The Best Hotels with a Pool in Oak Park, IL from AED 309 in 2026

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

River Hotel : Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast : Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.

A historic house with a porch, a tower, and a sign indicating it is the birthplace of Ernest Hemingway.

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Our top choices for Oak Park hotels with a pool

A modern indoor pool area with lounge chairs, a wooden table, and large windows.

1. Hampton Inn & Suites Chicago Medical District UIC

Near West Side

Sleek indoor pool oasis at Chicago medical district hotel offers year-round swimming bliss.

AED 479 total

includes taxes & fees

22 Nov - 23 Nov

A hotel with a swimming pool, outdoor seating, and a view of the city skyline.

2. The Hotel at Midtown

Bucktown

Dive into tennis and spa bliss at this wellness-focused hotel with two pools and luxurious amenities.

AED 1,066 total

includes taxes & fees

15 Dec - 16 Dec

An indoor swimming pool with clear windows, green chairs, and a tiled deck.

3. 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.

AED 427 total

includes taxes & fees

23 Nov - 24 Nov

An indoor swimming pool with clear blue water, white walls, and blue accents.

4. Rodeway Inn Lyons - La Grange

Lyons

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

AED 346 total

includes taxes & fees

7 Dec - 8 Dec

An indoor swimming pool with a clear water surface, a metal ladder, and a no diving sign.

5. 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.

AED 406 total

includes taxes & fees

7 Dec - 8 Dec

A swimming pool with lounge chairs and a sunbed, large windows, and a view of buildings outside.

6. Hyatt Place Chicago Midway Airport

Bedford Park

Sun-drenched afternoons await at this indoor pool retreat with refreshing amenities and comfort.

AED 579 total

includes taxes & fees

11 Dec - 12 Dec

A modern indoor swimming pool with clear blue water, large windows offering city views, and a poolside area with chairs and a sun lounger.

7. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Splashy indoor pool luxury awaits with designer touches in Chicago's West Loop scene.

AED 547 total

includes taxes & fees

25 Nov - 26 Nov

An indoor swimming pool with clear water, surrounded by lounge chairs and a potted plant.

8. Embassy Suites by Hilton Chicago O'Hare Rosemont

Rosemont

Serene indoor pool with adult supervision provides family-friendly escape at this upscale hotel.

AED 530 total

includes taxes & fees

25 Nov - 26 Nov

A modern multi-story building with a reflection in the water, surrounded by trees.

9. Hyatt Lodge Oak Brook Chicago

Oak Brook

Discover serene luxury at this lakeside hotel where an indoor pool sanctuary awaits, surrounded by lush forests and hiking trails.

AED 677 total

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with clear blue water, surrounded by walls with large windows offering views of trees and buildings.

10. Hampton Inn & Suites Bridgeview Chicago

Summit

Soak in tranquility at this modern Chicago hotel with an inviting indoor pool, loungers, and 24-hour fitness center nearby.

AED 454 total

includes taxes & fees

11 Dec - 12 Dec

View all properties

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

Breakfast included

Hot tub

Top Oak Park Hotel Reviews

Hampton Inn & Suites Chicago Medical District UIC

Near West Side

10/10 Excellent

Rashad

Hampton Inn Chicago-O'Hare International Airport

Schiller Park

10/10 Excellent

After a terrible experience with the airline & an unexpected overnight stay without our bags, it was refreshing to end up at this Hampton Inn after a long international flight. The hotel was affordable & had a convenient 24 hr shuttle service. When the front desk concierge found out we didn’t have our bags she put a little bag together for us with tooth brushes, tooth paste, deodorant & razors. It was much appreciated.

Michelle

The Hotel at Midtown

Bucktown

10/10 Excellent

Becky

Hyatt Place Chicago Midway Airport

Bedford Park

10/10 Excellent

Jewels

A large indoor swimming pool with a tiled floor, seating areas, and windows.

