Chicago Hotel with Pool

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Check availability on Chicago Hotel with Pool

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Chicago Hotel with Pool

The Wade
1 bedroom, premium bedding, down duvets, pillow-top beds

The Wade

4.5 star property
8.2 out of 10, Very good, (1133)
"My room had tile damage in the bathroom. Also it was a bit dusty. The overall area was clean around the property. The
pool
is amazing and the area was clean. The room service was great. I’ll definitely come back again. "
Kristina
The price is HK$1,052
HK$1,235 total
includes taxes & fees
17 Aug - 18 Aug
The Wade
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1936)
"Great location. Liked the property and had a great
pool
area"
Leanna
The price is HK$1,261
HK$1,480 total
includes taxes & fees
21 Aug - 22 Aug
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, (1819)
"Socializing with a glass of wine in the bar areas was a high priced luxury!
Pool
was wonderful, room was comfortable and staff were outstanding. "
Clarke
The price is HK$1,361
HK$1,794 total
includes taxes & fees
21 Aug - 22 Aug
Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3623)
"Such a nice room with a city view."
Kerry
The price is HK$1,181
HK$1,386 total
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Hoxton Chicago
Seasonal outdoor pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1012)
"Awesome staff. The
pool
was great. Loved The Lazy Bird."
Jennifer
The price is HK$1,641
HK$1,926 total
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago
Hilton Garden Inn Chicago Downtown South Loop
Pool

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (1619)
"Perfect location for a parents and kids"
Krystal
The price is HK$1,148
HK$1,347 total
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Chicago Downtown South Loop
Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1020)
"Overall a great stay. Beds were very comfortable and enjoyable. The
pool
was large and led right out to the rooftop terrace. "
Armando
The price is HK$967
HK$1,136 total
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel
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, (2790)
"I stayed here the week leading up to Thanksgiving 2024. Great location to many of the sites in Chicago. Was able to walk everywhere. The staff were friendly, and always willing to help out or answer any questions. The gym was great, got in a good workout & loved the views. I opted for the breakfast package which was nice being able to get something to eat before going out for the day. The lobby had lots of seating and games/
pool
table which kept my little one entertained and busy. We would...
Kristin
The price is HK$1,122
HK$1,318 total
includes taxes & fees
10 Aug - 11 Aug
Aloft Chicago Mag Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1569)
"Great location!!! Nice views, great food, loved the
outdoor pool
and comfortable beds. "
amy
The price is HK$1,444
HK$1,934 total
includes taxes & fees
17 Aug - 18 Aug
Radisson Blu Aqua Hotel Chicago
Homewood Suites by Hilton Chicago Downtown South Loop
Pool

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (2010)
"We LOVED our stay! It was such an easy walk to the Shedd and Field museum . The park across the street made for easy walks and runs!
Pool
was beautiful with a nice outside space too!"
Laura
The price is HK$1,168
HK$1,372 total
includes taxes & fees
26 Aug - 27 Aug
Homewood Suites by Hilton Chicago Downtown South Loop
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.

Top Chicago Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Elevator"
SHARON 1-night trip
Posted 21 hours ago
InterContinental Chicago Magnificent Mile by IHG

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 48 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.
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. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool and complimentary wireless Internet access. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Features a snack bar/deli, a 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 centre.
How many hotels with pools should I expect 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 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.