Book Exclusive Gary Vacation Packages

Choose one or more items to build your trip:

Gary flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,480, price is now CA $1,052 per person
CA $1,052
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,281, price is now CA $1,546 per person
CA $1,546
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,494, price is now CA $1,075 per person
CA $1,075
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $2,315, price is now CA $1,688 per person
CA $1,688
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,556, price is now CA $1,144 per person
CA $1,144
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Stay near popular Gary attractions

A beach with a red house on a small island, surrounded by trees and rocky shoreline.

Marquette Beach

9.4/10 (3 reviews)
Why not spend a lazy afternoon at Marquette Beach during your trip to Miller Beach?
See properties

Frequently asked questions

How much are vacation packages to Gary?
With deals starting as low as CA $1,052, flight and hotel packages are a superb way to stretch your travel budget. Gary, here you come!
How long should my Gary vacation be?
If you need some guidance, most travelers spend around 2 nights vacationing in Gary. But to uncover the true essence of this place, stay a few extra days. That way you can see more and really soak up the local culture.
Where can I get the best vacation package deals for Gary?
With as many as 400 air carriers and 1,000,000 properties across the globe, you can't go wrong with Travelocity. Scroll through our impressive range and create the perfect package deal to Gary. Isn't it great when organizing a trip is that easy?
Why should I purchase my Gary vacation bundle with Travelocity?
We take the hassle out of travel planning. Whether you're seeking an amazing new place to discover or want to ensure you get the best price on offer, we've got your back. Our 24/7 customer support, high-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.
Can I save money on my Gary car rental if I combine it with a hotel or flight?
Combining your flight, hotel and car into a Gary vacation package is an excellent way to score the best deal. Plus, having your own wheels gives you freedom to get to all those big-name sights you're itching to explore. Located 97 kilometers from Gary, Six Flags Great America is one place that should have a place on your itinerary. Load up the car and make a day trip of it.
Which airport is best for Gary?
It's highly likely you'll be landing at O'Hare Intl. Airport (ORD), located 64 kilometers northwest of downtown Gary. Midway Intl. Airport (MDW) (40 kilometers away from central Gary) and South Bend Intl. Airport (SBN) (88 kilometers away from central Gary) are your other options.
What is there to do in Gary?
While taking the path less traveled is rewarding, you shouldn't miss the popular sights that make a place famous. Hard Rock Casino Northern Indiana and Indiana University Northwest are a couple of them in Gary.
Where should I stay when visiting Gary?
If you're searching for someplace comfortable to lay your head, have a look at the Modern Boho Beach House with Hot Tub. It's the top choice for many visitors.

Photos of local treasures

Browse Gary vacation photos for more inspiration

A pier extending into calm waters at sunset with a clear sky.
A historic building with a tower, adjacent modern buildings, and a parking lot.
A cityscape with historic buildings, including a large brick structure with arched windows and a white building with a grid pattern.
An aerial view of a cityscape with industrial buildings, a large church, and residential areas.
A beach with waves and a sunset.