Hotels with Pool & Resorts in Oak Lawn from AU$129

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Check availability on Oak Lawn Hotels with Pool

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, (1148)
"Great stay "
United States
Wafa
The price is AU$212
includes taxes & fees
24 Dec - 25 Dec
Hilton Chicago/Oak Lawn
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, (2967)
"The room was very clean, the location was excellent."
United States
Craig
The price is AU$135
includes taxes & fees
21 Dec - 22 Dec
Aloft Chicago Mag Mile
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, (1052)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is AU$217
includes taxes & fees
8 Jan - 9 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, (3481)
"Very helpful staff, clean rooms and really great breakfast buffet. "
United States
Katherine
The price is AU$204
includes taxes & fees
28 Dec - 29 Dec
voco Chicago Downtown - Riverwalk by IHG
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, (1763)
"Great check in and responsive front desk staff. Housekeeping staff did a great job during our visit! "
United States
Steven
The price is AU$129
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
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
8.4 out of 10, Very good, (2750)
"Excellent place to stay "
United States
Teniesha
The price is AU$188
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown 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, (2322)
"The room was beautiful ❤️❤️ I enjoyed the hot tub and the views !! "
United States
Mary
The price is AU$244
includes taxes & fees
15 Jan - 16 Jan 2026
The Royal Sonesta Chicago River North
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2144)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is AU$229
includes taxes & fees
30 Dec - 31 Dec
Palmer House a Hilton Hotel
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, (2200)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
The price is AU$158
includes taxes & fees
8 Jan - 9 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1521)
"Great staff and great location. "
United States
Joe
The price is AU$179
includes taxes & fees
8 Jan - 9 Jan 2026
The Wade
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

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10/10 Excellent
"Clean room, attentive staff, great lounge!"
Doug 3-night trip
Posted 2 days ago
Silversmith Hotel Chicago Downtown

Frequently asked questions

What are some accommodation options with pools in Oak Lawn?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Features a full-service spa, an indoor pool and a 24-hour fitness centre. Silversmith Hotel Chicago Downtown: Hotel, 2-minute walk from State Street. Features a snack bar/deli, a pool and buffet. Palmer House a Hilton Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club. Eurostars Magnificent Mile: Hotel steps from Michigan Avenue. Features 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.