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Featured Resorts in Chicago

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1002)
"Wonderful place to stay. Super nice staff, great with our dog, quite and relaxing but also lots of stuff to do here. "
The price is P8,392
P10,488 total
includes taxes & fees
Dec 4 - Dec 5
Eaglewood Resort and Spa

Great Wolf Lodge Illinois

3.0 star property
8.6 out of 10, Excellent, (880)
"We loved how easy and convenient everything was and the staff was very interactive and engaging with the kids. I didnt like that i had no idea it was a cashless resort."
The price is P8,734
P12,129 total
includes taxes & fees
Dec 16 - Dec 17
Great Wolf Lodge Illinois

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (920)
"Convenient. Saw a show had dinner. Do plan to come again. Great Place."
The price is P7,932
P8,882 total
includes taxes & fees
Dec 14 - Dec 15
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, (607)
"This is an apartment unit for rent. It had a full kitchen and nice bathroom. The room was clean and the bed was soft. It has directv and the staff was nice. Parking was good but you have to walk around the corner to come inside and it was more inconvenient than just walking in after parking."
The price is P6,319
P9,138 total
includes taxes & fees
Dec 10 - Dec 11
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (216)
"I love everything about Sonder hotels! Great location to catch the subway. We were able to park on the street with no issues. My only complaint was that we were on the second floor and one night the nightclub below was so loud that it seemed like the whole room was thumping! So beware if you book Thursday, Friday, Saturday! "
The price is P4,707
P5,525 total
includes taxes & fees
Dec 24 - Dec 25
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (401)
"The location was perfect: close to grocery, public transportation and expressways. Unfortunately there is only street parking available, but I knew this when I booked. Had trouble getting in the front door which was VERY frustrating, but was able to speak to an agent easily. It did take them a while to remedy., and they gave a small credit for that. The layout of the 2 bedroom was nice; the furniture was what you might expect in a mid-range hotel: we had to put bed pillows on the sofa for...
The price is P8,651
P10,156 total
includes taxes & fees
Dec 8 - Dec 9
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 47 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. Great Wolf Lodge Illinois - Family-friendly resort. Has 5 restaurants, 6 indoor pools, and 2 bars. Lincolnshire Marriott Resort - Golf resort. Enjoy the 2 restaurants, 2 bars, and golf course.
How many hotel resorts will I find in Chicago?
Choose among Expedia’s 47 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 Wrigley Field.
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.