The Best Hotels with a Pool in Oak Park, IL from AED 659 in 2026

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

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 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. The Chicago Hotel Collection Ambassador Gold Coast : Hotel, 4-minute walk from State Street. Provides 2 restaurants, an indoor pool, and a health club. Hilton Chicago/Magnificent Mile Suites : Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli.

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Our top choices for Oak Park hotels with a pool

The Wade

Downtown Chicago

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

AED 738 total

includes taxes & fees

2 Jul - 3 Jul

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

AED 698 total

includes taxes & fees

6 Jul - 7 Jul

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

Aloft by Marriott 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.

AED 699 total

includes taxes & fees

6 Jul - 7 Jul

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.

AED 1,105 total

includes taxes & fees

6 Jul - 7 Jul

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.

AED 970 total

includes taxes & fees

30 Jun - 1 Jul

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

AED 659 total

includes taxes & fees

1 Jul - 2 Jul

Indoor pool, open 6:00 AM to 10:00 PM, sun loungers

Sheraton Grand Chicago Riverwalk

Downtown Chicago

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

AED 1,087 total

includes taxes & fees

2 Jul - 3 Jul

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.

AED 732 total

includes taxes & fees

6 Jul - 7 Jul

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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

Eurostars Magnificent Mile

10/10 Excellent

"Great hotel, great service! Would recommend, will be staying again!"

Congress Plaza Hotel

8/10 Good

"Parking was difficult, trying to trek luggage around and find parking was terrible, but the staff was helpful. You can pull in front of the hotel and unload and they will hold your luggage. There is a parking lot behind the hotel, spaces were very tight and prices were about $45 a night. Hotel was built in 1893 so the rooms aren’t extravagant, they have character. Great location for walking the city. "

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"Very clean rooms. Housekeeping doesn't clean rooms daily. Every few days, so I had to ask for clean towels. No big deal. Breakfast was awesome! Kiss the cook! Staff was friendly and hotel in the heart of it all. Great bagels next door. Will definitely stay there again."

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"Good stay, rooms and staff were decent. I was disappointed there isn’t a microwave as we were there 3 nights and needed one in our room. We found parking convenient and location was walkable to downtown. Enjoyed our stay and Chicago. Would stay again, just would love a microwave."

Hyatt Regency O'Hare Chicago

10/10 Excellent

"Somehow I lucked out and arrived on a very slow weekend, which is nice but can also be very bad in terms of service. This wasn't the case at all. Service was top notch and readily available. My room was clean, comfortable and had a little balcony looking out on the airport. Despite this, my room was adequately quiet. As for the ambiance of the hotel, it was welcoming and uniquely elegant. Based on my experience, I would recommend a stay here."

InterContinental Chicago Magnificent Mile by IHG

8/10 Good

"Overall hotel is beautiful but very old and rooms small. Parking was not big enough to accommodate our large van for valet so we had to find our own parking in that busy city. Pool area was extremely stuffy and humid I was having a hard time breathing and felt suffocated. Had to leave the area . Unpleasant area to sit inside. Wish they would open a few of the windows in the area. This was a big issue for us bc it was raining outside and so my kids wanted to swim indoors."

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Frequently asked questions

What are some accommodations with pools in Oak Park?

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 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. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 4-minute walk from State Street. Provides 2 restaurants, an indoor pool, and a health club. Hilton Chicago/Magnificent Mile Suites: Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli.

What is there to see and do in Oak Park?

Explore places like Wrigley Field, Michigan Avenue, and Soldier Field 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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