Highland Hills Hotels, Chicago
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3276 Cheap Hotels in Highland Hills - Specials, Reviews, & Last Minute Deals
SureStay Plus Hotel by Best Western Chicago Lombard
Highland Hills
9.0 out of 10, Wonderful, (2419)
"Good accommodations"
Scott
The price is AU$121
includes taxes & fees
9 Dec - 10 Dec
Extended Stay America Suites Chicago Lombard Yorktown Center
Highland Hills
6.8 out of 10, (686)
"The staff was awesome, the rooms were clean and cozy"
Leslie
The price is AU$141
includes taxes & fees
4 Jan - 5 Jan 2026
voco Chicago Downtown - Riverwalk by IHG
30.4 km from Highland Hills
8.8 out of 10, Excellent, (3441)
"Great hotel"
Clara
The price is AU$205
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG
30.4 km from Highland Hills
8.8 out of 10, Excellent, (2032)
"Great hotel."
Mario
The price is AU$173
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Chicago Central Loop
30.5 km from Highland Hills
9.2 out of 10, Wonderful, (1255)
"Great location and the staff were friendly and helpful."
Edwin
The price is AU$182
includes taxes & fees
21 Dec - 22 Dec
La Quinta Inn & Suites by Wyndham Chicago Downtown
30.5 km from Highland Hills
8.6 out of 10, Excellent, (2637)
"The hotel was very clean and convenient. I really enjoyed my stay. I would stay there again."
Philip
The price is AU$196
includes taxes & fees
1 Jan - 2 Jan 2026
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.
Our guide on where to stay in Highland Hills
Find the best Highland Hills areas for the activities you enjoy most.
Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Magnificent Mile
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
The Loop
Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).
Top Highland Hills Hotel Reviews
Holiday Inn Chicago O'Hare – Rosemont by IHG
10/10 Excellent
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