from busy city life quant setting"
The price is P8,333
P9,332 total
includes taxes & fees
Oct 25 - Oct 26
Lincolnshire Marriott Resort
Great Wolf Lodge Illinois
Children's area

Great Wolf Lodge Illinois

3.0 star property
8.6 out of 10, Excellent, (1003)
"We had a great stay staff was very friendly and helpful! We had a blast while there only complaint would be the breakfast it was buffet style but food was cold. "
The price is P8,623
P9,828 total
includes taxes & fees
Oct 13 - Oct 14
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

Freehand Chicago

Freehand Chicago

10/10 Excellent
"Quick easy check in and accommodating for early check ins. "
Natasha 1-night trip
Posted 15 hours ago
Freehand Chicago

Find out more about Chicago

Find out more about Chicago

Chicago Resorts information

Number of reviews
3,186
Accommodation
5 Resorts
Lowest Price
P7,868
Highest Price
P12,896

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 37 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 - Spa resort. Enjoy the 4 restaurants, 3 bars, and spa. Lincolnshire Marriott Resort - Golf resort. Amenities include 2 restaurants, 2 bars, and a golf course. Great Wolf Lodge Illinois - Family-friendly resort. Access to 5 restaurants, 6 indoor pools, and 2 bars.
How many hotel resorts will I find in Chicago?
Choose among Expedia's 37 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 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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