
Jackson Park Highlands Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Jackson Park Highlands Holiday
Immerse yourself in the best that Jackson Park Highlands has to offer with a Jackson Park Highlands holiday package. From its history to every other thing that makes it so fascinating, this neighbourhood 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 holiday looks like, you can turn it into reality with Expedia.
- Chicago Marriott Suites Deerfield
Aug 6 - Aug 8Chicago Marriott Suites Deerfield + Flight
Deerfield2 nights8.6/10 - Excellent (1,009 reviews)"The staff was very helpful"Reviewed June 8, 2026Return • Sydney (SYD) - Chicago (ORD)SYD - ORD • 1 stop ORD - SYD • 1 stopAU$2,360AU$2,271found 1 day agoper traveller - Level Chicago Fulton Market
Aug 6 - Aug 7Level Chicago Fulton Market + Flight
Downtown Chicago1 night9.2/10 - Wonderful (493 reviews)"Fully equipmet"Reviewed June 2, 2026Return • Sydney (SYD) - Chicago (ORD)SYD - ORD • 2 stops ORD - SYD • 2 stopsAU$2,760AU$2,634found 1 day agoper traveller - Nobu Hotel Chicago
Aug 6 - Aug 7Nobu Hotel Chicago + Flight
Downtown Chicago1 night9.4/10 - Exceptional (864 reviews)"Beautiful"Reviewed June 8, 2026Return • Sydney (SYD) - Chicago (ORD)SYD - ORD • 2 stops ORD - SYD • 2 stopsAU$2,757AU$2,660found 1 day agoper traveller - Embassy Suites by Hilton Chicago Lombard Oak Brook
Aug 6 - Aug 8Embassy Suites by Hilton Chicago Lombard Oak Brook + Flight
Lombard2 nights8.2/10 - Very good (1,616 reviews)"Very nice staff. Great breakfast. Security to make you feel safe."Reviewed June 7, 2026Return • Sydney (SYD) - Chicago (ORD)SYD - ORD • 1 stop ORD - SYD • 1 stopAU$2,362AU$2,287found 1 day agoper traveller - Wyndham Garden Schaumburg Chicago Northwest
Aug 6 - Aug 8Wyndham Garden Schaumburg Chicago Northwest + Flight
Schaumburg2 nights6.8/10 - (1,007 reviews)"My stay was great"Reviewed June 2, 2026Return • Sydney (SYD) - Chicago (ORD)SYD - ORD • 1 stop ORD - SYD • 1 stopAU$2,351AU$2,284found 1 day agoper traveller
Our guide on 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.
Our pick of the best Jackson Park Highlands Hotel Deals

Congress Plaza Hotel
"Cool hotel, good history"
Reviewed on 8 June 2026

The Chicago Hotel Collection - Magnificent Mile
"They were awesome to clean our room before we checked out . Which we checked out 2 days later"
Reviewed on 8 June 2026

The Chicago Hotel Collection Ambassador Gold Coast
"We just stayed one night but the hotel served its purpose. We would stay here again. We also liked the lobby of the hotel and bar"
Reviewed on 8 June 2026
Frequently asked questions
Discover the most popular places to visit in Jackson Park Highlands

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.

Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Six Flags Great America
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
Activities
































