The Best Hotels with a Pool in Hillside, IL from NT$2,625 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

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$3,812

NT$4,269 total

includes taxes & fees

Sep 7 - Sep 8

2. Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area

Elmhurst

Dive into the hotel's all-season indoor pool with refreshing aquatic amenities, just steps from Fashion Outlets of Chicago.

NT$3,750

NT$4,162 total

includes taxes & fees

Aug 30 - Aug 31

Indoor pool, open 8:00 AM to 11:00 PM, sun loungers

In-room safe, desk, blackout drapes, iron/ironing board

3. Holiday Inn Express & Suites Bensenville - O'Hare by IHG

Bensenville

Splash into relaxation at this airport hotel with an indoor pool and comfy sun loungers.

NT$4,329

NT$4,934 total

includes taxes & fees

Aug 23 - Aug 24

4. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

Splash into cool escape at Chicago O'Hare's serene indoor pool, perfect for year-round laps and leisure dips.

NT$3,683

NT$4,234 total

includes taxes & fees

Aug 31 - Sep 1

Down comforters, in-room safe, desk, blackout drapes

5. 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$3,635

NT$4,144 total

includes taxes & fees

Aug 31 - Sep 1

1 bedroom, premium bedding, desk, laptop workspace

6. Hampton Inn & Suites Downers Grove Chicago

Downers Grove

Enjoy a refreshing pool escape at this Chicago-area hotel, where the indoor aquatic retreat complements stylish accommodations.

NT$4,212

NT$4,695 total

includes taxes & fees

Aug 16 - Aug 17

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

7. Hyatt Place Chicago/Lombard/Oak Brook

Lombard

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

NT$3,230

NT$3,585 total

includes taxes & fees

Aug 30 - Aug 31

8. Embassy Suites by Hilton Chicago O'Hare Rosemont

Rosemont

Serene indoor pool with adult supervision provides family-friendly escape at this upscale hotel.

NT$4,980

NT$5,676 total

includes taxes & fees

Aug 16 - Aug 17

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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

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent

"As a whole the property and staff were great. I thought the breakfast was a little over priced though. Food certainly wasn’t bad but paying almost $30 a person for a breakfast buffet I expected a bit more variety and options. Selection variety wise it felt a step up from what similar hotels have offered as complimentary. However that’s a minor gripe to an otherwise great experience."

Congress Plaza Hotel

10/10 Excellent

"Beautiful hotel close to everything . Old well maintained Easy to work with staff. The front door valet Jose was perfect. Helpful every time we needed him The only complaint is the parking. The lot was already full and the parking staff at the lot were unhelpful at best. Had to go back to front door man for help. This lot is open to the public as well as the hotel users. If there is a big event nearby plan to park else where"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"We booked with “Private Guest Club” and it was definitely worth the money. We even got upgraded to a beautiful room. The hotel was very clean, and the staff was incredibly helpful, friendly, and welcoming. We had a wonderful experience and would definitely stay here again!"

Hyatt Regency O'Hare Chicago

8/10 Good

"Neat Brutalist architecture and helpful staff"

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"I got what I booked."

Fairmont Chicago at Millennium Park

10/10 Excellent

"nice property"

Hilton Chicago

10/10 Excellent

"Loved are stay."

Eurostars Magnificent Mile

10/10 Excellent

"The hotel is located in walking distance of the Magnificent Mile. The property is modern and eclectic. The views are wonderful. The hotels restaurants was good. The staff were helpful with accommodations. I would personally recommend this hotel. The bilingual staff is highly appreciated. The beet salad was surprisingly scrumptious. The clerk name James was very personable and helpful. "

Frequently asked questions

What are some accommodations with pools in Hillside?

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

What is there to see and do in Hillside?

Explore places like United Center, Wrigley Field, and Soldier Field 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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Change your mind

Treat yourself

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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

2. Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area

3. Holiday Inn Express & Suites Bensenville - O'Hare by IHG

4. Hampton Inn Chicago-O'Hare International Airport

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