Title: Cheap Flights to Winchendon , MA from CA $200 - Expedia.ca ![Sunlight on Mount Wachusett in Massachusetts](https://images.trvl-media.com/place/3000441689/7d26bef1-1991-4a83-8500-dbeece4983b6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000441689/7d26bef1-1991-4a83-8500-dbeece4983b6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Winchendon , MA from CA $200 [View CA $200 flight on Fri, Jul 24, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:AUS,to:ORH,departure:24/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:199.60&airProductToken=AQqoAQo3CMSYARIEMTA0MBiAlQEg47QBKNGYkwMwhJqTAzhFQABYAWoJTUFJTkJBU0lDcghWQVVOQTBCUQo2CMSYARIEMTY2ORjjtAEgywEor5uTAzCbnJMDOEVAAVgBaglNQUlOQkFTSUNyCFZBVU5BMEJRCjUIxJgBEgQ1NDI0GMsBIK48KPKckwMwzJ2TAzhFQAFYAWoJTUFJTkJBU0lDcghWQVVOQTBCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) [Hotels in Winchendon](https://expedia.ca/Winchendon-Hotels.d3000441689.Travel-Guide-Hotels)[Winchendon Car Rentals](https://expedia.ca/Car-Rentals-In-Winchendon.d3000441689.Car-Rental-Guide)[Winchendon Vacation Packages](https://expedia.ca/Winchendon.d3000441689.Destination-Travel-Guides) ## Popular airlines to Winchendon - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchendon, Massachusetts, United States of America,departure:16/04/2026TANYT&leg2=from:Winchendon, Massachusetts, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchendon, Massachusetts, United States of America,departure:16/04/2026TANYT&leg2=from:Winchendon, Massachusetts, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchendon, Massachusetts, United States of America,departure:16/04/2026TANYT&leg2=from:Winchendon, Massachusetts, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AD.svg) Azul [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchendon, Massachusetts, United States of America,departure:16/04/2026TANYT&leg2=from:Winchendon, Massachusetts, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AD"}}]) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## How much is the cheapest flight to Winchendon? Prices were available within the past 7 days and start at CA $200 for one-way flights and CA $437 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, May 18 - Sun, May 31 YUL Montreal ORH Worcester CA $437 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORH,departure:18/05/2026TANYT&leg2=from:ORH,to:YUL,departure:31/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:436.84&airProductToken=AQpECiAIxJgBEgQ1MTM5GJhdIMsBKKqojQMwg6mNAzhFQABYAQogCMSYARIENTQyNBjLASCuPCjMqo0DMJWrjQM4RUABWAEKRAogCMSYARIENTQyNBiuPCDLASjfvY4DMKy-jgM4RUAAWAEKIAjEmAESBDQ5NjMYywEgmF0o1MSOAzC3xY4DOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, May 8 - Sun, May 24 YUL Montreal ORH Worcester CA $442 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORH,departure:08/05/2026TANYT&leg2=from:ORH,to:YUL,departure:24/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:441.04&airProductToken=AQpECiAIxJgBEgQ1MTM5GJhdIMsBKOq3jAMww7iMAzhFQABYAQogCMSYARIENTQyNBjLASCuPCiMuowDMNW6jAM4RUABWAEKRAogCMSYARIENTQyNBiuPCDLASj_7o0DMMzvjQM4RUAAWAEKIAjEmAESBDQ5NjMYywEgmF0o9PWNAzDX9o0DOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Jun 9 - Tue, Jun 23 YUL Montreal ORH Worcester CA $472 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORH,departure:09/06/2026TANYT&leg2=from:ORH,to:YUL,departure:23/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:471.54&airProductToken=AQpECiAIxJgBEgQ1MTM5GJhdIMsBKOqfjwMwx6CPAzhFQABYAQogCMSYARIENTQyNBjLASCuPCjZoo8DMK-jjwM4RUABWAEKRAogCMSYARIENTQyNBiuPCDLASiXwZADMOPBkAM4RUAAWAEKIAjEmAESBDQ5NjMYywEgmF0otMeQAzCXyJADOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Jun 30 - Tue, Jul 7 YUL Montreal ORH Worcester CA $476 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORH,departure:30/06/2026TANYT&leg2=from:ORH,to:YUL,departure:07/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:475.75&airProductToken=AQpECiAIxJgBEgQ1MTM5GJhdIMsBKIqMkQMw54yRAzhFQABYAQogCMSYARIENTQyNBjLASCuPCj5jpEDMM-PkQM4RUABWAEKRAogCMSYARIENTQyNBiuPCDLASjU3pEDMKPfkQM4RUAAWAEKIAjEmAESBDQ5NjMYywEgmF0o9OSRAzDX5ZEDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, Jul 24 - Mon, Jul 27 AUS Austin ORH Worcester CA $552 Roundtrip found 11 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:AUS,to:ORH,departure:24/07/2026TANYT&leg2=from:ORH,to:AUS,departure:27/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:551.10&airProductToken=AQpnCjIIwYIBEgQyNzc0GICVASDvWSjMmZMDMKObkwM4QkAAWAFqBUJBU0lDcghPVUFXWk5CWAoxCMGCARIENjA4MhjvWSCuPCjonJMDMMOdkwM4QkABWAFqBUJBU0lDcghPVUFXWk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ## Frequently