Cheap Flights from Chicago (ORD) to Cortland (CTX)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Cortland, NY (CTX-Cortland County)

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Alternative airports near Cortland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Tompkins Regional ITH. Cheapest option available. Average driving time to city center is 29 minutes. Flights from $254
ITH
Tompkins Regional
Cheapest
Average driving time to city center29 min
Flights from $254
Flights from Chicago (ORD) to Cortland (CTX)
Origin airport
O'Hare Intl.
Destination airport
Cortland County
Distance
598 mi

Chicago to Cortland Flights

The cheapest times to fly from Chicago to Cortland

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 Chicago to Cortland are during the month of . You can find some of the cheapest flights from Chicago to Cortland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Cortland

Sunday is one of the best days to book for cheap flights from Chicago to Cortland: 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 Chicago to Cortland

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 Chicago to Cortland 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 Chicago to Cortland 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 Chicago to Cortland 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

How much does a flight from O'Hare Intl. Airport (ORD) to Cortland County Airport (CTX) cost?
Secure a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Cortland County Airport (CTX) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Cortland County Airport (CTX)?
is the cheapest month to fly from ORD to CTX. Traveling during quieter months is often the key to finding better fares.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Cortland County Airport (CTX)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest ORD to CTX flight.
How many flights per day from O'Hare Intl. Airport (ORD) to Cortland County Airport (CTX)?
Nonstop flights from O'Hare Intl. Airport (ORD) to Cortland County Airport (CTX) aren't available daily, so you'll need to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to CTX?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Cortland County Airport (CTX)?
Select a flight from O'Hare Intl. Airport (ORD) to Cortland County Airport (CTX) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Departures later than this are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Cortland from O'Hare Intl. Airport (ORD)?
Hancock Intl. Airport (SYR) is the only airport in Cortland with direct flights from O'Hare Intl. Airport (ORD). Check out your options and discover affordable fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Cortland County Airport (CTX) last-minute?
Last-minute bookings from ORD to CTX are usually more expensive. To secure the best prices, start looking for flights ahead of time. That said, if your travel plans are flexible, you may land a cheap ticket right before you leave.
Is it cheaper to book an ORD to CTX flight and hotel package?
You'll typically save money by securing an ORD to CTX flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. Once you've chosen your preferred accommodations and flights, consider other add-ons like tours, car rentals and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Cortland County Airport (CTX)?
If you booked your ORD to CTX flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for further details.

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