The Best Hotels with a Pool in Oak Lawn, IL from ₩207,226 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. Hilton Chicago/Magnificent Mile Suites : Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. Embassy Suites by Hilton Chicago Downtown River North : Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, an indoor pool, and complimentary wireless internet access. Hotel Riu Plaza Chicago : Hotel, 8-minute walk from Lake Michigan. Offers a 24-hour fitness center, an indoor pool, and flat-screen televisions. Hilton Chicago O'Hare Airport : Hotel, 12-minute walk from Millennium Park. Features 2 restaurants, an indoor pool, and a health club.

Tampier Lake in the Chicago Suburbs at the Early Evening around Sunset

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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.

₩207,226 total

includes taxes & fees

Apr 26 - Apr 27

Palmer House a Hilton Hotel

Downtown Chicago

Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.

₩349,906 total

includes taxes & fees

May 8 - May 9

Sheraton Grand Chicago Riverwalk

Downtown Chicago

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

₩453,586 total

includes taxes & fees

May 9 - May 10

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

Aloft Chicago Mag Mile

Downtown Chicago

Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

₩224,130 total

includes taxes & fees

Apr 26 - Apr 27

Sentral Michigan Avenue

Downtown Chicago

Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment.

₩292,086 total

includes taxes & fees

Apr 26 - Apr 27

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

₩229,395 total

includes taxes & fees

Apr 26 - Apr 27

The Wade

Downtown Chicago

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

₩345,740 total

includes taxes & fees

Apr 26 - Apr 27

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.

₩422,659 total

includes taxes & fees

May 9 - May 10

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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

The Wade

10/10 Excellent

"Friendly staff, clean room and clean common places. Gym and pool area were nice too"

Eurostars Magnificent Mile

10/10 Excellent

"The only negative note I had was I wanted to be able to go to my balcony to check out the city from my room but besides that. I had a WONDERFUL stay. The rooms were nicely organized and cleaned and the showers felt amazing. If I ever go to Chicago, i will definitely book with them again! "

DoubleTree by Hilton Chicago - Magnificent Mile

4/10 Poor

"Unfortunately it wasn’t a great stay. Our room was not serviced for two of the four days, despite asking for it. In addition, the outdoor pool was closed for the duration of the stay despite being advertised on booking and was one of the reasons the hotel was booked. Breakfast was good but has an awkward system where a credit is allocated and if it’s exceeded it’s charged to your room, could be better. "

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. Hilton Chicago/Magnificent Mile Suites: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, an indoor pool, and complimentary wireless internet access. Hotel Riu Plaza Chicago: Hotel, 8-minute walk from Lake Michigan. Offers a 24-hour fitness center, an indoor pool, and flat-screen televisions. Hilton Chicago O'Hare Airport: Hotel, 12-minute walk from Millennium Park. Features 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 Navy Pier, Wrigley Field, and United Center. 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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