The Best Hotels with a Pool in Highland Hills, IL from AED 856 in 2026

Q: What are some accommodations with pools in Highland Hills?

SureStay Plus Hotel by Best Western Chicago Lombard : Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago : Hotel steps from Rosemont Theatre. Offers 3 restaurants, an indoor pool, and complimentary wireless internet access. Hilton Chicago O'Hare Airport : Provides a snack bar/deli, a pool, and free self parking. Crowne Plaza Chicago West Loop by IHG : Hotel located near Allstate Arena. Features daily, an indoor pool, and free self parking. Holiday Inn & Suites Chicago - Downtown by IHG : Hotel located near Oakbrook Center Mall. Offers buffet, an indoor pool, and free self parking.

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Our top choices for Highland Hills hotels with a pool

1. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.

AED 856 total

includes taxes & fees

30 Aug - 31 Aug

Indoor pool, open 5:00 AM to 11:00 PM, sun loungers

2. voco Chicago Downtown - Riverwalk by IHG

Downtown Chicago

Dive into the Chicago downtown hotel's refreshing indoor pool and sauna for ultimate relaxation.

AED 1,009 total

includes taxes & fees

30 Aug - 31 Aug

3. Level Chicago - River North

Downtown Chicago

Summer splashes and cityscape views await at this Chicago hotel's seasonal rooftop pool.

AED 1,141 total

includes taxes & fees

16 Aug - 17 Aug

4. Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

Float in style at this Chicago riverside retreat with a sleek indoor pool, two on-site restaurants, and skyline views.

AED 886 total

includes taxes & fees

9 Aug - 10 Aug

5. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Downtown Chicago

Swim year-round at the urban indoor pool oasis with sun loungers and downtown Chicago views.

AED 947 total

includes taxes & fees

23 Aug - 24 Aug

6. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.

AED 917 total

includes taxes & fees

16 Aug - 17 Aug

7. Level Chicago Fulton Market

Downtown Chicago

Dive into Chicago's vibrant atmosphere with a seasonal outdoor pool perched in an upscale urban setting.

AED 1,288 total

includes taxes & fees

30 Aug - 31 Aug

8. The Hoxton, Chicago

Downtown Chicago

Take a dip in the seasonal rooftop pool while sipping craft cocktails at this urban Chicago retreat.

AED 1,195 total

includes taxes & fees

9 Aug - 10 Aug

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Choose what matters most at hotels with a pool in Highland Hills

Breakfast included

4 stars

Top Highland Hills Hotel Reviews

Loews Chicago O'Hare Hotel

10/10 Excellent

"Parking is charged"

DoubleTree by Hilton Lisle Naperville

8/10 Good

"This is a great location. The hotel is being renovated at this time. I'm sure it will be even better. If you don't want to eat offsite, there is a restaurant that provides tasty food. The lobby offers complimentary coffee and there is a small pantry with snacks. There is plenty of on-site parking. I'll stay there again."

Comfort Suites Chicago O'Hare Airport

10/10 Excellent

"Good stay, honest staff. They allowed us to check in earlier than usual and when we left, my son had forgotten his fanny pack. We came back 5 hours after we had already checked out. Came in to ask about it and a staff member had grabbed his fanny pack and put it in a plastic bag. We got it back with all his money. Not a dollar missing. Thank you and your staff for a great experience!"

Frequently asked questions

What are some accommodations with pools in Highland Hills?

SureStay Plus Hotel by Best Western Chicago Lombard: Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago: Hotel steps from Rosemont Theatre. Offers 3 restaurants, an indoor pool, and complimentary wireless internet access. Hilton Chicago O'Hare Airport: Provides a snack bar/deli, a pool, and free self parking. Crowne Plaza Chicago West Loop by IHG: Hotel located near Allstate Arena. Features daily, an indoor pool, and free self parking. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel located near Oakbrook Center Mall. Offers buffet, an indoor pool, and free self parking.

What is there to see and do in Highland Hills?

Make a point to visit attractions like Morton Arboretum and The Oasis Water Park. During your stay, check out sights such as Yorktown Shopping Center, Oakbrook Center Mall, and Drury Lane Theater. Highland Hills appeals to visitors with its array of dining options and major shopping area.

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

You may want to consider an accommodation that has an outdoor pool if you plan to visit in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 30°F.

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Our top choices for Highland Hills hotels with a pool

1. Hyatt Place Chicago/Downtown - The Loop