Hotels with Swimming Pool, Oak Park Chicago

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

Congress Plaza Hotel : Hotel, 2-minute walk from Michigan Avenue. Provides flat-screen televisions and an indoor pool. Omni Chicago Hotel : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hilton Chicago/Magnificent Mile Suites : Hotel, 3-minute walk from Millennium Park. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Hyatt Regency O'Hare Chicago : Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool, and a sauna.

A well-maintained garden with a lawn, a large tree, and a two-story house with a porch.

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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.

P12,342 total

includes taxes & fees

Jul 6 - Jul 7

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.

P12,269 total

includes taxes & fees

Jul 6 - Jul 7

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.

P18,624 total

includes taxes & fees

Jul 6 - Jul 7

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

P14,533 total

includes taxes & fees

Jul 7 - Jul 8

Best Western River North Hotel

Downtown Chicago

Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness center.

P9,874 total

includes taxes & fees

Jul 6 - Jul 7

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.

P13,667 total

includes taxes & fees

Jul 7 - Jul 8

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.

P13,803 total

includes taxes & fees

Jul 6 - Jul 7

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

Make a splash at this downtown Chicago hotel with an indoor pool, fitness center, and stunning city views from each room.

P11,602 total

includes taxes & fees

Jul 7 - Jul 8

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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

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"The hotel and room were clean but there were a few areas of peeling wallpaper and paintwork that could be addressed. Staff at reception were very helpful but some at the breakfast buffet were not so. Better communication of what is/is not included in your rate would be an improvement. Great location as just 5 minutes from Michigan avenue."

Frequently asked questions

What are some accommodations with pools in Oak Park?

Congress Plaza Hotel: Hotel, 2-minute walk from Michigan Avenue. Provides flat-screen televisions and an indoor pool. Omni Chicago Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hilton Chicago/Magnificent Mile Suites: Hotel, 3-minute walk from Millennium Park. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. Hyatt Regency O'Hare Chicago: Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool, and a sauna.

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 Mills Park and 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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