Find Hotels with a Pool in Oak Park, IL

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Check availability on Oak Park Hotels with a Pool

Our top choices for Oak Park hotels with a pool

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, (1755)
"Clean and staff was courteous. "
United States
HANNAH
The price is ￥11,071
￥12,994 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hilton Garden Inn Chicago Downtown South Loop
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, (3460)
"Amazing stay, beautiful view!"
United States
Joshua
The price is ￥16,389
￥19,239 total
includes taxes & fees
Dec 14 - Dec 15
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, (2955)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is ￥12,621
￥14,816 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Aloft Chicago Mag Mile
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, (2183)
"The staff was amazing , can’t wait to return "
United States
Jasmin
The price is ￥13,898
￥16,314 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5384)
"excellent hotel "
United States
Myounghee
The price is ￥14,927
￥17,522 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Embassy Suites by Hilton Chicago Downtown River North
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, (1049)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is ￥15,238
￥22,452 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hyatt Centric Chicago Magnificent Mile
Pool
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2131)
"Very nice place"
United States
Salman
The price is ￥12,315
￥14,456 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Homewood Suites by Hilton Chicago Downtown South Loop
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, (2126)
"Loved and enjoyed our stay"
United States
Luis
The price is ￥17,213
￥24,092 total
includes taxes & fees
Dec 21 - Dec 22
Palmer House a Hilton Hotel
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, (2034)
"room was good,location was perfect!"
United States
Kyan
The price is ￥15,238
￥17,889 total
includes taxes & fees
Dec 25 - Dec 26
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1513)
"Everything was really wonderful.. would stay again for sure!! "
United States
Alexa
The price is ￥15,704
￥18,436 total
includes taxes & fees
Dec 17 - Dec 18
The Wade
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.
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Top Oak Park Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"The stay was fantastic and the room was very spacious. "
Maria 2-night trip
Posted 5 hours ago
Embassy Suites by Hilton Chicago Downtown River North

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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.