Gary Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Lawrence Tellez
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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Gary Holiday
Our pick of the best Gary Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
7.8/10 Good! (9,384 reviews)
"This is a beautiful historic Chicago downtown hotel across the street from Grant Park. However, some of the rooms and hallways are in need of updating."
Reviewed on 1 Oct 2025
Hilton Chicago
720 S Michigan Ave, Chicago, IL
The price is NZ$421 per night from 23 Oct to 24 Oct
NZ$421
23 Oct - 24 Oct
includes taxes & fees
8.4/10 Very Good! (2,226 reviews)
"Clean"
Reviewed on 29 Sept 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$238 per night from 2 Nov to 3 Nov
NZ$238
2 Nov - 3 Nov
includes taxes & fees
7.2/10 Good! (2,385 reviews)
"Great location and close to train. Helpful staff"
Reviewed on 28 Sept 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Gary
Majestic Star Casino
Why not try your luck with a visit to Majestic Star Casino during your time in Gary? While you're in the area, find time to visit its casinos.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
