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.
Level Chicago - River North
Downtown Chicago
Price was CA $2,102, price is now CA $1,251 per person
CA $1,251
per person
Jul 28 - Jul 31
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,029, price is now CA $1,412 per person
CA $1,412
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (498 reviews)
The place was serene,close proximity to Fulton market and had amazing views
Reviewed on Jun 22, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $2,041, price is now CA $1,476 per person
CA $1,476
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,767 reviews)
Overall, the hotel was okay for the price, but pretty basic. The room was very simple and lacked some expected amenities—there were no slippers provided, which was a bit disappointing. Also, the area around the bed wasn’t very clean, which affected the overall experience.
I paid $170 per night, and for that price, I expected a bit more attention to cleanliness and comfort. It’s not terrible, but definitely not great either.
Reviewed on Jun 22, 2026
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was CA $1,360, price is now CA $1,007 per person
CA $1,007
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,984 reviews)
Great location very basic accommodations
Reviewed on Jun 21, 2026
Gary Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Jun 29 to Jun 30
CA $193
CA $229 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,164 reviews)
"It was VERY LOUD. The outside noise was unbearable the first night. Soundproof windows or sound machines are needed."
Reviewed on Jun 22, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Jul 5 to Jul 6
CA $174
CA $207 total
Jul 5 - Jul 6
includes taxes & fees
7.6/10 Good! (2,639 reviews)
"The Wyndam in Chicago is a budget hotel with limited amenities. I'll do in a pinch, but there are a lot of better hotels in the area."
Reviewed on Jun 22, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $277 per night from Jul 5 to Jul 6
CA $277
CA $371 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (2,887 reviews)
"Everything was great, except check in. The line was very long and not enough people working behind the desk to get people checked in. Also, the property restaurants and surrounding area food, etc. is very expensive to what we are used to paying (attended the Morgan Wallen concert in Chicago on 6/20 ..."
Reviewed on Jun 22, 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.
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 visit to Gary? While you're in the area, find time to visit its casinos.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
