$69 Cheap Flights to Winchendon , MA

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How much is the cheapest flight to Winchendon?

Prices were available within the past 7 days and start at $69 for one-way flights and $127 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Find Your Flights to Winchendon ORH

Cheap flights to Winchendon (ORH)

Get started finding a cheap flight to Winchendon on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Winchendon.

Roundtrip prices range from $127 - $199, and one-ways to Winchendon start as low as $69.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to Winchendon (ORH)

You have several options for which airline you choose to travel with to Winchendon. There are 10 airlines flying into ORH: Delta, American Airlines, JetBlue Airways. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programs may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel in one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at the optimal times. Airfare to Winchendon (ORH) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to ORH in June and in September for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24-hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Frequently asked questions

How do I find cheap flights to Winchendon that have flexible change policies?
By using our nifty “No change fee” filter, that’s how. Just type in your dates and other details, click the “Search” button, then tick the box directly underneath the “Flexible change policies” heading (look to the left of your screen). Expedia makes it a snap to find flexible, low-cost fares to Winchendon.
How can I book the cheapest flight to Winchendon?
If you’d like to have extra spending money for your Winchendon escape, avoid booking at the last minute. Prices are usually more expensive close to the departure date. Also find out if there is more than one airport at your destination. Airfares can differ depending on which airport you land at. Be sure to compare prices across airlines and try to be flexible with your travel dates. Finally, be ready to act fast. If you see a bargain, grab it! Currently, one of the cheapest one-way tickets to Winchendon costs $21. This is for a flight leaving from Baltimore in June.
Which day of the week is the best day to buy a plane ticket to Winchendon?
Sunday is the cheapest day of the week to purchase a plane ticket. But that’s not the only way to score a terrific deal. Browsing tickets and being prepared to buy a few weeks ahead of your departure date will also pay off. Research indicates that the optimal booking window for cheap plane tickets ranges from 21 days to about 45 days out from departure. Settled on your travel dates to Winchendon months ahead of time? Check when carriers first release their tickets as these are often the cheapest available prices. Savings are subject to change and may vary depending on selections made.
What airport is best to fly into Winchendon?
Head through the exit of Logan Intl. Airport and your Winchendon trip will have begun! The city’s main airport, it’s located 90 mi from the downtown streets.
Which airlines fly to Winchendon?
You can choose from 39 airlines that connect Winchendon with 123 airports around the world, including JetBlue Airways. New York is the most popular departure point for JetBlue Airways flights to Winchendon. Delta Air Lines also operates regular services to this destination.
How many nonstop flights are there to Winchendon?
With roughly 2,873 nonstop flights running every week, you’ll be hitting the tarmac in Winchendon before you can ask, “Are we there yet?”
Where are the most popular flights to Winchendon departing from?
The most popular flights to Winchendon depart from New York, Washington and Chicago airports.
Do you have any tips for my flight to Winchendon?

  • What you pack in your carry-on baggage can make the difference between a comfortable flight, and one you’d prefer to forget. Start with the most important things, such as your passport (or a valid ID) and your travel documents. Once they’re packed, put in any medications you might need. Next, think about comfort factor. A quality neck pillow, earphones and the latest bestseller will help the hours fly by while you’re soaring through the sky.
  • It also pays to check with your airline regarding what you can’t bring on board your flight. Razor blades, pocket knives, swords and batons are among the prohibited items. Anything explosive, sharp or flammable is generally not allowed in your carry-on bags. Don’t forget to pack any sports equipment like baseball bats or ski poles only in your checked luggage.

What to wear on a flight:

  • Whether traveling long or short-haul, wearing layers will help you stay comfortable. Wear loose fitting, breathable fabrics that will keep you cool and pack a pullover to cope with any in-flight cabin temperature changes. Keep your feet happy in a pair of closed-toe shoes or sneakers.
  • The condition called deep vein thrombosis (DVT) is a risk on long-distance flights. It’s the result of blood clotting caused by inactivity and poor circulation. Strolling up and down the aisle and doing foot and leg exercises while seated can prevent it developing. Wearing compression socks or tights can also help to lessen your risk.

How can I get a cheap last-minute flight to Winchendon?
The key to tracking down a cheap last-minute flight to Winchendon is to remain flexible. You can land an unbeatable deal if you’re not tied to particular travel dates, flight times and airlines. Also compare the prices of flying into and out of alternative airports if that’s a possibility.
Where can I learn more about changing or canceling my flight to Winchendon?
Most flights are free to cancel within 24 hours of making the reservation. However, some flights are non-refundable, and you may receive a flight credit from the airline to use for a future booking. For more information, please visit our Customer Service Portal.
Flights to Winchendon information
Destination airport
Worcester Regional
Destination airport IATA code
ORH
Destination city name
Worcester
Roundtrip price
$126

Trending flights to Winchendon

Prices were available within the past 7 days and start at $69 for one-way flights and $127 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
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