Find Hotels with a Pool in Hillside, IL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Hillside Hotels with a Pool

This weekend
Next weekend

Our top choices for Hillside hotels with a pool

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

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
2.5 star property
Hillside
7.0 out of 10, Good, (1,002 reviews)
  • cleanliness
    Splash into comfort at this O'Hare-area hotel with an indoor pool, perfect for all-season swims after airport arrivals.
The price is AED 386
AED 432 total
includes taxes & fees
10 May - 11 May
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,429 reviews)
  • cleanliness
    Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.
The price is AED 543
AED 755 total
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,229 reviews)
  • cleanliness
    Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is AED 511
AED 607 total
includes taxes & fees
10 May - 11 May
Aloft Chicago Mag Mile

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Splash into pure relaxation at this downtown hotel's indoor pool with loungers and fitness center access.
The price is AED 907
AED 1,210 total
includes taxes & fees
24 May - 25 May
Renaissance Chicago Downtown Hotel

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,985 reviews)
  • cleanliness
    Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.
The price is AED 481
AED 572 total
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Chicago Downtown South Loop

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,930 reviews)
  • cleanliness
    Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.
The price is AED 559
AED 664 total
includes taxes & fees
25 May - 26 May
Embassy Suites by Hilton Chicago Downtown River North

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,455 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is AED 539
AED 641 total
includes taxes & fees
25 May - 26 May
DoubleTree by Hilton Chicago - Magnificent Mile

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,827 reviews)
  • cleanliness
    Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
The price is AED 621
AED 738 total
includes taxes & fees
25 May - 26 May
The Wade

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,579 reviews)
  • cleanliness
    Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
The price is AED 547
AED 768 total
includes taxes & fees
25 May - 26 May
The Royal Sonesta Chicago River North

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,045 reviews)
  • cleanliness
    World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.
The price is AED 731
AED 998 total
includes taxes & fees
26 May - 27 May
InterContinental Chicago Magnificent Mile by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Hillside

Top Hillside Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Hillside?
Hotel Felix River North/Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. River Hotel: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. Club Quarters Hotel, Central Loop, Chicago: Hotel, 3-minute walk from Millennium Park. Offers a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Chicago/Magnificent Mile Suites: Hotel, 12-minute walk from Millennium Park. Features 2 restaurants, an indoor pool, and a health club. Hotel Riu Plaza Chicago: Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Hillside?
Explore places like Wrigley Field, Navy Pier, and United Center 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.