Gary Vacation Packages 2025/2026 from $170

Gary flight + hotel vacation packages

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

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

$170

per person

Jan 9 - Jan 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

The Westin Michigan Avenue Chicago

Downtown Chicago

$503

per person

Dec 23 - Dec 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$232

per person

Jan 9 - Jan 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Art Villa

West Town

Save 100% on your flight

$683

per person

Jan 12 - Jan 16

found 1 day ago

Roundtrip flight included

Denver (DEN) to Chicago (ORD)

A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.

theWit Chicago, a Hilton Hotel

Downtown Chicago

Save 100% on your flight

$173

per person

Jan 9 - Jan 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Limo/town car service, WiFi in public areas, and express check-out are also on offer.

Top Gary hotels deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$120 total

Nov 10 - Nov 11

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

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$163 total

Nov 24 - Nov 25

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

Travelodge by Wyndham Downtown Chicago

65 E Harrison St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$99 total

Nov 13 - Nov 14

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

Hilton Garden Inn Chicago Downtown South Loop

55 E 11th Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$98 total

Nov 24 - Nov 25

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, a snack bar/deli, and a free grocery shopping service are also on offer.

Pool

Pet friendly

Homewood Suites by Hilton Chicago Downtown South Loop

59 E. 11th Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$102 total

Dec 8 - Dec 9

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.

Pool

Breakfast included

Best Western Grant Park Hotel

1100 S Michigan Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$89 total

Nov 24 - Nov 25

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. WiFi in public areas is free. Valet parking, a computer station, and dry cleaning are also offered.

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

4/5(15 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.

Hard Rock Casino Northern Indiana

Why not try your luck with a visit to Hard Rock Casino Northern Indiana during your visit to Gary? While in the area, you can find time to visit its casinos.

Majestic Star Casino

3.5/5(48 reviews)

Why not try your luck with a visit to Majestic Star Casino during your visit to Gary? While you're in the area, find time to visit its casinos.

Frequently asked questions

How much are vacation packages to Gary?

With deals starting as low as $170, 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.