Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Tonight
Mar 25 - Mar 26
Tomorrow
Mar 26 - Mar 27
This weekend
Mar 28 - Mar 30
Next weekend
Apr 4 - Apr 6

Compare Chicago Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

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, (1442)
"Good experience. Hotels bed were visibly dirty. Almost ruined the stay. "
The price is NT$5,493
NT$7,456 total
includes taxes & fees
Apr 20 - Apr 21
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (1796)
"Our whole experience was amazing. We will definitely be back. This is our new home when we are in Chicago "
The price is NT$6,143
NT$8,268 total
includes taxes & fees
Apr 20 - Apr 21
InterContinental Chicago Magnificent Mile by IHG
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Lobby

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

3.0 star property
6.8 out of 10, (1000)
"Good "
The price is NT$2,949
NT$3,362 total
includes taxes & fees
Mar 30 - Mar 31
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1991)
"The staff were helpful and kind. It is such a beautiful hotel. The views from our room were breathtaking."
The price is NT$5,483
NT$7,407 total
includes taxes & fees
Apr 4 - Apr 5
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg by IHG
Property amenity

Holiday Inn Chicago - Schaumburg by IHG

3.5 star property
8.4 out of 10, Very Good, (999)
"The folks at the desk were all so nice courteous! Caesar at the front desk was so sweet to my kiddos. We would definitely come back."
The price is NT$3,962
NT$4,556 total
includes taxes & fees
Mar 27 - Mar 28
Holiday Inn Chicago - Schaumburg by IHG
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1831)
"Hotel was great! Parking was super convenient- staff was AMAZING! Would recommend. Bathroom tub had some issues draining but didn’t hurt our stay at all. "
The price is NT$3,408
NT$4,001 total
includes taxes & fees
Apr 6 - Apr 7
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1668)
"Hotel was nice, clean, great staff and location. Hotel rooms are a little outdated but works "
The price is NT$4,323
NT$5,901 total
includes taxes & fees
Apr 20 - Apr 21
Palmer House a Hilton Hotel
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1734)
"The whole experience in the hotel was fun, enjoyable and memorable. I will definitely return. "
The price is NT$5,202
NT$7,076 total
includes taxes & fees
Apr 6 - Apr 7
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Lobby

Country Inn & Suites by Radisson, Schaumburg, IL

3.0 star property
8.8 out of 10, Excellent, (1002)
" "
The price is NT$3,630
NT$4,174 total
includes taxes & fees
Apr 16 - Apr 17
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
7.4 out of 10, Good, (1145)
"Great customer service "
The price is NT$3,138
NT$3,592 total
includes taxes & fees
Apr 20 - Apr 21
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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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 48 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 University of Illinois Chicago. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Features a snack bar/deli, a pool, and buffet. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Offers a snack bar/deli, a pool, and complimentary wireless internet access.
How many hotels with pools will I be able to find in Chicago?
Expedia’s 48 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.