Search Hotels with Swimming Pool in Oak Park

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Check availability on Oak Park Hotels with Swimming 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, (1754)
"Clean and staff was courteous. "
United States
HANNAH
The price is ₹6,434
₹7,552 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool, open 5:00 AM to 11:00 PM, pool 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)
"Great value and location"
United States
Kelly
The price is ₹9,525
₹11,181 total
includes taxes & fees
14 Dec - 15 Dec
voco Chicago Downtown - Riverwalk by IHG
Indoor pool, open 7:00 AM to 10:00 PM, pool 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, (2951)
"Great location and great staff!!"
United States
lynne
The price is ₹7,320
₹8,593 total
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Chicago Mag Mile
Outdoor pool, 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)
"Nice Hotel"
United States
Alan
The price is ₹8,041
₹9,439 total
includes taxes & fees
24 Dec - 25 Dec
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, (5377)
"excellent hotel "
United States
Myounghee
The price is ₹9,037
₹10,608 total
includes taxes & fees
4 Jan - 5 Jan 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, (1047)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is ₹8,794
₹12,964 total
includes taxes & fees
3 Jan - 4 Jan 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, (2129)
"Very nice place"
United States
Salman
The price is ₹7,125
₹8,364 total
includes taxes & fees
11 Jan - 12 Jan 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, (2125)
"Loved and enjoyed our stay"
United States
Luis
The price is ₹9,959
₹13,940 total
includes taxes & fees
24 Dec - 25 Dec
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, (2033)
"room was good,location was perfect!"
United States
Kyan
The price is ₹9,356
₹10,983 total
includes taxes & fees
24 Dec - 25 Dec
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 ₹9,086
₹10,666 total
includes taxes & fees
11 Jan - 12 Jan 2026
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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"I would say this is the most convenient place to stay because everything is walking distance "
Roberto 2-night trip
Posted 17 hours ago
The Royal Sonesta Chicago Downtown

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Frequently asked questions

What are some accommodation options 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 centre. 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 such as 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'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.