A city skyline with numerous high-rise buildings, a large body of water with numerous boats, and a clear blue sky.

Find Hotels with a Pool in Oak Lawn, IL

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Oak Lawn Hotels with a Pool

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Oak Lawn hotels with a pool

A rooftop terrace with a glass floor, offering a view of the city skyline.
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A bar area with a marble countertop, bar stools, and a variety of bottles.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

1. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
$144 nightly
$171 total
Nov 23 - Nov 24
Total with taxes and fees
Hotel Riu Plaza Chicago
An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
A spacious lobby with a reception desk, seating area, and a modern chandelier.
A modern bar area with a long counter, multiple bar stools, and a variety of bottles on shelves.
A spacious restaurant with high ceilings, large windows, and a variety of seating arrangements including tables and chairs.

2. Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
Oak Lawn
  • Dive into year-round aquatic bliss with an indoor pool and 24-hour fitness center complemented by friendly, professional service.
$122 nightly
$140 total
Nov 2 - Nov 3
Total with taxes and fees
Hilton Chicago/Oak Lawn
A spacious lobby with a central seating area, a reception desk, and a modern chandelier.
A restaurant with a bar area, multiple dining tables, and chairs.
A banquet hall with round tables, chairs, and blue tablecloths.
A hotel lobby with seating areas, a patterned carpet, and a large mirror.

3. DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip
Alsip
  • Swimming laps of luxury in Chicago's only indoor hotel pool with cushy loungers.
$114 nightly
$129 total
Nov 22 - Nov 23
Total with taxes and fees
DoubleTree by Hilton Chicago - Alsip
Pool
A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.
A spacious lobby with a patterned carpet, seating area, and a fireplace.
A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
$162 nightly
$190 total
Nov 26 - Nov 27
Total with taxes and fees
Hilton Chicago
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

5. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$118 nightly
$140 total
Nov 23 - Nov 24
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
A swimming pool with lounge chairs and a sunbed, large windows, and a view of buildings outside.
A modern bar area with wooden furniture, a beverage display, and a Starbucks logo.
A modern reception area with a wooden reception desk, a seating area with sofas and a coffee table, and a large wall-mounted artwork.
A modern hotel with a glass facade, a covered entrance, and an American flag.

6. Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport
Bedford Park
  • Sun-drenched afternoons await at this indoor pool retreat with refreshing amenities and comfort.
$144 nightly
$169 total
Nov 2 - Nov 3
Total with taxes and fees
Hyatt Place Chicago Midway Airport
A swimming pool with lounge chairs and tables, surrounded by large windows.
A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.
Lobby lounge
A hotel room with two beds, a desk, and a chair.

7. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
  • Splash into luxury at Chicago Marriott Midway's indoor pool, open from 5 AM to 11 PM for all-day aquatic enjoyment.
$143 nightly
$168 total
Nov 1 - Nov 2
Total with taxes and fees
Chicago Marriott Midway
A modern indoor swimming pool with clear blue water, surrounded by tiled flooring and equipped with multiple lounge chairs and tables.
A modern hotel with a courtyard entrance, multiple floors, and a flat roof.
A self-service snack and beverage kiosk with a microwave, refrigerated section, and a variety of snacks and drinks.
A courtyard with a fire pit, outdoor seating, and a building with a balcony.

8. Courtyard by Marriott Chicago Midway Airport

Courtyard by Marriott Chicago Midway Airport
Bedford Park
  • Dive into refreshing indoor pool fun at this Chicago Midway Airport hotel with 24-hour fitness center.
$125 nightly
$147 total
Nov 3 - Nov 4
Total with taxes and fees
Courtyard by Marriott Chicago Midway Airport
A swimming pool with a lifeguard station, chairs, and a clock on the wall.
A hotel lobby with a large dining table, several chairs, a small coffee table, and a fireplace.
A vending machine stocked with snacks and beverages, located in a corner of a room with wooden paneling.
Reception

9. Fairfield Inn and Suites by Marriott Chicago Midway Airport

Fairfield Inn and Suites by Marriott Chicago Midway Airport
Bedford Park
  • Serene indoor pool sanctuary creates a refreshing escape after airport travel, with an all-season swimming haven for unwinding.
$121 nightly
$142 total
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn and Suites by Marriott Chicago Midway Airport
An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A modern hotel lobby with a marble floor, a seating area with a bar, and a unique ceiling design.
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

10. The Wade

The Wade
Downtown Chicago
  • Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
$119 nightly
$141 total
Nov 23 - Nov 24
Total with taxes and fees
The Wade
View all properties

