Highland Hills Travel Guide
Chicago
Visit Highland Hills
Popular places to visit

Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

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 ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Things to do

Skydeck - Willis Tower Admission

Wendella's 90-min Chicago River Architecture Tour

Chicago: Navy Pier Centennial Wheel Ticket
Top hotels in Highland Hills

SureStay Plus Hotel by Best Western Chicago Lombard
Quiet, clean, spacious a great stay
Reviewed on 22 Nov 2025

Crowne Plaza Chicago West Loop by IHG
The room was very nice, and the staff were super helpful.
Reviewed on 18 Nov 2025

Hilton Chicago O'Hare Airport
Rooms are a little dated, but clean and comfortable. Location across from the airport is quite convenient. Carry out café was good. Sit down restaurant had very tasty dinners and huge portions. Staff was consistentlyknowledgeable, polite, and cheerful.
Reviewed on 20 Nov 2025

voco Chicago Downtown - Riverwalk by IHG
Great staff beautiful view clean rooms
Reviewed on 18 Nov 2025

Canopy by Hilton Chicago Central Loop
Room was spotless. Service was great.
Reviewed on 19 Nov 2025

Hyatt Regency O'Hare Chicago
This is my 2nd time staying here. The rooms are huge and have a long sofa. It's very convenient to have a refrigerator in every room and microwave down the hall. The rooms are always very clean and quiet. There are several restaurants which have excellent food. Definitely I plan to come back here ...
Reviewed on 22 Nov 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.

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.

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.
Highland Hills Travel Guide
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