Find Hotels with a Pool in Chicago, IL from CA $169

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Check availability on Chicago Hotels with a Pool

Top Chicago Hotels with a Pool

The Wade
1 bedroom, premium bedding, down comforters, pillowtop beds

The Wade

4.5 star property
8.4 out of 10, Very good, (1179)
"Awesome place to stay"
The price is CA $208
CA $244 total
includes taxes & fees
Sep 1 - Sep 2
The Wade
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, (1609)
"Perfect for a 2 night stay, reasonable rate at a great location."
The price is CA $169
CA $198 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Garden Inn Chicago Downtown South Loop
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1981)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is CA $219
CA $257 total
includes taxes & fees
Aug 24 - Aug 25
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2006)
"Was a great location just a few blocks from the beach. "
The price is CA $180
CA $212 total
includes taxes & fees
Sep 2 - Sep 3
Homewood Suites by Hilton Chicago Downtown South Loop
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2076)
"Good hotel in good location. "
The price is CA $193
CA $267 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Chicago
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, (3682)
"Ideally located with great shopping and dining experiences nearby."
The price is CA $198
CA $232 total
includes taxes & fees
Sep 3 - Sep 4
Hilton Garden Inn Chicago Downtown/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, (1858)
"Nice place to stay"
The price is CA $239
CA $315 total
includes taxes & fees
Aug 24 - Aug 25
Palmer House a Hilton Hotel
Hampton Inn Chicago West Loop Fulton Market Area
Indoor pool, sun loungers

Hampton Inn Chicago West Loop Fulton Market Area

2.5 star property
9.0 out of 10, Wonderful, (1001)
"We had a great stay!"
The price is CA $198
CA $232 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Chicago West Loop Fulton Market Area
Aloft Chicago Mag Mile
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2792)
"We love our stay here !"
The price is CA $191
CA $225 total
includes taxes & fees
Sep 1 - Sep 2
Aloft Chicago Mag Mile
Sentral Michigan Avenue
Indoor pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (874)
"Great stay!"
The price is CA $233
CA $314 total
includes taxes & fees
Sep 2 - Sep 3
Sentral Michigan Avenue
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

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Great hotel. The lobby is a must-see!"
Stephen 3-night trip
Posted 9 hours ago
Palmer House a Hilton Hotel

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 49 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. 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 center.
How many hotels with pools will I be able to find in Chicago?
Expedia's 49 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.