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Gary

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Gary Flights as Low as $72

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Wed, Oct 29 - Fri, Oct 31
MCO
Orlando Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 13 hours ago
$72
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Wed, Oct 29 from Orlando Intl. to O'Hare Intl., returning Fri, Oct 31, priced at $72 found 13 hours ago
Spirit Airlines
Wed, Oct 29 - Fri, Oct 31
MCO
Orlando Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 13 hours ago
$78
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Wed, Oct 29 from Orlando Intl. to O'Hare Intl., returning Fri, Oct 31, priced at $78 found 13 hours ago
Spirit Airlines
Wed, Oct 29 - Fri, Oct 31
MCO
Orlando Intl.
ORD
O'Hare Intl.
$80 Roundtrip, found 13 hours ago
$80
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Wed, Oct 29 from Orlando Intl. to O'Hare Intl., returning Fri, Oct 31, priced at $80 found 13 hours ago
Frontier Airlines
Wed, Oct 8 - Mon, Oct 20
MCO
Orlando Intl.
ORD
O'Hare Intl.
$95 Roundtrip, found 1 day ago
$95
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Oct 8 from Orlando Intl. to O'Hare Intl., returning Mon, Oct 20, priced at $95 found 1 day ago
Spirit Airlines
Wed, Oct 29 - Sat, Nov 1
LGA
LaGuardia
ORD
O'Hare Intl.
$110 Roundtrip, found 2 days ago
$110
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Oct 29 from LaGuardia to O'Hare Intl., returning Sat, Nov 1, priced at $110 found 2 days ago
Frontier Airlines
Thu, Oct 30 - Sun, Nov 2
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$127 Roundtrip, found 4 days ago
$127
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Oct 30 from John F. Kennedy Intl. to O'Hare Intl., returning Sun, Nov 2, priced at $127 found 4 days ago
JetBlue Airways
Tue, Dec 2 - Wed, Dec 3
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$139 Roundtrip, found 10 hours ago
$139
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, Dec 2 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Dec 3, priced at $139 found 10 hours ago
United
Wed, Oct 29 - Sat, Nov 1
LGA
LaGuardia
ORD
O'Hare Intl.
$139 Roundtrip, found 2 days ago
$139
Roundtrip
found 2 days ago
Select United flight, departing Wed, Oct 29 from LaGuardia to O'Hare Intl., returning Sat, Nov 1, priced at $139 found 2 days ago
Frontier Airlines
Tue, Oct 28 - Tue, Oct 28
LGA
LaGuardia
MDW
Midway Intl.
$151 Roundtrip, found 3 days ago
$151
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Oct 28 from LaGuardia to Midway Intl., returning Tue, Oct 28, priced at $151 found 3 days ago
Delta
Sat, Nov 1 - Sat, Nov 1
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Nov 1 from John F. Kennedy Intl. to O'Hare Intl., returning Sat, Nov 1, priced at $152 found 4 days ago
American Airlines
Wed, Oct 29 - Sat, Nov 1
LGA
LaGuardia
ORD
O'Hare Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Oct 29 from LaGuardia to O'Hare Intl., returning Sat, Nov 1, priced at $157 found 2 days ago
American Airlines
Sat, Feb 14 - Tue, Feb 17
MCO
Orlando Intl.
RFD
Greater Rockford
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Feb 14 from Orlando Intl. to Greater Rockford, returning Tue, Feb 17, priced at $179 found 4 days ago
Bargain Flight
Sat, Oct 4 - Tue, Oct 7
FSD
Sioux Falls Regional
ORD
O'Hare Intl.
$200 Roundtrip, found 7 hours ago
$200
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Sat, Oct 4 from Sioux Falls Regional to O'Hare Intl., returning Tue, Oct 7, priced at $200 found 7 hours ago
Sun Country Airlines
Fri, Oct 31 - Sun, Nov 2
MCO
Orlando Intl.
ORD
O'Hare Intl.
$337 Roundtrip, found 8 hours ago
$337
Roundtrip
found 8 hours ago
Select Sun Country Airlines flight, departing Fri, Oct 31 from Orlando Intl. to O'Hare Intl., returning Sun, Nov 2, priced at $337 found 8 hours ago
Alaska Airlines
Fri, Jan 30 - Mon, Feb 2
MCO
Orlando Intl.
ORD
O'Hare Intl.
$402 Roundtrip, found 3 hours ago
$402
Roundtrip
found 3 hours ago
Select Alaska Airlines flight, departing Fri, Jan 30 from Orlando Intl. to O'Hare Intl., returning Mon, Feb 2, priced at $402 found 3 hours ago
Delta
Thu, Oct 2 - Sun, Oct 5
FSD
Sioux Falls Regional
MDW
Midway Intl.
$570 Roundtrip, found 5 days ago
$570
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Oct 2 from Sioux Falls Regional to Midway Intl., returning Sun, Oct 5, priced at $570 found 5 days ago

Cheap Flights to Gary

Fall in love at first flight with your vacation to Gary by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Gary on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Gary, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Gary

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Gary with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the RFD airport.

What is the cheapest month to fly to Gary?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Gary are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Gary?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Gary.

What airport is best to fly into Gary?

When you’re planning your trip to Gary, convenience is the name of the game. Luckily, Gary Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Gary must-do list.

How much are flights to Gary?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Gary on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $72, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Gary?

The trick to saving a stack of cash on your flight to Gary? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $72 right now, why wait?

Gary Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$98

Last Minute Hotel Deals in Gary

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (9,338 reviews)
"This was our second stay at this hotel and we will probably stay here for all our future trips to Chicago. It's very conveniently located, making it very easy to get to and from Midway Airport and all the things we want to see and do in town. There are tons of great restaurants within walking distance ..."

Reviewed on Sep 28, 2025

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Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,215 reviews)
"Great Hotel"

Reviewed on Sep 24, 2025

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Hilton Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.2/10 Good! (2,387 reviews)
"Safe, clean and comfortable! Staff is awesome."

Reviewed on Sep 29, 2025

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Travelodge by Wyndham Downtown Chicago
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave, Chicago, IL
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (2,659 reviews)
"Good"

Reviewed on Sep 26, 2025

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Best Western Grant Park Hotel
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,695 reviews)
"The room was nice and clean with amazing view of downtown, 10/10. The have a restaurant onsite that serves delicious food and has friendly staff, 9/10. Hotel staff were friendly as well, 8/10."

Reviewed on Sep 28, 2025

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Hilton Garden Inn Chicago Downtown South Loop
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr, Chicago, IL
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,029 reviews)
Loved it!
"Enjoyed my stay!!"

Reviewed on Sep 21, 2025

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Hyatt Regency McCormick Place Chicago
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
808 SOUTH MICHIGAN AVENUE, Chicago, IL
Stay at this 4-star business-friendly aparthotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the ...
9/10 Wonderful! (940 reviews)
"The space is really nice, well-located, and has a very attentive staff. Our apartment was dirty when we checked in, with a lot of dirt behind the sofa and under the bed. Another downside is the size of the bed. The mattress is very good, but the bed wasn't even queen-size."

Reviewed on Sep 29, 2025

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Sentral Michigan Avenue
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
Book a stay at this business-friendly hotel in Oak Lawn. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,059 reviews)
"The room was great! Very clean and comfortable. I did not like the breakfast. I tried the croissant and a couple of the pastries. The croissant was raw inside and was under baked. The pastries were the same. For the price you charged for breakfast, I expected a much better quality. I can definitely ..."

Reviewed on Sep 29, 2025

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Hilton Chicago/Oak Lawn
See all 1,629 properties in Gary
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.