TOP Hotels with Swimming Pool in Oak Park, IL for 2026

Q: What are some accommodation options with pools in Oak Park?

Congress Plaza Hotel : Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions. Hotel Riu Plaza Chicago : Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. Embassy Suites by Hilton Chicago Downtown River North : Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool and a health club. Hilton Chicago/Magnificent Mile Suites : Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool and complimentary wireless Internet access. Eurostars Magnificent Mile : Hotel, 8-minute walk from Lake Michigan. Features a 24-hour fitness centre, an indoor pool and flat-screen televisions.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Oak Park Hotels with Swimming Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Oak Park hotels with a pool

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

₹11,192 total

includes taxes & fees

18 Mar - 19 Mar

The Wade

Downtown Chicago

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

₹11,747 total

includes taxes & fees

22 Mar - 23 Mar

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

Aloft Chicago Mag Mile

Downtown Chicago

Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

₹11,855 total

includes taxes & fees

15 Mar - 16 Mar

Outdoor pool, 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.

₹11,400 total

includes taxes & fees

22 Mar - 23 Mar

Homewood Suites by Hilton Chicago-Downtown

Downtown Chicago

₹11,950 total

includes taxes & fees

19 Mar - 20 Mar

Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

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

₹13,167 total

includes taxes & fees

22 Mar - 23 Mar

Renaissance Chicago Downtown Hotel

Downtown Chicago

Splash into pure relaxation at this city centre hotel's indoor pool with loungers and fitness centre access.

₹23,338 total

includes taxes & fees

20 Mar - 21 Mar

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 centre.

₹16,489 total

includes taxes & fees

22 Mar - 23 Mar

View all properties

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

"Awesome area"

The Wade

8/10 Good

"The hotel room looked better in the pictures. We have platinum rewards and they did not upgrade us to a bigger room. The room is pretty tight and the bathroom is small with a tub shower. It was clean but a little worn looking. The view of the lake was spectacular even through the fog. The breakfast was very good. The hotel is very modern looking downstairs. The pool was very large and nice."

Embassy Suites by Hilton Chicago Downtown River North

6/10 Okay

"Great location. Room was very hot. U can't switch heat to AC in the rooms. U just have to deal with what the hotel has it on. Also they would only give us one little fan to cool off. Not 2 which I'm sure they had plenty of. Other then that no complaints. They give a free happy hour with 2 free drinks a night from 530-7. And the free breakfast is great "

Frequently asked questions

What are some accommodation options with pools in Oak Park?

Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions. Hotel Riu Plaza Chicago: Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool and a health club. Hilton Chicago/Magnificent Mile Suites: Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool and complimentary wireless Internet access. Eurostars Magnificent Mile: Hotel, 8-minute walk from Lake Michigan. Features a 24-hour fitness centre, an indoor pool and flat-screen televisions.

What is there to see and do in Oak Park?

Explore places such as Wrigley Field, Michigan Avenue and United Center while you're in the area. Make a point to visit attractions such as 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'll be visiting Oak Park in the hottest months of July, August or June, when the average temp is 22°C. Accommodation 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 -1°C.

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

Knowing the transportation options in and around Oak Park can help you enjoy the area beyond your hotel pool. You can access metro transport at Ridgeland Station (Green Line), Oak Park Station (Green Line) and Oak Park Station (Blue Line). To venture out into the surrounding area, hop aboard a train at Oak Park Station.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Swimming Pool in Oak Park on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Oak Park Hotels with Swimming Pool