Cheap Flights from New Haven (HVN) to Olean (OLE)

Popular airlines from New Haven, CT (HVN-Tweed - New Haven Regional) to Olean, NY (OLE-Cattaraugus County)

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
    trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Frequently asked questions

How much does a flight from Tweed - New Haven Regional Airport (HVN) to Olean, NY (OLE-Cattaraugus County) cost?
Get a cheap one-way flight or cheap return flight from Tweed - New Haven Regional Airport (HVN) to Olean, NY (OLE-Cattaraugus County) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Tweed - New Haven Regional Airport (HVN) to Olean, NY (OLE-Cattaraugus County)?
is the least expensive month to fly from HVN to OLE. Traveling outside of peak seasons is often the key to finding better deals on flights.
What is the cheapest airline that flies from Tweed - New Haven Regional Airport (HVN) to Olean, NY (OLE-Cattaraugus County)?
Expedia's filter tool lets you easily compare travel time, airlines and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest HVN to OLE flight.
How many flights per day from Tweed - New Haven Regional Airport (HVN) to Olean, NY (OLE-Cattaraugus County)?
Direct flights from Tweed - New Haven Regional Airport (HVN) to Olean, NY (OLE-Cattaraugus County) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from HVN to OLE?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Tweed - New Haven Regional Airport (HVN) to Olean, NY (OLE-Cattaraugus County)?
To touch down at Olean, NY (OLE-Cattaraugus County) on schedule, opt for a flight that leaves from Tweed - New Haven Regional Airport (HVN) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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.
Is it cheaper to buy a plane ticket from Tweed - New Haven Regional Airport (HVN) to Olean, NY (OLE-Cattaraugus County) last-minute?
Holding off until just before your departure to book a ticket from HVN to OLE generally means paying more. Although you may find some last-minute offers, they're not always guaranteed. Be flexible with your travel plans for a better chance of snagging a bargain.
Is it cheaper to book a HVN to OLE flight and hotel package?
Opting for a HVN to OLE flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Pick from our extensive range of accommodations and then add car rentals, activities and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Tweed - New Haven Regional Airport (HVN) to Olean, NY (OLE-Cattaraugus County)?
If you reserved your HVN to OLE flight within the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the ticket type 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, head to our Customer Service portal if you want more information.

Travel information

Origin airport
Tweed - New Haven Regional
Destination airport
Cattaraugus County
Distance
290 mi

Book with confidence

New Haven to Olean Flights

The cheapest times to fly from New Haven to Olean

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

 

The best time to book a flight from New Haven to Olean

Sunday is one of the best days to book for cheap flights from New Haven to Olean: 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 New Haven to Olean

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 New Haven to Olean 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 New Haven to Olean 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 New Haven to Olean 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.

 

New Haven to Olean Flights

Explore a world of travel with Expedia

*Available to One Key members.