Deals on vacations and trips to Gary

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Gary flight + hotel vacation packages

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
per person
Jun 28 - Jun 30
Roundtrip flight included
Dallas (DAL) 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 business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 23 - May 26
Roundtrip flight included
Dallas (DFW) 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 business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-in are also provided.
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 21 - May 28
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the gym, poolside bar, and concierge services.
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 21 - May 28
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Self parking, a business center, and express check-out are also offered.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 23 - May 26
Roundtrip flight included
Dallas (DFW) 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.
Prices and availability subject to change. Additional terms may apply.

Top Gary hotels deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
per night
Apr 28 - Apr 29
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.
Breakfast available
Parking available
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $106 per night
$106
per night
Apr 24 - Apr 25
A restaurant, valet parking, and a 24-hour front desk are among this hotel's amenities. WiFi in public areas is free. A computer station, dry cleaning, and luggage storage are also on offer.
Breakfast available
Parking available
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $94 per night
$94
per night
Apr 21 - Apr 22
This hotel features a restaurant, a coffee shop, and free WiFi in public areas. A 24-hour business center, express check-out, and dry cleaning are also on offer.
Breakfast available
Restaurant
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $158 per night
$158
per night
Apr 26 - Apr 27
This historic hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Pet friendly
Breakfast available
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
$139
per night
Apr 28 - Apr 29
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.
Pet friendly
Breakfast included
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
808 SOUTH MICHIGAN AVENUE, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $149 per night
$149
per night
Apr 21 - Apr 22
This aparthotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A garden, express check-in, and express check-out are also on offer.
Pet friendly
Pool
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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

Image for Hard Rock Casino Northern Indiana

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.

Hard Rock Casino Northern Indiana
Image for Indiana University Northwest

Indiana University Northwest

5/5(5 reviews)

Explore the campus of Indiana University Northwest as part of your travels around Gary. Stroll along the lakeside or experience the entertainment venues in this family-friendly area.

Indiana University Northwest
Image for Majestic Star Casino

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.

Majestic Star Casino

Frequently asked questions

How much are vacation packages to Gary?
Your vacation fantasies can become a reality in Gary for as little as $556. Our vacation packages include flights and hotels, so you’ll find booking is a cinch. The only thing you’ll have to concentrate on is what amazing attraction you’ll head to first.
How long should my Gary vacation be?
Generally, visitors stay 2 nights in Gary. But that might not be sufficient time for you. If you’re eager to explore some of the region’s hidden treasures, why not add a few more nights to your travel itinerary?
Where can I get the best vacation package deals for Gary?
You can’t beat Travelocity when it comes to putting together your Gary package deal. There are at least 400 air carriers and 1,000,000 properties worldwide to select from. Book your trip now and get ready to cross another place off your to-do list.
Why should I purchase my Gary vacation package with Travelocity?
Savings, support and a stress-free booking are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you can relax knowing you’ll always get the best deal available.
Can I save money on my Gary car rental if I combine it with hotels and flights?
You most certainly can — bundle your car, hotel and flight into a Gary vacation package and you can save a handsome sum. With so much to discover in Gary, that set of wheels will more than come in handy. Once you’ve slid into the driver’s seat, get out on the wide open road and head to Six Flags Great America, an unmissable attraction approximately 60 mi from Gary.
What is the best time of year to go to Gary?
If you’re all about wandering wisely, is the perfect time to do it. That’s when room rates are at their cheapest. By way of comparison, prices are highest around . March, May and July are the most popular times to head to Gary, so expect long queues for tourist sights. Prefer to travel outside peak season? You’ll find more manageable crowds in November, December and January.
Which airport is best for Gary?
For plenty of visitors, a trip to Gary means going through O’Hare Intl. Airport (ORD). This bustling airport sits 40 mi northwest of the downtown area. You could also opt to fly into South Bend Intl. Airport (SBN) (55 mi away from central Gary) or Midway Intl. Airport (MDW) (25 mi away from central Gary).
What is there to do in Gary?
Gary has more than its fair share of sights to explore, including Hard Rock Casino Northern Indiana and Indiana University Northwest. These two impressive attractions are on most tourists’ travel schedules.
Where should I stay when visiting Gary?
If you’re searching for someplace comfortable to lay your head, have a look at the Majestic Star Casino & Hotel. It’s the top pick for many visitors.