Search Hotels with Pool in Chicago

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Check availability on Chicago Hotels with Pool

Our top choices for Chicago hotels with a pool

Indoor pool, open 7:00 AM to 10:00 PM, pool loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,034 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is 1.996.216 ₫
2.343.359 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Aloft Chicago Mag Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,235 reviews)
"Great hotel "
United States
Jeffrey
The price is 2.239.964 ₫
2.629.493 ₫ total
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,385 reviews)
"Lovely staff, very clean hotel, convenient location."
United States
Tierra
The price is 2.592.200 ₫
3.883.496 ₫ total
includes taxes & fees
19 Jan - 20 Jan
The Royal Sonesta Chicago River North
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,068 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is 2.574.068 ₫
3.792.604 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Hyatt Centric Chicago Magnificent Mile
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,591 reviews)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is 2.652.866 ₫
3.114.199 ₫ total
includes taxes & fees
19 Jan - 20 Jan
The Wade
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,811 reviews)
"Staff was great hotel clean close to a lot of dining and stores "
United States
Joseph
The price is 1.981.507 ₫
2.326.092 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,788 reviews)
"Great hotel staff and location. "
United States
Jacqueline
The price is 2.519.435 ₫
3.728.472 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,317 reviews)
"Amazing staff and perfect location "
United States
Brandi
The price is 2.046.121 ₫
2.401.943 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool, open 5:00 AM to 11:00 PM, pool loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,590 reviews)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is 3.283.250 ₫
3.854.206 ₫ total
includes taxes & fees
18 Jan - 19 Jan
voco Chicago Downtown - Riverwalk by IHG
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,820 reviews)
"Great hotel"
United States
Yavuz
The price is 3.675.139 ₫
4.997.162 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Radisson Blu Aqua Hotel Chicago
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

Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great holiday, you might want to think about lively Chicago, which offers 122 places to stay with pools. While you're visiting, you can explore attractions such as Michigan Avenue and Wrigley Field, and then kick back and relax poolside at one of the accommodation options in Chicago that guests like for their pools.
How many hotels with pools should I expect 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 such as Michigan Avenue, Wrigley Field and Naval Base Great Lakes while you're in Chicago. Surround yourself with nature at Millennium Park and Lake Michigan. Visitors have positive things to say about the popular theatre 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 accommodation with an outdoor swimming pool if you're planning to visit Chicago in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.
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. You can access metro transport 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.