The Best Hotels with a Pool in Oak Park, IL from ₩143,741 in 2026

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

Hyatt Regency O'Hare Chicago : Hotel, 8-minute walk from Lake Michigan. Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Chicago Hotel Collection Ambassador Gold Coast : Hotel steps from 875 North Michigan Avenue. Features flat-screen televisions and an indoor pool. The Wade : Hotel steps from Michigan Avenue. Provides 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel : Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hilton Chicago O'Hare Airport : Hotel, 3-minute walk from Grant Park. Offers a full-service spa, an indoor pool, and a 24-hour fitness center.

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Our top choices for Oak Park hotels with a pool

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

Bensenville

Relax and revive with year-round swims at this O'Hare hotel's indoor pool and hot tub retreat.

₩188,674 total

includes taxes & fees

Aug 24 - Aug 25

Rodeway Inn Lyons - La Grange

Lyons

Swim year-round in a tranquil indoor pool at this convenient train station motel.

₩143,741 total

includes taxes & fees

Aug 24 - Aug 25

Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.

₩351,166 total

includes taxes & fees

Aug 16 - Aug 17

Hampton Inn Chicago-O'Hare International Airport

Schiller Park

Splash into cool escape at Chicago O'Hare's serene indoor pool, perfect for year-round laps and leisure dips.

₩225,871 total

includes taxes & fees

Aug 9 - Aug 10

The Wade

Downtown Chicago

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

₩294,554 total

includes taxes & fees

Aug 23 - Aug 24

Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

Float in style at this Chicago riverside retreat with a sleek indoor pool, two on-site restaurants, and skyline views.

₩388,446 total

includes taxes & fees

Aug 20 - Aug 21

Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area

Elmhurst

Dive into the hotel's all-season indoor pool with refreshing aquatic amenities, just steps from Fashion Outlets of Chicago.

₩188,891 total

includes taxes & fees

Aug 23 - Aug 24

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

₩313,257 total

includes taxes & fees

Aug 9 - Aug 10

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

Breakfast included

Hot tub

Top Oak Park Hotel Reviews

Fairmont Chicago at Millennium Park

10/10 Excellent

"Nsj"

Congress Plaza Hotel

8/10 Good

"Staff was helpful especially because I kept locking myself out of my room. It's a bit older hotel so it was a little unclear how to turn off or lower the air because I kept looking for a digital thermostat, buts it's a knob hidden under a little door on the air itself. Bed was comfortable. The room itself has been mostly modernized, but the bath tub was kinda old and had some suspicious brown stains and a bandage shaped thing by the drain that looked painted over. I could not removed either of these with a wet towel. Took a little while for the water to get hot, but when it did, it was hot. There was a lot of street noise from noisy loud motors, sirens, and loud music. My room was connected to another room unfortunately, so I could hear my neighbors's music/TV and every time their FB messenger went off. Wifi didn't really work. Nice location though. Close to public transport and walking distance to the parks and other things I went to."

Warwick Allerton - Chicago

8/10 Good

"We had a great stay for one night. The location is excellent, right on the main shopping street and within easy walking distance of lots of shops and attractions. The hotel offers reasonably priced luggage storage, which was really convenient, and we were able to check in early for an additional fee, which was worth it after travelling. There’s also a good café in the hotel, perfect for grabbing breakfast or a coffee. The room was a little small and slightly dated, but it was clean, comfortable, and perfectly adequate for what we needed for a one-night stay. Overall, we’d definitely stay here again for the location and convenience."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Nice pool and fitness center. The room was basic two double beds but outlets only available between the beds. This does not work well when two people want to charge their phones. Luggage can be checked for the day after checkout at the bell desk, but the process was inefficient and slow. Only 4 elevators for 26 floors. Parking across the street at Nordstrom's (enter on Rush) was convenient, booked through Spothero, and saved $40 over valet parking. All in all, you are paying for the location."

Frequently asked questions

What are some accommodations with pools in Oak Park?

Hyatt Regency O'Hare Chicago: Hotel, 8-minute walk from Lake Michigan. Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from 875 North Michigan Avenue. Features flat-screen televisions and an indoor pool. The Wade: Hotel steps from Michigan Avenue. Provides 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hilton Chicago O'Hare Airport: Hotel, 3-minute walk from Grant Park. Offers a full-service spa, an indoor pool, and a 24-hour fitness center.

What is there to see and do in Oak Park?

Explore places like United Center, Wrigley Field, and Michigan Avenue while you're in the area. Make a point to visit attractions like Oak Park Conservatory and Labyrinth. Oak Park appeals to visitors with its array of dining options and major shopping area.

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

You may want to think about a place to stay that has an outdoor pool if you plan to visit Oak Park 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 come to town 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 Park?

Knowing the transportation options in Oak Park can help you enjoy the area beyond your hotel pool. You can take advantage of metro transit at Ridgeland Station (Green Line), Oak Park Station (Green Line), and Oak Park Station (Blue Line). To see more of the larger area, ride aboard one of the trains from Oak Park Station.

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Our top choices for Oak Park hotels with a pool