The Best Hotels with a Pool in Oak Lawn, IL from ￥18,561 in 2026

Q: What are some accommodations with pools in Oak Lawn?

Hyatt Regency O'Hare Chicago : Hotel steps from 875 North Michigan Avenue. Provides flat-screen televisions and an indoor pool. The Chicago Hotel Collection Ambassador Gold Coast : Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hilton Chicago O'Hare Airport : Hotel, 10-minute walk from University of Illinois Chicago. Provides a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access.

A cityscape with a river, high-rise buildings, and a bridge.

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Our top choices for Oak Lawn hotels with a pool

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.

￥24,564 total

includes taxes & fees

Aug 16 - Aug 17

Holiday Inn Express & Suites Hammond by IHG

Hessville, Hammond

Sleek indoor pool offers aquatic bliss at this modern hotel with 24-hour fitness amenities.

￥20,038 total

includes taxes & fees

Aug 24 - Aug 25

Pillowtop beds, desk, iron/ironing board, rollaway beds (surcharge)

Comfort Inn Hammond I-94

Woodmar Hammond

Splash into comfort at this Hammond hotel's all-season indoor pool, where refreshing swims await year-round.

￥22,939 total

includes taxes & fees

Jul 26 - Jul 27

Hyatt Place Munster

Munster

Escape to the indoor oasis at this art deco hotel, where poolside relaxation meets modern comfort.

￥27,160 total

includes taxes & fees

Aug 9 - Aug 10

Seasonal outdoor pool, pool umbrellas, sun loungers

Ramada Hotel & Conference Center by Wyndham Hammond

North Hammond

Dive into sun-drenched relaxation at this inviting hotel where the seasonal outdoor pool creates a summer oasis for water lovers.

￥18,561 total

includes taxes & fees

Aug 19 - Aug 20

The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

￥38,768 total

includes taxes & fees

Aug 9 - Aug 10

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

￥60,192 total

includes taxes & fees

Aug 9 - Aug 10

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

￥35,120 total

includes taxes & fees

Aug 9 - Aug 10

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

Breakfast included

Hot tub

Top Oak Lawn Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Staff was very kind, room was very clean and had a great view!"

Palmer House a Hilton Hotel

8/10 Good

"The location was good for the Art Institute, Millenium Park, and shopping at Macy's, The subway access was excellent except that they were doing maintenance when I arrived. The hotel was frequented by business customers but we were there for pleasure. Room cleaning goes on until 5 pm, which is fine for business people gone all day and half the night. Not so for us, who wanted to take afternoon nap after walking in a hot humid city. If I had been told that, I would have requested early cleaning. We were gone from the room 5 or 6 hours at a clip and would still come back to a dirty room and no clean towels. My partner had to chase a maid down the hall and beg for clean towels, utilizing her Spanish skills. The speakeasy bar makes very strong drinks."

Frequently asked questions

What are some accommodations with pools in Oak Lawn?

Hyatt Regency O'Hare Chicago: Hotel steps from 875 North Michigan Avenue. Provides flat-screen televisions and an indoor pool. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Omni Chicago Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Hilton Chicago O'Hare Airport: Hotel, 10-minute walk from University of Illinois Chicago. Provides a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access.

What is there to see and do in Oak Lawn?

While you're in the area, consider exploring places like United Center, Soldier Field, and Michigan Avenue. 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.

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