Title: Cheap Flights to Winchendon , MA from CA $207 - 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 $207 [View CA $207 flight on Sun, Apr 19, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:BUF,to:ORH,departure:19/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:206.10&airProductToken=AQpmCjEIwYIBEgQ1OTYyGIEtIO9ZKNTiigMwquOKAzhCQABYAWoFQkFTSUNyCE9VQVdaTkJYCjEIwYIBEgQ1ODIyGO9ZIK48KNLjigMwpuSKAzhCQAFYAWoFQkFTSUNyCE9VQVdaTkJYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) [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:23/04/2026TANYT&leg2=from:Winchendon, Massachusetts, United States of America,to:CMH,departure:30/04/2026TANYT&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:23/04/2026TANYT&leg2=from:Winchendon, Massachusetts, United States of America,to:CMH,departure:30/04/2026TANYT&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:23/04/2026TANYT&leg2=from:Winchendon, Massachusetts, United States of America,to:CMH,departure:30/04/2026TANYT&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_QR.svg) Qatar Airways [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winchendon, Massachusetts, United States of America,departure:23/04/2026TANYT&leg2=from:Winchendon, Massachusetts, United States of America,to:CMH,departure:30/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"QR"}}]) - ![](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 $207 for one-way flights and CA $344 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, Apr 20 - Mon, Apr 27 BUF Buffalo ORH Worcester CA $344 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUF,to:ORH,departure:20/04/2026TANYT&leg2=from:ORH,to:BUF,departure:27/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:343.60&airProductToken=AQpECiAIxJgBEgQ1MzY2GIEtIMsBKNXtigMwqe6KAzhFQABYAQogCMSYARIENTQyNBjLASCuPCiR8IoDMNvwigM4RUABWAEKRAogCMSYARIENTQyNBiuPCDLASjkv4sDMLLAiwM4RUAAWAEKIAjEmAESBDUzOTcYywEggS0o98GLAzDTwosDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sun, Apr 19 - Sun, Apr 26 BUF Buffalo ORH Worcester CA $352 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUF,to:ORH,departure:19/04/2026TANYT&leg2=from:ORH,to:BUF,departure:26/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:351.10&airProductToken=AQpmCjEIwYIBEgQ1OTYyGIEtIO9ZKNTiigMwquOKAzhCQABYAWoFQkFTSUNyCE9VRFdaTkJWCjEIwYIBEgQ1ODIyGO9ZIK48KNLjigMwpuSKAzhCQAFYAWoFQkFTSUNyCE9VRFdaTkJWCmYKMQjBggESBDU4MjIYrjwg71kon7OLAzD4s4sDOEJAAFgBagVCQVNJQ3IIT1ZEWlpOQlYKMQjBggESBDQ2NTEY71kggS0ozraLAzCnt4sDOEJAAVgBagVCQVNJQ3IIT1ZEWlpOQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Apr 22 - Mon, Apr 27 BUF Buffalo ORH Worcester CA $358 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUF,to:ORH,departure:22/04/2026TANYT&leg2=from:ORH,to:BUF,departure:27/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:357.30&airProductToken=AQpoCiEIxJgBEgQzOTQ5GIEtIOO0ASjIg4sDMJaEiwM4RUAAWAEKIQjEmAESBDE2NjkY47QBIMsBKI-FiwMw94WLAzhFQAFYAQogCMSYARIENTQyNBjLASCuPCjRhosDMJuHiwM4RUABWAEKRAogCMSYARIENTQyNBiuPCDLASjkv4sDMLLAiwM4RUAAWAEKIAjEmAESBDUzOTcYywEggS0o98GLAzDTwosDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sun, Apr 19 - Sun, Apr 26 BUF Buffalo ORH Worcester CA $830 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUF,to:ORH,departure:19/04/2026TANYT&leg2=from:ORH,to:BUF,departure:26/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:829.50&airProductToken=AQpbCisIwmwSAjg1GIEtIMxwKLjgigMw2OGKAzhMQABYAWoCRE5yCE1JNEFSRUwxCiwIwmwSAzY4OBjMcCCuPCja5IoDMILmigM4TEABWAFqAkROcghPSTRRUkVMMQpdCiwIwmwSAzY4NxiuPCDMcCj_sosDMK60iwM4TEAAWAFqAkROcghQSTJRUkVMMQotCMJsEgQxNTg2GMxwIIEtKOC1iwMwiLeLAzhMQAFYAWoCRE5yCFdJN0FCRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, May 12 - Fri, May 15 YTZ Toronto ORH Worcester CA $2,625 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:ORH,departure:12/05/2026TANYT&leg2=from:ORH,to:YTZ,departure:15/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2624.34&airProductToken=AQp4Cj8I1YIBEgQ4NzA5GPjMASDLASjt44wDML7kjAM4WUAAWAFqBkVDT1JFRnIIWU5BMEExTFR6CgjBhgESBDg3MDkKNQjEmAESBDU0MjQYywEgrjwojOeMAzDV54wDOEtAAVgBaglNQUlOQ0xBU0NyCEtBVU9BME1RCngKNQjEmAESBDU0MjQYrjwgywEo34mNAzCsio0DOEtAAFgBaglNQUlOQ0xBU0NyCEtBVU9BME1RCj8I1YIBEgQ4Njc1GMsBIPjMASjmio0DMMmLjQM4WUABWAFqBkVDT1JFRnIIWU5BMEExTFR6CgjBhgESBDg2NzUSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB) ## 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. ## Travel information | Destination airport | Worcester Regional | | ----------------------------- | ------------------ | | Destination airport IATA code | ORH | | Destination city name | Worcester | | Roundtrip price | CA $344 | ## Trending flights to Winchendon Prices were available within the past 7 days and start at CA $207 for one-way flights and CA $344 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) Fri, May 8 - Sun, May 10 YYZ Toronto ORH Worcester CA $385 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORH,departure:08/05/2026TANYT&leg2=from:ORH,to:YYZ,departure:10/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:384.64&airProductToken=AQpvCjYIxJgBEgQ1MjA4GJjOASDLASiLt4wDMPS3jAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQlEKNQjEmAESBDU0MjQYywEgrjwojLqMAzDVuowDOEVAAVgBaglNQUlOQkFTSUNyCFZBVVNBMEJRCm8KNQjEmAESBDU0MjQYrjwgywEov9GMAzCM0owDOEVAAFgBaglNQUlOQkFTSUNyCFZBVVNBMEJRCjYIxJgBEgQ1MTg4GMsBIJjOASiU1IwDMP3UjAM4RUABWAFqCU1BSU5CQVNJQ3IIVkFVU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) \*Available to Expedia members.