Title: Cheap Flights to Windsor , VT from CA $55 - Expedia.ca ![A neat place to walk around an explore](https://images.trvl-media.com/place/7881/9675231b-9d1e-4af8-9ac0-4a4684345ff1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by mike dobias ![](https://images.trvl-media.com/place/7881/9675231b-9d1e-4af8-9ac0-4a4684345ff1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Windsor , VT from CA $55 [View CA $55 flight on Mon, Feb 23, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:BOS,to:LEB,departure:23/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:54.80&airProductToken=AQoiCiAIwmwSBDUxNzAYwZMBIIsJKKP5hQMw5PmFAzhQQABYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d7881.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d7881.Destination-Travel-Guides) ## Popular airlines to Windsor - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Windsor, Vermont, United States of America,departure:30/11/2025TANYT&leg2=from:Windsor, Vermont, United States of America,to:CMH,departure:07/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Windsor, Vermont, United States of America,departure:30/11/2025TANYT&leg2=from:Windsor, Vermont, United States of America,to:CMH,departure:07/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![Flair Airlines](https://a.travel-assets.com/air/airlines/f8_sq.svg) Flair Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Windsor, Vermont, United States of America,departure:30/11/2025TANYT&leg2=from:Windsor, Vermont, United States of America,to:CMH,departure:07/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F8"}}]) - ![American Airlines](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:Windsor, Vermont, United States of America,departure:30/11/2025TANYT&leg2=from:Windsor, Vermont, United States of America,to:CMH,departure:07/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Windsor, Vermont, United States of America,departure:30/11/2025TANYT&leg2=from:Windsor, Vermont, United States of America,to:CMH,departure:07/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Delta](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:Windsor, Vermont, United States of America,departure:30/11/2025TANYT&leg2=from:Windsor, Vermont, United States of America,to:CMH,departure:07/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Porter Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Windsor, Vermont, United States of America,departure:30/11/2025TANYT&leg2=from:Windsor, Vermont, United States of America,to:CMH,departure:07/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) - ![notification illustration](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\* - ![deals illustration](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\* - ![trophy illustration](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 Windsor? Prices were available within the past 7 days and start at CA $55 for one-way flights and CA $217 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Thu, Jan 15 - Fri, Jan 16 BOS Boston LEB Lebanon CA $217 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BOS,to:LEB,departure:15/01/2026TANYT&leg2=from:LEB,to:BOS,departure:16/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:216.20&airProductToken=AQosCioIuZYBEgQxODc5GMGTASCLCSisw4IDMO3DggM4QkAAWAFqAkVScgNCSVASCggBEAEYASoCSFIYASIECAEQASgCKAMoBDAB) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Thu, Jan 15 - Fri, Jan 16 BOS Boston LEB Lebanon CA $218 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BOS,to:LEB,departure:15/01/2026TANYT&leg2=from:LEB,to:BOS,departure:16/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:217.30&airProductToken=AQosCioIuZYBEgQxODcxGMGTASCLCSjcwIIDMJ3BggM4QkAAWAFqAkVScgNCSVAKLAoqCLmWARIEMTg4MBiLCSDBkwEorM-CAzDyz4IDOEJAAFgBagJFUnIDQklQEgoIARABGAEqAkhSGAEiBAgBEAEoAigDKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Thu, Jan 15 - Fri, Jan 