Highland Hills, IL
Chicago
Visit Highland Hills
Popular places to visit
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Things to do
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Blackhawks Ice Hockey Game at United Center
Chicago Crime and Mob Bus Tour
Chicago: Griffin Museum of Science and Industry Ticket
Highland Hills Hotel Deals
SureStay Plus Hotel by Best Western Chicago Lombard
The Whole Hotel & its front desk, including our check-in & our Suite was A-1. Randy, Ernesto, Pat, Ken, Kim were Very Welcoming & Helpful. Breakfast & its staff & Housekeeping were Awesome.
Reviewed on Jan 7, 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
I love staying here. Great View. Staff is friendly.
Reviewed on Jan 10, 2026
Hilton Chicago O'Hare Airport
We didn’t have breakfast included
Reviewed on Jan 11, 2026
Crowne Plaza Chicago West Loop by IHG
Modern property
Reviewed on Jan 5, 2026
Hyatt Regency O'Hare Chicago
The doorman is an expert on his field, the check in was seamless, fast and early, the room is neat. Definitely would stay again, close to the airport but you can’t hear a thing.
Reviewed on Jan 11, 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Great hotel! Other than the unexpected $29/day uncovered parking far away and very thin blankets, I had a lovely time for a business trip with my coworkers!
Reviewed on Jan 11, 2026
Other neighborhoods around Highland Hills
O'Hare
Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.
Lawndale
When in Lawndale and the surrounding area, you'll want to check out sights like United Center or Garfield Park Conservatory and hop on the metro to see more the city at Central Park Station (Pink Line) or Pulaski Station (Pink Line).
West Town
Noted for its live music and theaters, there's plenty to explore in West Town. Top attractions like The Salt Shed and Milwaukee Avenue are major draws, and you can hop on the metro at Division Station or Damen Station to see more of the city.
Near West Side
Live music, theaters, and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town.
West Loop
Consider a visit to The Old Post Office and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.
Lakeview
Known for its great bars and fantastic lake views, there's plenty to explore in Lakeview. You can visit top attractions like Wrigley Field and Lake Michigan, and jump on the metro at Southport Station or Addison Station (Red Line) to see more of the city.