The Best Hotels with a Pool in Oak Park, IL from AED 325 in 2026

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

Congress Plaza Hotel : Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club. Hilton Chicago : 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, 5-minute walk from Michigan Avenue. Features a rooftop terrace, a seasonal outdoor pool, and LED televisions. The Royal Sonesta Chicago Downtown : Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. River Hotel : Hotel, 2-minute walk from Michigan Avenue. Provides a snack bar/deli, an indoor pool, and complimentary wired internet access.

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Our top choices for Oak Park hotels with a pool

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Jennifer

AED 346 total

includes taxes & fees

8 Feb - 9 Feb

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

ANN

AED 325 total

includes taxes & fees

9 Feb - 10 Feb

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Anani

AED 368 total

includes taxes & fees

4 Feb - 5 Feb

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

Aloft Chicago Mag Mile

Downtown Chicago

Alec

AED 349 total

includes taxes & fees

4 Feb - 5 Feb

Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

Ashley

AED 436 total

includes taxes & fees

8 Feb - 9 Feb

The Royal Sonesta Chicago River North

Downtown Chicago

Joseph

AED 596 total

includes taxes & fees

5 Feb - 6 Feb

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Tim

AED 582 total

includes taxes & fees

8 Feb - 9 Feb

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

Kelan

AED 593 total

includes taxes & fees

11 Feb - 12 Feb

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Top Oak Park Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Service was amazing and the staff were there for everything we needed. The rooms were extremely clean. "

Eurostars Magnificent Mile

10/10 Excellent

"We arrived later than planned due to the weather, but the front desk staff greeted us warmly and made us feel welcome right away. They were very friendly and kind. As always, the room was clean this has been consistent every time we stay. The bed and pillows were comfortable, and I absolutely loved the shower. Overall, it’s an all-around great hotel, and we always enjoy our stay here."

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Frequently asked questions

What are some accommodations with pools in Oak Park?

Congress Plaza Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club. Hilton Chicago: 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, 5-minute walk from Michigan Avenue. Features a rooftop terrace, a seasonal outdoor pool, and LED televisions. The Royal Sonesta Chicago Downtown: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. River Hotel: Hotel, 2-minute walk from Michigan Avenue. Provides a snack bar/deli, an indoor pool, and complimentary wired internet access.

What is there to see and do in Oak Park?

Explore places like Wrigley Field, Michigan Avenue, and United Center while you're in the area. Take in the natural beauty with a stop at Oak Park Conservatory. 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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