Find Hotels with a Pool in Oak Park, IL

  • 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

Tonight
Feb 3 - Feb 4
Tomorrow
Feb 4 - Feb 5
This weekend
Feb 6 - Feb 8
Next weekend
Feb 13 - Feb 15

Our top choices for Oak Park hotels with a pool

Indoor pool

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,784 reviews)
"Great stay"
United States
Jennifer
The price is NT$3,084
NT$3,620 total
includes taxes & fees
Feb 15 - Feb 16
Hilton Chicago/Magnificent Mile Suites
Indoor pool

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,434 reviews)
"Room was perfect, the staff was so friendly. "
United States
Joseph
The price is NT$3,635
NT$5,278 total
includes taxes & fees
Feb 22 - Feb 23
The Royal Sonesta Chicago River North
Indoor pool

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,075 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is NT$3,477
NT$5,009 total
includes taxes & fees
Feb 15 - Feb 16
Hyatt Centric Chicago Magnificent Mile
Indoor pool, open 5:00 AM to 11:00 PM, sun loungers

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,653 reviews)
"Great place to stay"
United States
suleman
The price is NT$3,635
NT$4,267 total
includes taxes & fees
Feb 16 - Feb 17
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
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,078 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is NT$2,769
NT$3,250 total
includes taxes & fees
Feb 8 - Feb 9
Aloft Chicago Mag Mile
Indoor pool

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,717 reviews)
"Would definitely stay again…location was perfect "
United States
Ashley
The price is NT$3,184
NT$3,738 total
includes taxes & fees
Feb 8 - Feb 9
Courtyard by Marriott Chicago Magnificent Mile
Indoor pool

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, (2,154 reviews)
"Great location"
United States
Adam
The price is NT$3,465
NT$4,068 total
includes taxes & fees
Feb 6 - Feb 7
Holiday Inn Chicago Dwtn - The Mart by IHG
Fitness facility

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,593 reviews)
"Clean room, pleasant staff, breakfast was good but expensive "
United States
Jacob
The price is NT$5,318
NT$7,351 total
includes taxes & fees
Feb 7 - Feb 8
Sheraton Grand Chicago Riverwalk
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,851 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
United States
Michael
The price is NT$4,978
NT$6,666 total
includes taxes & fees
Feb 16 - Feb 17
Radisson Blu Aqua Hotel Chicago
Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,285 reviews)
"amazing stay"
United States
Anani
The price is NT$2,825
NT$3,316 total
includes taxes & fees
Feb 10 - Feb 11
DoubleTree by Hilton 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.
View all properties

Choose what matters most at hotels with a pool in Oak Park

4 stars
5 stars

Top Oak Park Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"As always, excellent stay! We upgraded & got a 2 bathroom room & an extra cot! perfect! very clean room & comfortable bed!"
Penny 1-night trip
Posted 12 hours ago
Palmer House a Hilton Hotel

Frequently asked questions

What are some accommodations with pools in Oak Park?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 5-minute walk from Michigan Avenue. Provides a rooftop terrace, a seasonal outdoor pool, and LED televisions. DoubleTree by Hilton Chicago - Magnificent Mile: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Hilton Chicago: Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. Hotel Riu Plaza Chicago: Hotel, 2-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool, and complimentary wired internet access.
What is there to see and do in Oak Park?
Explore places like Wrigley Field, Michigan Avenue, and Soldier Field 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.

Explore a world of travel with Expedia