Book Exclusive Gary Vacation Packages

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Gary flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,254, price is now CA $871 per person
CA $871
per person
Aug 20 - Aug 23
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). 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 $2,238, price is now CA $1,544 per person
CA $1,544
per person
Aug 5 - Aug 9
found 24 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue 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 $1,996, price is now CA $1,409 per person
CA $1,409
per person
Aug 20 - Aug 23
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) 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.
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,639, price is now CA $1,177 per person
CA $1,177
per person
Aug 5 - Aug 9
found 24 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,493, price is now CA $1,081 per person
CA $1,081
per person
Aug 20 - Aug 23
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.

Top Gary hotels deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $192 per night
CA $192
CA $229 total
Jun 29 - Jun 30
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.
Free WiFi
Restaurant
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $173 per night
CA $173
CA $206 total
Jul 5 - Jul 6
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.
Free WiFi
Restaurant
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $287 per night
CA $287
CA $383 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Grant Park are located nearby.
Free WiFi
Restaurant
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $276 per night
CA $276
CA $370 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.
Pool
Hot tub
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $172 per night
CA $172
CA $216 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions SeatGeek Stadium and Wintrust Sports Complex are located nearby.
Free WiFi
Restaurant
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive Michigan City IN
Free cancellation
Reserve now, pay when you stay
The price is CA $126 per night
CA $126
CA $165 total
Jun 29 - Jun 30
includes taxes & fees
Book a stay at this spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Chip Casino and Washington Park Zoo are located nearby.
Spa
Free WiFi
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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.

Popular places to visit

Marquette Park

Marquette Park

Explore the great outdoors at Marquette Park, a lovely green space in Miller Beach. While you're in the area, stroll along the lakeside.

Marquette Park
Marquette Harbor Light, lighthouse in Marquette, Michigan, USA

Marquette Beach

Why not spend a lazy afternoon at Marquette Beach during your trip to Miller Beach?

Marquette Beach
Lake Michigan waves crash against the East Pierhead Outer Lighthouse and catwalk, in Michigan City, Indiana.

East Shoreline

Why not spend a lazy afternoon at East Shoreline during your trip to Miller Beach?

East Shoreline

Frequently asked questions

How much are vacation packages to Gary?
With deals starting as low as CA $871, 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.
Sunset shines on the historic central core of downtown Gary, Indiana, USA.
Sunset shines on the historic central core of downtown Gary, Indiana, USA.
Sunset shines on the historic central core of downtown Gary, Indiana, USA.
long exposure of waves crashing on beach, Indiana Dunes Park