Cheap Flights from Gary (GYY) to Chicago (ORD)

Popular airlines from Gary, IN (GYY-Gary - Chicago Intl.) to Chicago O'Hare Intl. Airport (ORD)

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Find available prices by choosing your travel dates.
Flights from Gary (GYY) to Chicago (ORD)
Origin airport
Gary - Chicago Intl.
Destination airport
O'Hare Intl.
Distance
35 mi

Gary to Chicago Flights

The cheapest times to fly from Gary to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Gary to Chicago are during the month of . You can find some of the cheapest flights from Gary to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Gary to Chicago

Sunday is one of the best days to book for cheap flights from Gary to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Gary to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Gary to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Gary to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Gary to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

Is it cheaper to buy a plane ticket from GYY to ORD last minute?
Booking your trip from GYY to O’Hare Airport last minute could save you dollars if you luck out and find a real bargain. However, airfares usually don’t come down in price as the departure date nears. If you choose to wait, flights could also be sold out or the best seats long gone. If you don’t want to hedge your bets, book well ahead of when you want to leave. Don’t forget that some of the biggest bargains can be found up to 12 months in advance. If your preferred carrier hasn’t released its airfares yet, check back regularly as offers are updated on Expedia all the time.
What airports do you fly into for Chicago from Gary?
From Gary, you can get to Chicago through O’Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT). Find out which terminal is the right option for you before you make a decision. If you settle on O’Hare Intl. Airport (ORD), it’s approximately 16 mi northwest of the center of the city. Use the cash you save when booking your trip with Expedia to explore the city’s top attractions, such as Wrigley Field and Millennium Park.
Can I change the date of my flight from GYY to O'Hare Airport?
Easily make changes to your GYY to O’Hare Airport trip by logging in to the Expedia Trips portal. But before you begin, look over the fare rules in your itinerary to learn what the airline will allow you to do and if charges apply. Some airlines charge a change fee per person, in addition to any difference in fares. However, if you booked in the last 24 hours, you may be able to cancel for free and book new flights. You can also find your way to our Customer Service portal for further information and to connect with our Virtual Agent.

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