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

Breakfast included
Hot tub
4 stars
5 stars
Spa

Find out more about Oak Lawn

Discover top Oak Lawn attractions

In Oak Lawn, travelers can immerse themselves in a variety of engaging activities that cater to diverse interests. Start your day at a local park, where well-maintained trails meander through beautiful landscapes, perfect for a leisurely stroll or a family picnic. For a dash of culture, explore the vibrant art scene, showcasing works by talented local artists in galleries and public installations throughout the area. If you’re in the mood for shopping, Oak Lawn offers a selection of boutique stores and unique shops where you can find handcrafted goods and local specialties. History enthusiasts will appreciate the chance to visit charming historic sites that tell the story of this community's rich past. After a day of exploration, unwind at a cozy café or restaurant that prides itself on using fresh, locally sourced ingredients, providing a delightful culinary experience. With a variety of accommodation options nearby, you can enjoy comfortable and convenient stays that cater to your high standards, ensuring a memorable getaway in Oak Lawn.

Find the best pool hotels in Oak Lawn

For travelers seeking a refreshing stay in Oak Lawn with access to a pool, these hotels provide excellent options. Each hotel offers inviting aquatic amenities that are perfect for relaxation and enjoyment.

Hilton Chicago/Oak Lawn

  • Why it's great: The Hilton Chicago/Oak Lawn is an ideal choice for those who appreciate the luxury of an indoor pool. With a solid traveler review rating of 8 out of 10 and a 3.5-star rating, this hotel offers a delightful retreat for travelers looking to unwind in a serene swimming environment. The indoor pool promises a refreshing escape regardless of the weather outside, making it a standout feature for pool enthusiasts. In addition to the inviting pool, travelers can enjoy a range of amenities that enhance their stay. The hotel features 24-hour room service for convenient dining, free WiFi to stay connected, and a concierge service to assist with local attractions. The child-friendly window design ensures safety for families, while the climate control provides a comfortable atmosphere. Additional offerings include a snack bar for quick bites and complimentary toiletries to make every stay a little more special.
  • Nearby attractions: Chicago Ridge Shopping Mall - 3 miles, Marquette Park - 4 miles, Woof Lawn Dog Park - 5 miles

Top Oak Lawn Hotel Reviews

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Great hotel. Rooms are in great condition. Kind of hard to find the entrance. Wish the breakfast was included, but dang it was delish."
Madeline 1-night trip
Posted less than an hour ago
Hilton Chicago O'Hare Airport
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Hotel staff was very friendly and informative. Valet staff was not friendly or engaging or helpful. Paid $600 a night for a suite and had to pay an additional $70 a day for vehicle parking. Room was very clean. Other than the Valets and parking charges we had a great stay."
Timothy 1-night trip
Posted less than an hour ago
Eurostars Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"This is a great hotel. Very clean. Comfortable beds. The staff were very friendly and helpful. Excellent location. I would definitely stay here next time I’m in Chicago."
Robyn 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Great location!!!! Have stayed many times"
Joseph 1-night trip
Posted 1 hour ago
Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

8/10 Good
"Everyone so nice but long lines to check in."
Elvira 1-night trip
Posted 5 hours ago
Hilton Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"First the good: the location is great, right on the river and easily walkable to the Loop of the Magnificent Mile, etc. I arrived early and asked to check my bag, but my room was ready, which was nice. Somehow I got a fabulous upgrade to a comfortable spacious corner room on the 38th floor with the most spectacular views (views plural). When I returned later to rest before dinner, I couldn’t stop looking out the windows—what a show at sunset! The bed was very comfortable, although really really high off the ground. Everything seemed clean. Now the not-so-good: lighting was very sparse in the room—half the room had no lighting at all. No place to charge devices—hello, this is 2026. I had a little trouble with the temperature and there was no way to call downstairs—everything has to be handled in the app. So do stay here, but bring a charging station to plug into the wall—which is far from the bed."
LINDA 1-night trip
Posted 11 hours ago
The Royal Sonesta Chicago Downtown
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"I really enjoyed my stay here! One of the first things I noticed was how clean and well-kept everything was, which made me feel comfortable right away. The staff was amazing, always friendly, welcoming, and willing to help with anything I needed. I also really appreciated how convenient the location was. It made getting around so much easier. It's always nice to stay somewhere that feels comfortable and where you're treated well. I had a great experience overall and would definitely stay here again. Highly recommend!"
Jorje 1-night trip
Posted 23 hours ago
Fairmont Chicago at Millennium Park

Frequently asked questions

What are some accommodations with pools in Oak Lawn?
River Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.
What is there to see and do in Oak Lawn?
While you're in the area, consider exploring places like Soldier Field, Navy Pier, and Wrigley Field. Make a point to visit attractions like Childrens Museum of Oak Lawn. Travelers 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 with an outdoor swimming pool if you will be visiting Oak Lawn 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 are visiting 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 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 on a train at Oak Lawn Station. Oak Lawn may not have many public transit options so consider a car rental to maximize your time.

Explore a world of travel with Expedia