Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Chicago Hotels with a Pool

Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1711)
"Great location"
The price is AED 837
AED 1,095 total
includes taxes & fees
30 Oct - 31 Oct
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile by IHG
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2457)
"Great stay "
The price is AED 988
AED 1,277 total
includes taxes & fees
30 Oct - 31 Oct
InterContinental Chicago Magnificent Mile by IHG
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Indoor pool

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3.0 star property
7.2 out of 10, Good, (1102)
"Good breakfast "
The price is AED 325
AED 370 total
includes taxes & fees
5 Oct - 6 Oct
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2826)
"Great hotel in grand location."
The price is AED 741
AED 978 total
includes taxes & fees
19 Oct - 20 Oct
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg by IHG
Pool

Holiday Inn Chicago - Schaumburg by IHG

3.5 star property
8.4 out of 10, Very Good, (1000)
"Great stay for weekend getaway to the area."
The price is AED 404
AED 465 total
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Chicago - Schaumburg by IHG
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2076)
"Great hotel"
The price is AED 585
AED 686 total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1993)
"Great property with great staff and amenities. "
The price is AED 687
AED 898 total
includes taxes & fees
23 Oct - 24 Oct
Palmer House a Hilton Hotel
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2235)
"Very nice hotel "
The price is AED 676
AED 901 total
includes taxes & fees
23 Oct - 24 Oct
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Indoor pool, open 6:00 AM to 11:00 PM, sun loungers

Country Inn & Suites by Radisson, Schaumburg, IL

3.0 star property
8.8 out of 10, Excellent, (1072)
"Pleasant stay"
The price is AED 363
AED 418 total
includes taxes & fees
2 Nov - 3 Nov
Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore by IHG
Indoor pool

Holiday Inn Chicago North Shore by IHG

3.0 star property
7.6 out of 10, Good, (1358)
"Nice location near a lot of stores, restaurants, hotel is clean and love the pool and jacuzzi"
The price is AED 437
AED 500 total
includes taxes & fees
27 Oct - 28 Oct
Holiday Inn Chicago North Shore by IHG
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Love this place "
Vedran 1-night trip
Posted 20 hours ago
Congress Plaza Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 122 places to stay with pools. While you're here, you can explore attractions like Michigan Avenue and Navy Pier, and then kick back and relax poolside at one of the accommodations in Chicago that guests like for their pools.
What are some hotels with pools in Chicago?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from Willis Tower. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Provides a snack bar/deli, a pool, and complimentary wireless internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.
How many hotels with pools will I be able to find in Chicago?
Expedia's 122 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places like Michigan Avenue, Navy Pier, and Wrigley Field while you're in Chicago. Surround yourself with nature at Millennium Park and Grant Park. Visitors have positive things to say about the popular theater scene and stunning architecture in Chicago.
When is the best time to book a hotel with a pool in Chicago?
You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Chicago in the warmest months of July, August, or June when the average temperature is 70°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 31°F.
What's the best way to travel around Chicago?
Knowing the transportation options in Chicago can help you enjoy the area beyond your hotel pool. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station. If you'd like to venture out around the area, you may want to rent a car for your trip.