Hotels with Swimming Pool in Chicago, Illinois

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Hotels with Swimming Pool

Top Chicago Hotels with Swimming Pool

Radisson Blu Aqua Hotel Chicago
Relax by the rectangular pool with marked lanes, surrounded by sun loungers and a seating area.

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1521)
"Great location and views from rooms were beautiful. "
The price is P10,533
P14,112 total
includes taxes & fees
Aug 17 - Aug 18
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile by IHG
Relax by the pool in a spacious area with a geometric ceiling design and large windows.

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2064)
"Great hotel"
The price is P15,806
P20,387 total
includes taxes & fees
Aug 10 - Aug 11
InterContinental Chicago Magnificent Mile by IHG
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swimmers can enjoy a rectangular pool surrounded by a concrete deck.

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3.0 star property
7.0 out of 10, Good, (1029)
"I had a great stay"
The price is P5,306
P6,048 total
includes taxes & fees
Jul 20 - Jul 21
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2447)
"Amazing Stay!"
The price is P10,492
P13,996 total
includes taxes & fees
Aug 6 - Aug 7
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg by IHG
Relax by the pool surrounded by comfortable lounge chairs and tables.

Holiday Inn Chicago - Schaumburg by IHG

3.5 star property
8.4 out of 10, Very Good, (1005)
"Good hotel, convenient."
The price is P6,870
P7,900 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Chicago - Schaumburg by IHG
DoubleTree by Hilton Chicago - Magnificent Mile
Relax by the pool surrounded by lounge chairs and umbrellas, taking in the city skyline views.

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1915)
"I loved the room pool view, the restaurants & the location "
The price is P9,687
P11,371 total
includes taxes & fees
Aug 17 - Aug 18
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Relax by the pool surrounded by comfortable lounge chairs and framed artwork.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1786)
"Love this hotel"
The price is P10,417
P13,660 total
includes taxes & fees
Aug 4 - Aug 5
Palmer House a Hilton Hotel
Hilton Chicago
Relax by the large indoor pool surrounded by lounge chairs and lush greenery.

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1996)
"Great stay! "
The price is P10,533
P14,045 total
includes taxes & fees
Aug 4 - Aug 5
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Relax by the pool surrounded by comfortable lounge chairs and tables.

Country Inn & Suites by Radisson, Schaumburg, IL

3.0 star property
8.8 out of 10, Excellent, (1005)
"The stay was great. Would stay again."
The price is P5,999
P6,898 total
includes taxes & fees
Aug 17 - Aug 18
Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore by IHG
Relax by the pool surrounded by lounge chairs and a glass barrier offering a view of the hotel's upper levels.

Holiday Inn Chicago North Shore by IHG

3.0 star property
7.4 out of 10, Good, (1282)
"A clean and comfortable stay for a very reasonable price. "
The price is P7,502
P8,588 total
includes taxes & fees
Aug 17 - Aug 18
Holiday Inn Chicago North Shore by IHG
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.

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 48 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 University of Illinois Chicago. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Provides a snack bar/deli, a pool, and complimentary wireless internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel steps from Rosemont Theatre. Features 3 restaurants, an indoor 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 48 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.