Gary Vacation Packages 2026 from $235

Gary flight + hotel vacation packages

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

The Royal Sonesta Chicago River North

Downtown Chicago

Save 100% on your flight

$235

per person

Mar 7 - Mar 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$555

per person

Mar 7 - Mar 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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

$313

per person

Mar 7 - Mar 10

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.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$362

per person

Mar 7 - Mar 10

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.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$329

per person

Mar 7 - Mar 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Top Gary hotels deals

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$173 total

Jan 3 - Jan 4, 2026

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

Homewood Suites by Hilton Chicago Downtown South Loop

59 E. 11th Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$95 total

Jan 5 - Jan 6, 2026

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

Hilton Garden Inn Chicago Downtown South Loop

55 E 11th Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$89 total

Jan 5 - Jan 6, 2026

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

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$92 total

Jan 3 - Jan 4, 2026

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

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$85 total

Jan 5 - Jan 6, 2026

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

Sentral Michigan Avenue

808 SOUTH MICHIGAN AVENUE Chicago IL

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$168 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This aparthotel features an indoor pool, a 24-hour gym, and a restaurant. 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.

Pool

Kitchen

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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.

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

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 $235, 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.