16 BOS Boston LEB Lebanon CA $222 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BOS,to:LEB,departure:15/01/2026TANYT&leg2=from:LEB,to:BOS,departure:16/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:221.50&airProductToken=AQo6CjgIwmwSBDUxNjgYwZMBIIsJKNzAggMwncGCAzhaQABYAWoCQU5yBlpIMEJFTnoKCLmWARIENTE2OAo6CjgIwmwSBDUzOTkYiwkgwZMBKPTMggMwus2CAzhaQABYAWoCQU5yBlpIMEJFTnoKCLmWARIENTM5ORIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Jan 7 - Tue, Jan 20 YYZ Toronto LEB Lebanon CA $603 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:LEB,departure:07/01/2026TANYT&leg2=from:LEB,to:YYZ,departure:20/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:602.38&airProductToken=AQqSAQoxCMGCARIENDU0MhiYzgEgywEo8OWBAzDc5oEDOE9AAFgBagRNQUlOcghPVkFDWlNNMQoxCMGCARIENDQ1NBjLASDBkwEoveeBAzCJ6IEDOE9AAVgBagRNQUlOcghPVkFDWlNNMQoqCLmWARIEMTg3ORjBkwEgiwkorOmBAzDt6YEDOEJAAVgBagJFUnIDQklQCpIBCioIuZYBEgQxODcwGIsJIMGTASiQ-IIDMNb4ggM4QkAAWAFqAkVScgNCSVAKMQjBggESBDQ3NzgYwZMBIMsBKMT5ggMwmPqCAzhPQAFYAWoETUFJTnIIT1ZBQ1pTTTEKMQjBggESBDQ1NTYYywEgmM4BKIX7ggMw8PuCAzhPQAFYAWoETUFJTnIIT1ZBQ1pTTTESCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, Feb 8 - Thu, Feb 26 YYZ Toronto LEB Lebanon CA $617 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:LEB,departure:08/02/2026TANYT&leg2=from:LEB,to:YYZ,departure:26/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:616.06&airProductToken=AQppCiEIxJgBEgQ1MTgzGJjOASDLASi5zYQDMKvOhAM4VkAAWAEKIQjEmAESBDE0NDIYywEgwZMBKKTPhAMw88-EAzhWQAFYAQohCLmWARIEMTg3NRjBkwEgiwkow9CEAzCE0YQDOEJAAVgBCmkKIQi5lgESBDE4NzAYiwkgwZMBKLCYhgMw9piGAzhTQABYAQohCMSYARIENTc0NBjBkwEgywEo5JmGAzC5moYDOFZAAVgBCiEIxJgBEgQ1MjMzGMsBIJjOASjnm4YDMNechgM4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ## Book with confidence Expedia.ca gives you the best tools to secure great deals on flights to Windsor. 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 Windsor. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Windsor. 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 Windsor 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 Windsor. Looking to save even more? Get additional savings by bundling your Windsor 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 Windsor trip! ## Travel information | Destination airport | Lebanon Municipal | | --- | --- | | Destination airport IATA code | LEB | | Destination city name | Lebanon | | Roundtrip price | CA $602 | ## Trending flights to Windsor Prices were available within the past 7 days and start at CA $55 for one-way flights and CA $217 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Jan 7 - Tue, Jan 20 YYZ Toronto LEB Lebanon CA $603 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:LEB,departure:07/01/2026TANYT&leg2=from:LEB,to:YYZ,departure:20/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:602.38&airProductToken=AQqSAQoxCMGCARIENDU0MhiYzgEgywEo8OWBAzDc5oEDOE9AAFgBagRNQUlOcghPVkFDWlNNMQoxCMGCARIENDQ1NBjLASDBkwEoveeBAzCJ6IEDOE9AAVgBagRNQUlOcghPVkFDWlNNMQoqCLmWARIEMTg3ORjBkwEgiwkorOmBAzDt6YEDOEJAAVgBagJFUnIDQklQCpIBCioIuZYBEgQxODcwGIsJIMGTASiQ-IIDMNb4ggM4QkAAWAFqAkVScgNCSVAKMQjBggESBDQ3NzgYwZMBIMsBKMT5ggMwmPqCAzhPQAFYAWoETUFJTnIIT1ZBQ1pTTTEKMQjBggESBDQ1NTYYywEgmM4BKIX7ggMw8PuCAzhPQAFYAWoETUFJTnIIT1ZBQ1pTTTESCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAB) ## Explore a world of travel with Expedia - 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[Quechee Gorge Bridge](https://www.expedia.ca/Quechee-Gorge-Bridge-White-River-Junction.d6139298.Vacation-Attraction) - [Visit South Woodstock](https://www.expedia.ca/South-Woodstock.dx6149659) - [The Sustainable Farmer](https://www.expedia.ca/The-Sustainable-Farmer-Windsor.d553248621532666964.Vacation-Attraction) - [Avis Rental Cars in Hartland](https://www.expedia.ca/Avis-Car-Rentals-In-Hartland.d6052375-c41.Car-Rental-Guide-Suppliers) \*Available to Expedia members.