Search Hotels with Pool in Chicago

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Check availability on Chicago Hotels with Pool

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Top Chicago Hotels with Pool

Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (2001)
"Great place to stay."
The price is 4.572.038 ₫
6.026.291 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Palmer House a Hilton Hotel
The Hoxton Chicago
Seasonal outdoor pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Great location, very clean, friendly staff!"
The price is 5.773.935 ₫
6.778.022 ₫ total
includes taxes & fees
26 Oct - 27 Oct
The Hoxton Chicago
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2078)
"Great hotel"
The price is 4.197.308 ₫
4.927.220 ₫ total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Aloft Chicago Mag Mile
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2852)
"Had a great stay!"
The price is 3.875.655 ₫
4.549.632 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Aloft Chicago Mag Mile
InterContinental Chicago Magnificent Mile by IHG
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2476)
"Great stay "
The price is 5.319.139 ₫
7.087.819 ₫ total
includes taxes & fees
2 Nov - 3 Nov
InterContinental Chicago Magnificent Mile by IHG
Hyatt House Chicago West Loop
Indoor pool

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1047)
"Great location near lots of restaurants. "
The price is 5.141.175 ₫
6.035.225 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Hyatt House Chicago West Loop
voco Chicago Downtown - Riverwalk by IHG
Indoor pool, open 5:00 AM to 11:00 PM, pool loungers

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3194)
"Great stay "
The price is 4.408.228 ₫
5.174.820 ₫ total
includes taxes & fees
2 Nov - 3 Nov
voco Chicago Downtown - Riverwalk by IHG
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2249)
"We loved this hotel it was beautiful and convenient . "
The price is 4.849.051 ₫
6.466.113 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
The Wade
1 bedroom, premium bedding, down duvets, pillow-top beds

The Wade

4.5 star property
8.4 out of 10, Very good, (1347)
"Great place to stay"
The price is 4.402.955 ₫
5.168.629 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Wade
Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1020)
"Great stay"
The price is 3.339.127 ₫
3.919.802 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Best Western River North Hotel
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

Explore a world of travel with Expedia

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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 Navy Pier, 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, 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 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.