TOP Hotels with Swimming Pool in Hillside, IL for 2026

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Our top choices for Hillside hotels with a pool

Suite, 1 King Bed (Additional Living Area) | Premium bedding, in-room safe, desk, blackout curtains

1. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Hillside

Splash into comfort at this O'Hare-area hotel with an indoor pool, perfect for all-season swims after airport arrivals.

₹10,877

₹12,180 total

includes taxes & fees

30 Aug - 31 Aug

2. Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294

Elmhurst

Splash into a relaxing getaway at this Chicago-area hotel with an indoor pool and terrace.

₹7,527

₹8,354 total

includes taxes & fees

7 Sept - 8 Sept

In-room safe, desk, laptop workspace, blackout curtains

3. Hilton Garden Inn Chicago / Oak Brook

Yorkfield

Plunge into year-round pool bliss with the indoor swimming pool and revitalising hot tub near Oakbrook Centre Mall.

₹11,658

₹13,054 total

includes taxes & fees

10 Sept - 11 Sept

4. Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Bensenville

Relax and revive with year-round swims at this O'Hare hotel's indoor pool and hot tub retreat.

₹9,789

₹11,158 total

includes taxes & fees

3 Sept - 4 Sept

LUSH Suite,1 King Bed, Jetted Tub | Premium bedding, down duvets, desk, laptop workspace

5. Chicago Club Inn & Suites

Westmont

Luxurious indoor pool sanctuary provides year-round aquatic escape at this peaceful suburban Chicago retreat.

₹5,343

₹5,930 total

includes taxes & fees

24 Sept - 25 Sept

Premium bedding, down duvets, in-room safe, desk

6. Hyatt Place Chicago/Lombard/Oak Brook

Lombard

Splash into relaxation at this indoor pool retreat with a well-maintained fitness centre nearby.

₹9,541

₹10,589 total

includes taxes & fees

7 Sept - 8 Sept

4 restaurants; breakfast, lunch, dinner and brunch served

7. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Oak Brook

Dive into a poolside oasis with year-round swimming at this upscale golf resort.

₹11,658

₹14,520 total

includes taxes & fees

30 Aug - 31 Aug

8. Courtyard by Marriott Chicago Oakbrook Terrace

York Center

Splash into blissful swims at this Chicago hotel's indoor sanctuary with cosy fireplace nearby.

₹10,495

₹11,753 total

includes taxes & fees

6 Sept - 7 Sept

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Choose what matters most at hotels with a pool in Hillside

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Hillside Hotel Reviews

Crowne Plaza Chicago West Loop by IHG

8/10 Good

"Loved our stay"

Hyatt Regency McCormick Place Chicago

10/10 Excellent

"The staff was very friendly and helpful. The room and hotel was clean and comfortable."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Perfect location! Very clean rooms and helpful staff. Would definitely recommend"

Fairmont Chicago at Millennium Park

10/10 Excellent

"Great place, friendly/helpful staff, clean/nice rooms (although not a lot of insulation between rooms), good location to parks, museums, and shopping."

Frequently asked questions

What are some accommodation options with pools in Hillside?

Congress Plaza Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool and a health club. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 5-minute walk from Chicago Riverwalk. Provides 2 restaurants, an indoor pool and a sauna. Hilton Chicago O'Hare Airport: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a sauna. Kasa Magnificent Mile Chicago: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access.

What is there to see and do in Hillside?

Explore places such as Wrigley Field, Soldier Field and Navy Pier while you're in the area. Take a walk along the waterfront at North Avenue Beach and Oak Street Beach. Travellers love Hillside for its array of dining options.

When is the best time to book a hotel with a pool in Hillside?

You may want to consider a place to stay with an outdoor swimming pool if you'll be visiting Hillside in the hottest months of July, August or June, when the average temperature is 22°C. Accommodation with 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.

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Check availability on Hillside Hotels with Swimming Pool

Our top choices for Hillside hotels with a pool

1. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG