Highland Hills
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
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
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.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
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.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
Chicago River: 1.5-Hour Guided Architecture Cruise
Top hotels in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
My favorite spot to stay for the Glazier Clinic football conference in Oak Brook. I usually stay here twice a year love the location and the amenities of the hotel. Their stay is always courteous and helpful.
Reviewed on Feb 10, 2026
Hilton Chicago O'Hare Airport
Food at sports bar was great along with the service. Bedding was top notch, room clean& nice TV
Reviewed on Feb 9, 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
Everything good
Reviewed on Feb 9, 2026
Crowne Plaza Chicago West Loop by IHG
Friendly front desk. Good bagels at restaurant . Great pocation
Reviewed on Feb 13, 2026
Marriott Chicago O'Hare
Clean room and staff was excellent
Reviewed on Feb 12, 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Yes
Reviewed on Feb 13, 2026
Other neighbourhoods around Highland Hills
O'Hare
Consider a visit to Fashion Outlets of Chicago and take some time to enjoy the abundant dining options during your time in O'Hare. If you want to see more of the city, jump on the metro at Cumberland Station or Remote Parking Station.
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.
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.
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 Milwaukee Avenue 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.
