Search Hotels with Pool in Chicago

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Check availability on Chicago Hotels with Pool

Top Chicago Hotels with Pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3678)
"Ideally located with great shopping and dining experiences nearby."
The price is 3.775.409 ₫
4.431.953 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (1610)
"Perfect for a 2 night stay, reasonable rate at a great location."
The price is 3.105.218 ₫
3.645.216 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Chicago Downtown South Loop

The Wade

4.5 star property
8.4 out of 10, Very good, (1180)
"Awesome place to stay"
The price is 3.968.582 ₫
4.658.718 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Wade

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (2007)
"Was a great location just a few blocks from the beach. "
The price is 3.440.314 ₫
4.038.585 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Homewood Suites by Hilton Chicago Downtown South Loop

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2793)
"We love our stay here !"
The price is 3.653.198 ₫
4.288.488 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Aloft Chicago Mag Mile

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2077)
"Good hotel in good location. "
The price is 3.677.377 ₫
5.088.250 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1983)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is 4.184.094 ₫
4.911.708 ₫ total
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1858)
"Nice place to stay"
The price is 4.557.299 ₫
6.006.862 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Palmer House a Hilton Hotel

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 3.775.409 ₫
4.431.953 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Chicago West Loop Fulton Market Area

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (265)
"Great place. Good stay for family vacation to Chicago"
Level Chicago Fulton Market
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

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 49 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 49 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.