The Best Hotels with a Pool in Hillside, IL from NT$1,981 in 2026

A lush green valley with a winding road, steep mountains, and a misty atmosphere.

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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 drapes

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.

NT$3,761

NT$4,212 total

includes taxes & fees

Aug 30 - Aug 31

Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

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.

NT$2,514

NT$2,791 total

includes taxes & fees

Sep 7 - Sep 8

3. Hilton Garden Inn Chicago / Oak Brook

Yorkfield

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

NT$3,895

NT$4,362 total

includes taxes & fees

Sep 10 - Sep 11

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.

NT$3,270

NT$3,727 total

includes taxes & fees

Sep 1 - Sep 2

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

5. Chicago Club Inn & Suites

Westmont

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

NT$1,785

NT$1,981 total

includes taxes & fees

Sep 24 - Sep 25

Premium bedding, down comforters, 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 center nearby.

NT$3,187

NT$3,537 total

includes taxes & fees

Sep 7 - Sep 8

Premium bedding, pillowtop beds, in-room safe, desk

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.

NT$3,894

NT$4,851 total

includes taxes & fees

Aug 30 - Aug 31

8. Courtyard by Marriott Chicago Oakbrook Terrace

York Center

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

NT$3,506

NT$3,926 total

includes taxes & fees

Sep 6 - Sep 7

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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 accommodations 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 like 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. Travelers 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 that offers an outdoor pool if you will be visiting Hillside in the hottest months of July, August, or June when the average temperature is 71°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 30°F.

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Check availability on Hillside Hotels with a Pool

Our top choices for Hillside hotels with a pool

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