A well-maintained garden with a lawn, a large tree, and a two-story house with a porch.

Oak Park Hotel with Pool

  • 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 Hotel with Pool

Our top choices for Oak Park hotels with a pool

Indoor pool

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, (2,917 reviews)
  • cleanliness
    Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
The price is HK$1,905
HK$2,495 total
includes taxes & fees
11 Aug - 12 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Fitness facility

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,710 reviews)
  • cleanliness
    Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
The price is HK$2,109
HK$2,787 total
includes taxes & fees
9 Aug - 10 Aug
Sheraton Grand Chicago Riverwalk
Indoor pool

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,118 reviews)
  • cleanliness
    Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.
The price is HK$1,496
HK$2,011 total
includes taxes & fees
19 Jul - 20 Jul
Hyatt Centric Chicago Magnificent Mile
Indoor pool

JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.
The price is HK$2,437
HK$3,177 total
includes taxes & fees
7 Aug - 8 Aug
JW Marriott Chicago
Indoor pool

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, (6,026 reviews)
  • cleanliness
    Slip into a holiday state of mind at Chicago's urban retreat with a sparkling indoor pool.
The price is HK$1,579
HK$1,877 total
includes taxes & fees
19 Jul - 20 Jul
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,913 reviews)
  • cleanliness
    Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
The price is HK$1,560
HK$1,855 total
includes taxes & fees
19 Jul - 20 Jul
The Wade
Indoor pool

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,549 reviews)
The price is HK$1,653
HK$1,965 total
includes taxes & fees
9 Aug - 10 Aug
Hilton Chicago/Magnificent Mile Suites
Outdoor pool, 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, (2,528 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is HK$1,511
HK$1,797 total
includes taxes & fees
10 Aug - 11 Aug
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,319 reviews)
  • cleanliness
    Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is HK$1,466
HK$1,743 total
includes taxes & fees
9 Aug - 10 Aug
Aloft by Marriott Chicago Mag Mile
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,996 reviews)
  • cleanliness
    Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
The price is HK$2,000
HK$2,621 total
includes taxes & fees
26 Jul - 27 Jul
Radisson Blu Aqua Hotel Chicago
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

Breakfast included
Hot tub

Top Oak Park Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Good value."
Ernesto 3-night trip
Posted less than an hour ago
InterContinental Chicago Magnificent Mile by IHG

Frequently asked questions

What are some accommodation options with pools in Oak Park?
The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from 875 North Michigan Avenue. Features flat-screen televisions and an indoor pool. Omni Chicago Hotel: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool and a sauna. Congress Plaza Hotel: Hotel, 3-minute walk from Millennium Park. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Hyatt Regency O'Hare Chicago: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Hilton Chicago O'Hare Airport: Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool and a sauna.
What is there to see and do in Oak Park?
Explore places such as United Center, Wrigley Field and Michigan Avenue while you're in the area. Make a point to visit attractions such as Oak Park Conservatory and Labyrinth. 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.

Explore a world of travel with Expedia