Find Hotels with a Pool in Oak Park, IL

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 a Pool

Our top choices for Oak Park hotels with a pool

Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3469)
"Amazing stay, beautiful view!"
United States
Joshua
The price is ￥18,074
￥21,218 total
includes taxes & fees
Dec 26 - Dec 27
voco Chicago Downtown - Riverwalk by IHG
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2964)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is ￥12,309
￥14,451 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Aloft Chicago Mag Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1757)
"Clean and staff was courteous. "
United States
HANNAH
The price is ￥11,094
￥13,021 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1053)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is ￥15,269
￥22,497 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2746)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is ￥12,091
￥18,767 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2136)
"Loved and enjoyed our stay"
United States
Luis
The price is ￥17,248
￥24,142 total
includes taxes & fees
Dec 21 - Dec 22
Palmer House a Hilton Hotel
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2317)
"Wonderful customer service, great location! "
United States
Michelle
The price is ￥15,566
￥23,258 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Royal Sonesta Chicago River North
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2195)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
The price is ￥13,926
￥16,348 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4244)
"Excellent location Restaurant attached "
United States
Rebecca
The price is ￥12,714
￥14,924 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2039)
"room was good,location was perfect!"
United States
Kyan
The price is ￥16,204
￥19,022 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Chicago Dwtn - The Mart by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Oak Park Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Breakfast was delicious as always. But being in Chicago at this time of year, no AC was needed. LoL. Staff was exceptional! No complaints other than our room was directly in front of the elevator so it was a little loud on occasion 😔 but at the same time, it was convenient. ☺️"
Beverly 3-night trip
Posted 4 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Oak Park?
Palmer House a Hilton Hotel: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Congress Plaza Hotel: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club.
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.