
Jackson Park Highlands Vacations from $374
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Your Jackson Park Highlands Vacation
Immerse yourself in the best that Jackson Park Highlands has to offer with a Jackson Park Highlands vacation package. From its history to every other thing that makes it so fascinating, this neighborhood will delight you from start to finish. Some popular nearby attractions to visit during your trip to Jackson Park Highlands include University of Chicago, Chicago Museum of Science and Industry and Robie House. Whatever your dream Jackson Park Highlands vacation looks like, you can turn it into reality with Expedia.
The Latest Jackson Park Highlands Vacation Packages

Level Chicago – Old Town
Reviewed on Feb 2, 2026

Hotel Riu Plaza Chicago
Reviewed on Feb 2, 2026

Hotel Felix River North/Magnificent Mile
Reviewed on Feb 2, 2026

La Banque Hotel
Reviewed on Jan 26, 2026

Eurostars Magnificent Mile
Reviewed on Feb 4, 2026
Where to stay in Jackson Park Highlands

Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Jackson Park Highlands Hotel Deals

Congress Plaza Hotel
Clean room. Historic charm
Reviewed on Feb 3, 2026

Embassy Suites by Hilton Chicago Downtown River North
Staff are goid ,clean room,just one comment M
Reviewed on Feb 3, 2026

DoubleTree by Hilton Chicago - Magnificent Mile
It was amaizing
Reviewed on Feb 3, 2026
Discover the most popular places to visit in Jackson Park Highlands

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

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.

Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do

Chicago: Navy Pier Centennial Wheel Ticket

Chicago Bulls Basketball Game at United Center























