Highland Hills
Chicago
Visit Highland Hills
Popular places to visit
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.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
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.
United Center
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
Eastside Chicago The Heist Exploration Game and Tour
Highland Hills Hotel Deals
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Reviewed on Feb. 28, 2025
Other neighbourhoods 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.
Logan Square
Get to know Logan Square and its many features like its breweries and live music. You might want to explore sights like Milwaukee Avenue and The 606, and you can jump on the metro at Logan Square Station or California Station (Blue Line) to get around the city.
Wicker Park
Consider exploring the abundant dining options in Wicker Park. If sightseeing is on the list, Milwaukee Avenue is a top attraction. Hop on the metro at Damen Station or Division Station to see more of the area.
West Town
Noted for its live music and theaters, there's plenty to explore in West Town. Top attractions like The Salt Shed and Humboldt Park 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 Racine Station or Polk Station (Pink Line) to get around town.
West Loop
Consider a visit to Union Park 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.
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