Hampton Inn & Suites Rosemont Chicago O'Hare

Rosemont

10/10 Excellent

Rachel

Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

10/10 Excellent

The staff was amazing and the room was super spacious and clean!! The best layout of a room for a family of 3 who enjoy separate beds and a little privacy. We had the room with two queen beds and a sofa. Amazing view of chicago from the sky deck and the pool was a nice temp! Breakfast had great options and was delicious! Rosemary seasoned potatoes and captain crunch caught my eye! The elevator was a bit hard to navigate at times as you need a key. But great safety feature so no complaints!...

Valia

Embassy Suites by Hilton Chicago O'Hare Rosemont

Rosemont

10/10 Excellent

SHAUN

An indoor swimming pool with clear water, sunlit by large windows, surrounded by lounge chairs and a lifeguard stand.

Hyatt House Chicago Oak Brook

Oak Brook

10/10 Excellent

Edelmira

Hampton Inn & Suites Bridgeview Chicago

Summit

10/10 Excellent

Angelica

A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

10/10 Excellent

We will definitely be staying here again! Great location, clean room, and great service. They even have a great complimentary breakfast which is a must have in a city like Chicago. The staff was great also. We had to switch trains for an earlier one due to weather and got into Chicago in the AM. Check in is 4pm and with two small children we were worried about what to do for hours but the staff helped us out and luckily had a room available.

Alexander

An indoor swimming pool with a blue tiled floor, a pool lift, and several chairs and tables around the pool area.

avid hotel Chicago O’Hare – Des Plaines by IHG

Des Plaines

10/10 Excellent

Juli

A swimming pool with clear water, marked depth lines, and safety signs.

Holiday Inn Express & Suites Bensenville - O'Hare by IHG

Bensenville

10/10 Excellent

Ramzi

A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

10/10 Excellent

I was traveling with two 14 year olds on a business/vacation trip and we stayed here for five days. The location is great. I wanted a hotel that was convenient to the major attractions and downtown, and safe for the boys to walk around on their own. We were able to walk to Navy Pier, Millennium Park, the Loop, and the Hancock Building. It's a good 20-25 minute walk to Navy Pier, but you walk along Lakeshore Drive and it's very enjoyable. The property is very nice, although we didn't get the two...

Joanna

A hotel room with a large bed, a wooden cabinet, a chair, and a view of the city skyline.

Viceroy Chicago

Downtown Chicago

10/10 Excellent

Alia

An indoor swimming pool with a central fountain, surrounded by lounge chairs and a palm tree.

Hilton Garden Inn Chicago OHare Airport

Des Plaines

10/10 Excellent

Kathleen

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a table with chairs.

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Rosemont

10/10 Excellent

Misty

A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

10/10 Excellent

Forever one of my favorite hotels and one of my two favorite Courtyard properties I've ever stayed at! This is the 3rd year in a row we've stayed here when coming to Chicago and it never disappoints. It feels like a high-end hotel for an affordable price (considering where it is)! The staff is great super helpful, rooms are so clean and overall just is one of the nicest places! Highly recommend if you're looking for a spot in Chicago!

adriana

Frequently Asked Questions

What are some accommodations with pools in Oak Park?

River Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.

What is there to see and do in Oak Park?

Explore places like Wrigley Field, Soldier Field, and Navy Pier 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.

Find Hotels with a Pool in Oak Park, IL

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oak Park hotels with a pool

1. Hampton Inn & Suites Chicago Medical District UIC

2. The Hotel at Midtown

3. Hampton Inn Chicago-O'Hare International Airport

4. Rodeway Inn Lyons - La Grange

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

6. Hyatt Place Chicago Midway Airport

7. Hyatt House Chicago/West Loop-Fulton Market

8. Embassy Suites by Hilton Chicago O'Hare Rosemont

9. Hyatt Lodge Oak Brook Chicago

10. Hampton Inn & Suites Bridgeview Chicago

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

Top Oak Park Hotel Reviews

Hampton Inn & Suites Chicago Medical District UIC

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Oak Park?

What is there to see and do in Oak Park?

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

What's the best way to travel around Oak Park?