Hotels with Pool & Resorts in Oak Brook from AU$126

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Check availability on Oak Brook Hotels with Pool

Our top choices for Oak Brook hotels with a pool

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1003)
"Great place "
United States
Ana
The price is AU$193
includes taxes & fees
28 Dec - 29 Dec
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Indoor pool, pool loungers
Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago

4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1009)
"Nice hotel would definitely stay again"
United States
ANGELA
The price is AU$250
includes taxes & fees
17 Dec - 18 Dec
Hyatt Lodge Oak Brook Chicago
Indoor pool
Hyatt House Chicago Oak Brook

Hyatt House Chicago Oak Brook

3.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1003)
"Very clean room, good service and the bathroom was modern and new ( the water pressure was amazing). Breakfast was nice, food quality could be better but it was also free. Would stay here again. "
United States
Haya
The price is AU$230
includes taxes & fees
27 Dec - 28 Dec
Hyatt House Chicago Oak Brook
Indoor pool, open 5:00 AM to 11:00 PM, pool 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, (3448)
"Great hotel"
United States
Clara
The price is AU$202
includes taxes & fees
23 Dec - 24 Dec
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
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 AU$219
includes taxes & fees
29 Dec - 30 Dec
Palmer House a Hilton Hotel
Fitness facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1577)
"Great room size and location "
United States
tilden
The price is AU$309
includes taxes & fees
6 Jan - 7 Jan 2026
Sheraton Grand Chicago Riverwalk
Indoor pool
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1506)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
The price is AU$179
includes taxes & fees
17 Dec - 18 Dec
The Wade
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, (2748)
"Great food clean room friendly staff"
United States
MARINA
The price is AU$193
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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, (2185)
"Nice Hotel"
United States
Alan
The price is AU$158
includes taxes & fees
24 Dec - 25 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Pool
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, (1745)
"Great staff with a great view of the city! Easy access to the L train to Wrigley Field. Will stay again!"
United States
Joseph
The price is AU$126
includes taxes & fees
6 Jan - 7 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
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 Brook Hotel Reviews

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10/10 Excellent
"Very friendly staffing. The room was clean, the location is very convenient, Restaurants bars, and landmarks on a walking distance of 2 blocks! "
Gabriela 3-night trip
Posted 20 hours ago
Silversmith Hotel Chicago Downtown

Frequently asked questions

What are some accommodation options with pools in Oak Brook?
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 Brook?
Explore places such as Wrigley Field, Michigan Avenue and United Center while you're in the area. The picturesque settings of Millennium Park and Morton Arboretum showcase the area's natural beauty. Oak Brook 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 Brook?
You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit Oak Brook 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 are visiting during the coldest months of January, February or December, when the average temperature is -1°C.