Gary Vacation Packages 2026 from $410

Gary flight + hotel vacation packages

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

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Save 100% on your flight

$410

per person

Jan 1 - Jan 4

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This smoke-free hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Trump International Hotel & Tower Chicago

Downtown Chicago

$1,704

per person

Nov 22 - Nov 28

found 2 hours ago

Roundtrip flight included

Columbus (CMH) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$537

per person

Jan 14 - Jan 18

found 1 day ago

Roundtrip flight included

Columbus (CMH) 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.

The Ritz-Carlton, Chicago

Downtown Chicago

Save 100% on your flight

$1,276

per person

Dec 22 - Dec 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

The Peninsula Chicago

Downtown Chicago

Save 100% on your flight

$1,048

per person

Jan 1 - Jan 4

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the gym and perks like free WiFi.

Top Gary hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$129 total

Nov 11 - Nov 12

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

$197 nightly

$231 total

Nov 20 - Nov 21

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

Sentral Michigan Avenue

808 SOUTH MICHIGAN AVENUE Chicago IL

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$168 total

Nov 9 - Nov 10

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this aparthotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A garden, express check-in, and express check-out are also on offer.

Kitchen

Washer

HI Chicago Hostel

24 E Ida B Wells Drive Chicago IL

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$94 total

Nov 9 - Nov 10

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

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$143 total

Nov 12 - Nov 13

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

$144 nightly

$171 total

Nov 10 - Nov 11

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

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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.

Stay near popular Gary attractions

A frozen lake with sparse vegetation in the foreground and a sunset sky.

Marquette Park

8.4/10 (18 reviews)

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

See properties

Frequently asked questions

How much are vacation packages to Gary?

With deals starting as low as $410, 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.