
Gary Vacation Packages
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Your Gary Vacation
From its rich history to its cultural experiences and beyond, there's loads to love about Gary. Discover the wonders of this interesting city with a Gary vacation package that's customized for you. Hard Rock Casino Northern Indiana, Ameristar Casino East Chicago and Indiana University Northwest are just some of the many sights worth visiting during your trip to Gary. A few quick clicks is all it takes to build the perfect Gary vacation on Expedia.
Top Gary Vacation Deals
Price found within the past 48 hours. Click for updated prices.




Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was CA $3,612, price is now CA $2,535 per person
CA $2,535
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Given the price point and other reviews, we came here expecting a luxury stay similar to the Waldorf Astoria, Four Seasons, and Peninsula, which are some of our favorite properties to stay at. However, everything from the service and cleanliness to the ambiance of the entrance and lobby and the amenities (other than the gym, which was excellent) is best described as an upgraded version of an average Hilton, Hyatt, or Marriott.
For example, there was a hair in the bed. When we reported it, the hotel changed the sheets and asked if we wanted to switch rooms, but no apology or other compensation was offered.
The service was fine but incredibly slow, which we experienced with three different requests. Two were for the same bath salts, which are already provided in the room, so it wasn’t a special request. We had to call twice, and they arrived after 45 to 55 minutes. For the third, I went down to the front desk to ask for a printer, and they offered to print the documents and send them to my room. After 45 minutes, I went back down, and it turned out they had completely forgotten about the request, so I had them printed right there.
The pool was dirty. On three different occasions over two days, there were toys left in the pool even after the people using them were already gone. The fruit in the gym was also old and had gone bad.
Reviewed on Nov 4, 2026
Gary Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Nov 23 to Nov 24
CA $162
CA $193 total
Nov 23 - Nov 24
includes taxes & fees

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Nov 27 to Nov 28
CA $151
CA $220 total
Nov 27 - Nov 28
includes taxes & fees
8.6/10 Excellent! (3,526 reviews)
"The main area of the hotel is old and beautiful. The rooms are quite basic and due for upgrades. The bathroom had stool on the toilet when we arrived. No fan in the bathroom or working window so the room got very humid when we showered. I’m surprised that I didn’t see mold. Bed was comfy."
Reviewed on Nov 5, 2026

Sentral Michigan Avenue
808 SOUTH MICHIGAN AVENUE Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Dec 7 to Dec 8
CA $178
CA $209 total
Dec 7 - Dec 8
includes taxes & fees
9/10 Wonderful! (1,404 reviews)
"Nice place, Clean, floor to ceiling window had a great view of the city."
Reviewed on Nov 5, 2026
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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.











