Highland Hills Travel Guide
Chicago
Visit Highland Hills
Popular places to visit
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.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
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.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Grant Park
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
Top hotels in Highland Hills
Reviewed on 12 Jul 2025
Reviewed on 12 Jul 2025
Reviewed on 12 Jul 2025
Reviewed on 11 Jul 2025
Reviewed on 12 Jul 2025
Reviewed on 12 Jul 2025
Other neighbourhoods around Highland Hills
O'Hare
Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Rosemont Station and check out top sights like Rosemont Theatre.
Logan Square
The breweries and live music are just a few things visitors like about Logan Square. Milwaukee Avenue and Logan Square Farmers Market are worthwhile spots to check out, and you can hop on the metro at Logan Square Station or California Station (Blue Line) to get around the larger area.
West Town
Noted for its live music and theatres, 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, theatres 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 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.
Lakeview
Known for its lively bars and lake views, there's plenty to explore in Lakeview. Top attractions like Wrigley Field and Lake Michigan are major draws, and you can catch the metro at Southport Station or Addison Station (Red Line) to see more of the city.
- Wrigley Field
- Chicago Riverwalk
- United Center
- Donald E. Stephens Convention Center
- Willis Tower
- Woodfield Mall
- Merchandise Mart
- Rosemont Theatre
- SeatGeek Stadium
- LEGOLAND® Discovery Center
- Oakbrook Center Mall
- Schaumburg Medieval Times
- Morton Arboretum
- DePaul University-Lincoln Park
- Fashion Outlets of Chicago
- Chicago Premium Outlets
- Lewis University
- College of Dupage
- Anna and Frederick Douglass Park
- Humboldt Park