Hotels with Pool & Resorts in Oak Lawn from NZ$153

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Check availability on Oak Lawn Hotels with Pool

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Oak Lawn hotels with a pool

Indoor pool
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
3.5 star property
Oak Lawn
8.4 out of 10, Very good, (1158)
"Great stay "
United States
Wafa
The price is NZ$251
includes taxes & fees
7 Jan - 8 Jan 2026
Hilton Chicago/Oak Lawn
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1555)
"All was great room view and staff "
United States
STANLEY
The price is NZ$188
includes taxes & fees
5 Jan - 6 Jan 2026
The Wade
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, (3541)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is NZ$232
includes taxes & fees
15 Jan - 16 Jan 2026
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, (2990)
"Great place to stay"
United States
Elisha
The price is NZ$166
includes taxes & fees
22 Jan - 23 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, (2209)
"It was a beautiful stay "
United States
Donald
The price is NZ$172
includes taxes & fees
15 Jan - 16 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2352)
"Great staff and location"
United States
Alison
The price is NZ$279
includes taxes & fees
28 Jan - 29 Jan 2026
The Royal Sonesta Chicago 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, (1053)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is NZ$249
includes taxes & fees
18 Jan - 19 Jan 2026
Hyatt Centric Chicago Magnificent 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 NZ$153
includes taxes & fees
6 Jan - 7 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1807)
"Very clean room and Nice staff!"
United States
Savanna
The price is NZ$328
includes taxes & fees
16 Jan - 17 Jan 2026
Radisson Blu Aqua Hotel Chicago
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, (2782)
"Great hotel staff and location. "
United States
Jacqueline
The price is NZ$218
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown 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 Lawn Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"This hotel was a hidden gem in an older building with lots of charm. And one of the best deals I’ve ever gotten. We were upgraded to a King room. It was a large room with a large bathroom and we had a view of Water Tower Place. Unlike most hotels in the city this had all the conveniences and comforts. Great sheets and comfy bed. large nightstands with outlets at both sides of the bed. Large closet. Plenty of room for suitcases. Large counter in bathroom. Tub. Free breakfast. Nice decor and very clean. And a perfect location one block west of Hancock bldg in a great safe area. Loved it!"
Bonnie 1-night trip
Posted 22 hours ago
The Whitehall Hotel, BW Premier Collection

Frequently asked questions

What are some accommodation options with pools in Oak Lawn?
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 Lawn?
While you're in the area, consider exploring places such as Michigan Avenue, Wrigley Field and United Center. Make a point to visit attractions such as Childrens Museum of Oak Lawn. Travellers love Oak Lawn for its array of dining options.
When is the best time to book a hotel with a pool in Oak Lawn?
You may want to think about a place to stay that offers an outdoor pool if you plan to visit Oak Lawn 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 visit 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 Lawn?
Knowing the transportation options in Oak Lawn can help you enjoy the area beyond your hotel pool. To see more of the larger area, hop aboard a train at Oak Lawn Station. Oak Lawn might not have very many public transport options to choose from, so consider a car rental to maximise your time.