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Check prices for these dates

Next weekend
27 June - 29 June
In two weeks
4 July - 6 July
In one month
18 July - 20 July
In two months
15 Aug - 17 Aug

Featured Resort in Chicago

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, (1003)
"Nice hotel"
The price is AU$233
includes taxes & fees
29 June - 30 June
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, (1007)
"Great customer service and had fun"
The price is AU$332
includes taxes & fees
17 July - 18 July
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, (1006)
"Great resort and great price"
The price is AU$254
includes taxes & fees
22 June - 23 June
Eaglewood Resort and Spa
Wind Creek Southland Casino and Hotel
Check-in/check-out kiosk

Wind Creek Southland Casino and Hotel

4.0 star property
9.0 out of 10, Wonderful, (19)
"It was a great stay"
The price is AU$342
includes taxes & fees
30 June - 1 July
Wind Creek Southland Casino and Hotel
Lincolnshire Marriott Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (955)
"The out door patio area is really nice."
The price is AU$240
includes taxes & fees
29 June - 30 June
Lincolnshire Marriott Resort
Hollywood Casino Joliet
Casino

Hollywood Casino Joliet

3.0 star property
7.4 out of 10, Good, (912)
"Property was quiet, clean lots of parking "
Hollywood Casino Joliet
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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Frequently asked questions

What is Chicago like for a resort holiday?
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. Pick from 42 resorts in Chicago and discover the right one for you, whether you picture yourself kicking back in a luxury suite or exploring the on-site boutiques.
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. Great Wolf Lodge Illinois - Family-friendly resort. Enjoy the 5 restaurants, 6 indoor pools and 2 bars. Lincolnshire Marriott Resort - Golf resort. Amenities include 2 restaurants, 2 bars and a golf course. Wind Creek Southland Casino and Hotel - Spa resort. Access to 4 restaurants, 3 bars and a full-service spa.
How many hotel resorts are there in Chicago?
Choose from Expedia’s 42 resort hotels in Chicago, where you’ll find fun for all the family, beautiful guest rooms and more.
What can I do in Chicago?
Travellers come to Chicago to experience its theatres, museums and other cultural offerings. Explore 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 seasonal weather in Chicago?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
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. Otherwise, you can search for flights to Chicago O’Hare International Airport (ORD), which is 15.7 mi (25.3 km) away. Nearby metro stations include Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.