Gary Vacation Packages 2026 from $466

Gary flight + hotel vacation packages

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

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$466

per person

Aug 11 - Aug 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.

La Banque Hotel

Save 100% on your flight

$635

per person

Jul 30 - Aug 4

found 9 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Chicago (ORD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$485

per person

Aug 11 - Aug 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Chicago Marriott Downtown Magnificent Mile

Downtown Chicago

Save 100% on your flight

$490

per person

Aug 11 - Aug 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$489

per person

Aug 11 - Aug 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Top Gary hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$161 total

May 25 - May 26

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Free WiFi

Restaurant

Hilton Chicago

720 S Michigan Ave Chicago IL

$188 nightly

$223 total

May 25 - May 26

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Pool

Hot Tub

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

$224 nightly

$266 total

May 22 - May 23

Total with taxes and fees

This hotel's 3 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and a coffee shop are also provided.

Free WiFi

Restaurant

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

$107 nightly

$127 total

May 26 - May 27

Total with taxes and fees

This hotel features a restaurant, a coffee shop, and free WiFi in public areas. Express check-out, luggage storage, and free newspapers are also on offer.

Free WiFi

Restaurant

Homewood Suites by Hilton Chicago Downtown South Loop

59 E. 11th Street Chicago IL

$143 nightly

$170 total

May 25 - May 26

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.

Breakfast included

Pet friendly

HI Chicago Hostel

24 E Ida B Wells Drive Chicago IL

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$104 total

May 25 - May 26

Total with taxes and fees

This hostel features a restaurant, a coffee shop, and free WiFi in public areas. A library, express check-out, and luggage storage are also on offer.

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.

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Marquette Park

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Marquette Beach

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East Shoreline

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Frequently asked questions

How much are vacation packages to Gary?

With deals starting as low as $466, 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 60 mi 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 40 mi northwest of downtown Gary. Midway Intl. Airport (MDW) (25 mi away from central Gary) and South Bend Intl. Airport (SBN) (55 mi 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.