Jackson Park Highlands
Chicago
Visit Jackson Park Highlands
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 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.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
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.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
Top hotels in Jackson Park Highlands
Congress Plaza Hotel
The bellman Steve was awesome. Holding luggage before and after check in was super helpful.
Reviewed on Mar 29, 2026
Hilton Chicago/Magnificent Mile Suites
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Reviewed on Mar 29, 2026
Embassy Suites by Hilton Chicago Downtown River North
Pretty pricey for what you actually get. Valet is $79 per night on top of room fee. Beds are hard and uncomfortable. The linen on bed was full of stains. The temperature in room is either too hot or too cold. Pool water is disgusting. On the other hand:valet staff was excellent. The location is excellent. ...
Reviewed on Mar 29, 2026
Hotel Riu Plaza Chicago
Best breakfast buffet I’ve ever had while in Chicago. ALL staff was nice, welcoming and willing to be of assistance. Definitely plan on staying again the next time I’m in Chicago‼️
Reviewed on Mar 29, 2026
The Wade
All staff members are really nice. Accomodated us well, no complaints.
Reviewed on Mar 29, 2026
Aloft Chicago Mag Mile
The location was nice and the staff was polite and helpful. However, we did request extra pillows which were approved but never delivered. The pool was not good. I called ahead to check that it was functioning and was told it was “heated and cleaned twice a day,” however it was ice cold and so murky ...
Reviewed on Mar 29, 2026
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Other neighbourhoods around Jackson Park Highlands
Near South Side
Travelers choose Near South Side for its abundant dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.
South Loop
Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
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.
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.