Search Hotels with Pool in Oak Park

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Check availability on Oak Park Hotels with Pool

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Oak Park hotels with a pool

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, (1059)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is Rp1.641.010
Rp2.417.849 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt Centric Chicago Magnificent Mile
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, (3528)
"Really nice hotel"
United States
Saulius
The price is Rp1.942.420
Rp2.280.207 total
includes taxes & fees
26 Jan - 27 Jan 2026
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1543)
"Great staff and great location. "
United States
Joe
The price is Rp1.557.285
Rp1.828.095 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade
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, (2211)
"It was a beautiful stay "
United States
Donald
The price is Rp1.428.014
Rp1.676.346 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2992)
"Great place to stay"
United States
Elisha
The price is Rp1.440.070
Rp1.690.499 total
includes taxes & fees
22 Jan - 23 Jan 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, (1787)
"Great place to stay! Near all the sites to see!"
United States
Rafael
The price is Rp1.263.243
Rp1.482.920 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
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, (2339)
"Great property and room"
United States
Steven
The price is Rp1.856.409
Rp2.715.078 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Royal Sonesta Chicago River North
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
8.6 out of 10, Excellent, (4286)
"Amazing staff and perfect location "
United States
Brandi
The price is Rp1.304.436
Rp1.531.277 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Chicago Downtown/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
8.2 out of 10, Very good, (2767)
"Excellent place to stay "
United States
Teniesha
The price is Rp1.237.790
Rp1.944.508 total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1631)
"It was an amazing hotel in the best location!"
United States
Natalia A
The price is Rp1.636.824
Rp1.921.466 total
includes taxes & fees
1 Jan - 2 Jan 2026
Courtyard by Marriott Chicago Magnificent Mile
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

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

10/10 Excellent
"Room is very nice and the service was excellent."
Bret 1-night trip
Posted 7 hours ago
Club Quarters Hotel Wacker at Michigan, Chicago

Frequently asked questions

What are some accommodation options with pools in Oak Park?
Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Palmer House a Hilton Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club. Silversmith Hotel Chicago Downtown: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Club Quarters Hotel Wacker at Michigan, Chicago: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool and a sauna. Hilton Chicago: Hotel, 13-minute walk from Chicago Riverwalk. Offers 2 restaurants, an indoor pool and a sauna.
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.