Best Resorts in Chicago

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Check prices for these dates

Next weekend
May 2 - May 4
In two weeks
May 9 - May 11
In one month
May 23 - May 25
In two months
Jun 20 - Jun 22

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

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, (1005)
"My stay was great. The staff was very accommodating. I was able do extend my stay with a smooth transaction. I’d definitely stay here again."
The price is $141
includes taxes & fees
$127 per night
Apr 27 - Apr 28
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Great Wolf Lodge Illinois
Children's area

Great Wolf Lodge Illinois

3.0 star property
8.6 out of 10, Excellent, (980)
"Excellent location to enjoy family fun in the cool months. "
The price is $189
includes taxes & fees
$171 per night
Apr 28 - Apr 29
Great Wolf Lodge Illinois
Eaglewood Resort and Spa
Front of property - evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1004)
"I had a room facing the golf course. In my opinion this is the way to go. The resort room only lacks up to date cell phone chargers. "
The price is $139
includes taxes & fees
$125 per night
Apr 24 - Apr 25
Eaglewood Resort and Spa
Lincolnshire Marriott Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (939)
"Great stay"
The price is $156
includes taxes & fees
$139 per night
May 2 - May 3
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
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (733)
"it was perfect will stay again"
The price is $198
includes taxes & fees
$169 per night
Apr 24 - Apr 25
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (478)
"The room was prettt clean but there were several dusty areas. The beds were not comfortable and very low to the ground. The sofa sleeper was only comfortable if you slept on top of a comforter."
The price is $156
includes taxes & fees
$133 per night
Apr 30 - May 1
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (273)
"Charming, minimalist, accessible and modern, just what I needed, ideal for couples or single people who want to enjoy the city."
The price is $159
includes taxes & fees
$136 per night
Apr 24 - Apr 25
Sonder Market Hall
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 41 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 41 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 Soldier 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.