Gary Vacations 2026 from CA $893

Gary flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

CA $893

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip 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

Downtown Chicago

CA $1,571

per person

Sep 7 - Sep 14

found 19 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.

The Emily Hotel

Downtown Chicago

CA $1,881

per person

Aug 25 - Aug 31

found 21 hours ago

Roundtrip 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.

Level Chicago – Old Town

Downtown Chicago

CA $1,396

per person

Sep 2 - Sep 6

found 2 hours ago

Roundtrip flight included

Calgary (YYC) to Chicago (ORD)

Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Top Gary hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $191

CA $227 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

65 E Harrison St Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $189

CA $225 total

Jul 1 - Jul 2

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

2233 S Martin Luther King Dr Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $249

CA $337 total

Jul 2 - Jul 3

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

720 S Michigan Ave Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $263

CA $353 total

Jul 4 - Jul 5

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

7353 S Cicero Avenue Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $170

CA $214 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

HI Chicago Hostel

24 E Ida B Wells Drive Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $153

CA $179 total

Jul 1 - Jul 2

includes taxes & fees

Stay at this hostel in Chicago. Enjoy free WiFi, a 24-hour front desk, and 2 meeting rooms. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.

Free WiFi

Restaurant

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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

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 Harbor Light, lighthouse in Marquette, Michigan, USA

Marquette Beach

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

Frequently asked questions

How much are vacation packages to Gary?

With deals starting as low as CA $893, 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.