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.
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.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Top hotels in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
Great stay. Place seems to have made some improvements since last time. I'll go back!
Reviewed on 3 Dec 2025
Crowne Plaza Chicago West Loop by IHG
Clean and comfortable room. Wonderful staff.
Reviewed on 5 Dec 2025
Hyatt Regency O'Hare Chicago
Good sized room
Reviewed on 4 Dec 2025
voco Chicago Downtown - Riverwalk by IHG
Great hotel
Reviewed on 1 Dec 2025
Hilton Chicago O'Hare Airport
The family room we stayed has a wide airport view, which I’m so impressed with.
Reviewed on 2 Dec 2025
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Good service!
Reviewed on 1 Dec 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 Remote Parking Station and check out top sights like Fashion Outlets of Chicago.
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 of the city at Central Park Station (Pink Line) or Pulaski Station (Pink Line).
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 Polk Station (Pink Line) or Racine Station to get around town.
Wicker Park
Spend some time visiting places like Milwaukee Avenue while getting to know Wicker Park, and be sure to check out the abundant dining options. You can hop aboard the metro at Damen Station or Division Station to see more of the 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.
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.
Highland Hills Travel Guide
- Wrigley Field
- United Center
- Chicago Riverwalk
- Willis Tower
- Donald E. Stephens Convention Center
- Woodfield Mall
- Rosemont Theatre
- LEGOLAND® Discovery Center
- Merchandise Mart
- Fashion Outlets of Chicago
- Schaumburg Medieval Times
- DePaul University-Lincoln Park
- SeatGeek Stadium
- College of Dupage
- Morton Arboretum
- Chicago Premium Outlets
- Lewis University
- Humboldt Park
- Parkway Bank Park Entertainment District