asked questions ### What is the name of Winchendon's airport? ### What airport is best to fly into Winchendon? ### How many airlines fly to Winchendon? ### Which airlines fly to Winchendon? ### How many nonstop flights are there to Winchendon? ### Where are the most popular flights to Winchendon departing from? ### How long is the flight to Winchendon Airport? ### How to book the cheapest flight to Winchendon? ### Do you have any tips for my flight to Winchendon? > - The secret to having a hassle-free travel experience is to plan ahead. So, let's start with the essentials: passport, boarding pass, credit cards and daily medications. Next, take on board items that'll help keep you busy, like some electronic devices or a good read. It's also wise to pack your chargers, a comfy neck pillow and a pair of noise-cancelling headphones. Last but not least, be sure to squeeze in toiletries like a toothbrush, cleansing wipes and a spare change of clothes. > > > Do not pack the following items in your hand luggage: > > > - Double-check that you don't have a Swiss Army knife lurking in one of the compartments of your hand luggage. Other prohibited items include explosive or flammable goods, such as bleach and fuel, and liquids and gels in containers larger than 3.4 ounces (100 millilitres). > > > What to wear on a flight: > > > - The aisles of an aircraft are no place for a fashion parade. Dress in comfortable layers and go for shoes that are roomy, flat and easy to pull on and off. > - Deep vein thrombosis (DVT) can pose a risk on long-distance flights. It's the result of blood clotting due to poor circulation and inactivity, so do some gentle leg and foot exercises in your seat and consider wearing compression tights or socks. ### How to get through airport security fast when flying to Winchendon? > - Security personnel first need to check that you have a valid passport and matching travel documents before you can proceed any further. Keep them within easy reach. > - Your belt, jacket, keys and other items in your pocket, like coins, will need to go on a tray through the X-ray machine. Make your life easier by removing them before your turn. > - All electronic devices, including your phone and laptop, will also need to be scanned. > - Can't travel without your favourite cologne or perfume? As long as the volume is no larger than 3.4 ounces (100 millilitres) and it's stored in a zip-close bag, you can keep it with you on board. > - The right choice of footwear can save you valuable minutes. Hiking boots are often required to be removed and separately scanned. Slip-on sneakers usually aren't. > - Sharp items such as knives and scissors are prohibited in the cabin. They'll be confiscated at security, so pack them safely away in your checked baggage. ## Book with confidence Expedia.ca gives you the best tools to secure great deals on flights to Winchendon. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Winchendon. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Winchendon. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Winchendon flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Winchendon. Looking to save even more? Get additional savings by bundling your Winchendon flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Winchendon trip! ## Travel information | Destination airport | Worcester Regional | | ----------------------------- | ------------------ | | Destination airport IATA code | ORH | | Destination city name | Worcester | | Roundtrip price | CA $437 | ## Trending flights to Winchendon Prices were available within the past 7 days and start at CA $200 for one-way flights and CA $437 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, May 18 - Sun, May 31 YUL Montreal ORH Worcester CA $437 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORH,departure:18/05/2026TANYT&leg2=from:ORH,to:YUL,departure:31/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:436.84&airProductToken=AQpECiAIxJgBEgQ1MTM5GJhdIMsBKKqojQMwg6mNAzhFQABYAQogCMSYARIENTQyNBjLASCuPCjMqo0DMJWrjQM4RUABWAEKRAogCMSYARIENTQyNBiuPCDLASjfvY4DMKy-jgM4RUAAWAEKIAjEmAESBDQ5NjMYywEgmF0o1MSOAzC3xY4DOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) \*Available to Expedia members.