The Best Hotels with a Pool in Oak Lawn, IL from ￥25,789 in 2026

Q: What are some accommodations with pools in Oak Lawn?

Congress Plaza Hotel : Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection - Magnificent Mile : Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hotel Riu Plaza Chicago : Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago : Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. Freehand Chicago : Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club.

Chicago riverfront and skyline at dusk. Chicago is the most populous city in the US state of Illinois and in the Midwestern United States.

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Our top choices for Oak Lawn hotels with a pool

Hilton Chicago/Oak Lawn

Oak Lawn

Dive into year-round aquatic bliss with an indoor pool and 24-hour fitness center complemented by friendly, professional service.

￥28,541 total

includes taxes & fees

Jul 7 - Jul 8

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

￥30,577 total

includes taxes & fees

Jul 7 - Jul 8

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

￥43,642 total

includes taxes & fees

Jul 5 - Jul 6

Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.

￥45,000 total

includes taxes & fees

Jul 2 - Jul 3

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.

￥29,536 total

includes taxes & fees

Jul 5 - Jul 6

The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

￥43,607 total

includes taxes & fees

Jun 29 - Jun 30

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

￥37,441 total

includes taxes & fees

Jul 7 - Jul 8

Hyatt Place Munster

Munster

Escape to the indoor oasis at this art deco hotel, where poolside relaxation meets modern comfort.

￥25,789 total

includes taxes & fees

Jun 28 - Jun 29

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Choose what matters most at hotels with a pool in Oak Lawn

Breakfast included

Hot tub

Top Oak Lawn Hotel Reviews

Fairmont Chicago at Millennium Park

8/10 Good

"Clean room, overall nice hotel, restaurant was nice for happy hour. Lobby smelled like an old lady and peltons in gym were broken. Overall lovely stay."

Hotel Felix River North/Magnificent Mile

8/10 Good

"Hotel Felix was in a fantastic location. The staff were very friendly. Our room on the 9th floor with 2 double beds was small, with only a mini fridge. The curtains were old and difficult to open and close. The WiFi would drop or was very slow. The television also provided issues, turning off or to the starting screen, multiple times. The hotel offered only coffee/tea and fresh fruit until 9am. The staff made our stay more enjoyable."

Frequently asked questions

What are some accommodations with pools in Oak Lawn?

Congress Plaza Hotel: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection - Magnificent Mile: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hotel Riu Plaza Chicago: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. Freehand Chicago: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club.

What is there to see and do in Oak Lawn?

While you're in the area, consider exploring places like Soldier Field, Michigan Avenue, and Navy Pier. Make a point to visit attractions like Childrens Museum of Oak Lawn. Travelers love Oak Lawn for its array of dining options.

When is the best time to book a hotel with a pool in Oak Lawn?

You may want to think about a place to stay with an outdoor swimming pool if you will be visiting Oak Lawn in the hottest months of July, August, or June when the average temp is 71°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 31°F.

What's the best way to travel around Oak Lawn?

Knowing the transportation options in Oak Lawn can help you enjoy the area beyond your hotel pool. To see more of the larger area, hop on a train at Oak Lawn Station. Oak Lawn may not have many public transit options so consider a car rental to maximize your time.

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