Title: Cheap Flights from Winchester - Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Winchester - [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 Winchester](https://expedia.ca/Winchester-Hotels.d3000447144.Travel-Guide-Hotels)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d3000447144.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d3000447144.Destination-Travel-Guides) ## Popular airlines from Winchester - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet - ![Flair Airlines](https://a.travel-assets.com/air/airlines/f8_sq.svg) Flair Airlines - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![Porter Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines - ![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) ## Cheapest flights from Winchester These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Jan 20 - Tue, Jan 27 BOS Boston MIA Miami CA $69 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MIA,departure:20/01/2026TANYT&leg2=from:MIA,to:BOS,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:68.32&airProductToken=AQovCi0IzpYBEgQzMDMzGMGTASCMAij__IIDMN3-ggM4UEAAWAFqAlJQcgZQQTIxWTQKLwotCM6WARIEMzAzMhiMAiDBkwEo1MmDAzCfy4MDOFBAAFgBagJSUHIGUEEyMVk0EgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Jan 20 - Wed, Jan 21 BOS Boston MCO Orlando CA $75 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BOS,to:MCO,departure:20/01/2026TANYT&leg2=from:MCO,to:BOS,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:74.75&airProductToken=AQouCiwIzpYBEgMyNzMYwZMBIMxwKJv8ggMw6f2CAzhQQABYAWoCUlByBlBBMjFOUgouCiwIzpYBEgMyNzIYzHAgwZMBKNCJgwMwg4uDAzhQQABYAWoCUlByBlBBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Sat, Jan 10 - Sat, Jan 17 BOS Boston FLL Fort Lauderdale CA $100 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BOS,to:FLL,departure:10/01/2026TANYT&leg2=from:FLL,to:BOS,departure:17/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:99.34&airProductToken=AQovCi0IzpYBEgQyMjMxGMGTASDlWijDjIIDMJ2OggM4V0AAWAFqAlJQcgZXQTIxWTQKLgosCM6WARIDNzQzGOVaIMGTASjp3IIDMKneggM4V0AAWAFqAlJQcgZXQTIxWTQSCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Sun, Jan 11 - Thu, Jan 15 PSM Portsmouth MCO Orlando CA $125 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PSM,to:MCO,departure:11/01/2026TANYT&leg2=from:MCO,to:PSM,departure:15/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:124.95&airProductToken=AQotCisIzbABEgQyODU1GM9kIMxwKJOYggMwrZqCAzhBQABYAWoCTk9yBUFOTzAwCi0KKwjNsAESBDI4NTQYzHAgz2Qo08KCAzDrxIIDOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Sat, Feb 7 - Sat, Feb 14 MHT Manchester MCO Orlando CA $140 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MHT,to:MCO,departure:07/02/2026TANYT&leg2=from:MCO,to:MHT,departure:14/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:139.55&airProductToken=AQotCisIzbABEgM4MTcY7JkBIMxwKO3HhAMwv8mEAzhBQABYAWoCTk9yBUFOTzAwCi0KKwjNsAESAzgxNhjMcCDsmQEo5ZSFAzClloUDOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Jan 20 - Wed, Jan 21 BOS Boston ATL Atlanta CA $141 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BOS,to:ATL,departure:20/01/2026TANYT&leg2=from:ATL,to:BOS,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:140.40&airProductToken=AQpcCi0IzpYBEgQxNzQwGMGTASDlWii694IDMI_5ggM4V0AAWAFqAlJQcgZXQTIxVjIKKwjOlgESAzU3ORjlWiDgXCjS-oIDMMj7ggM4V0ABWAFqAlJQcgZXQTIxVjIKXQosCM6WARIEMzAzMRjgXCCMAijhhIMDMNiFgwM4UEAAWAFqAlJQcgZQQTE0WTQKLQjOlgESBDMwMzIYjAIgwZMBKJSGgwMw34eDAzhQQAFYAWoCUlByBlBBMTRZNBIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sat, Jan 24 - Wed, Jan 28 PVD Providence RSW Fort Myers CA $145 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PVD,to:RSW,departure:24/01/2026TANYT&leg2=from:RSW,to:PVD,departure:28/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:144.30&airProductToken=AQowCi4IwmwSBDE4OTEYrx0g0bQBKNSkgwMwn6aDAzhMQABYAWoCRE5yCE9JNFBVRUwxCjAKLgjCbBIEMTg5MhjRtAEgrx0ozdWDAzD71oMDOExAAFgBagJETnIIT0k0UFVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Sat, Jan 10 - Thu, Jan 15 BDL Hartford MCO Orlando CA $148 Roundtrip found 7 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BDL,to:MCO,departure:10/01/2026TANYT&leg2=from:MCO,to:BDL,departure:15/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:148.00&airProductToken=AQotCisIzbABEgQyNTIyGOFYIMxwKOuLggMwvI2CAzhBQABYAWoCTk9yBUFOTzAwCiwKKgjNsAESAzUyNRjMcCDhWCjwxYIDMOjHggM4QUAAWAFqAk5PcgVBTk8wMBIKCAEQARgBKgJNWBgBIgQIARABKAIoAygEMA0) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Wed, Jan 7 - Tue, Jan 13 BOS Boston TPA Tampa CA $154 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BOS,to:TPA,departure:07/01/2026TANYT&leg2=from:TPA,to:BOS,departure:13/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:153.33&airProductToken=AQpdCi0IzpYBEgQzOTAxGMGTASDlWiiX6IEDMOTpgQM4UEAAWAFqAlJQcgZQQTIxVjIKLAjOlgESBDEyNzIY5Vog8wMoiuqBAzDQ6oEDOFBAAVgBagJSUHIGUEEyMVYyClsKKwjOlgESAzc1OBjzAyDlWij7roIDMMGvggM4UEAAWAFqAlJQcgZQQTIxVjIKLAjOlgESAzc0MxjlWiDBkwEo6a-CAzCpsYIDOFBAAVgBagJSUHIGUEEyMVYyEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, Mar 2 - Wed, Mar 11 BOS Boston RSW Fort Myers CA $162 Roundtrip found 18 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BOS,to:RSW,departure:02/03/2026TANYT&leg2=from:RSW,to:BOS,departure:11/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:161.50&airProductToken=AQowCi4IwmwSAzI2NRjBkwEg0bQBKMPKhgMwnsyGAzhMQABYAWoCRE5yCFBJNFFVU0wxCjAKLgjCbBIDNDY2GNG0ASDBkwEohrCHAzDGsYcDOExAAFgBagJETnIIUEk0UVVTTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Wed, Jan 14 - Wed, Jan 21 ALB Albany RSW Fort Myers CA $167 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ALB,to:RSW,departure:14/01/2026TANYT&leg2=from:RSW,to:ALB,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:166.87&airProductToken=AQotCisIzbABEgM3NzkY4Aog0bQBKLu2ggMwjbiCAzhDQABYAWoCTk9yBUNOTzAwCi0KKwjNsAESAzc3OBjRtAEg4AoosIODAzDzhIMDOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sun, Jan 11 - Fri, Jan 16 MHT Manchester FLL Fort Lauderdale CA $175 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MHT,to:FLL,departure:11/01/2026TANYT&leg2=from:FLL,to:MHT,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:174.40&airProductToken=AQoiCiAIwmwSBDEzNDMY7JkBIOVaKO6WggMwxZiCAzhMQABYAQoiCiAIwmwSBDEzNDQY5Vog7JkBKNvQggMwn9KCAzhMQABYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, Jan 26 - Sat, Feb 14 ALB Albany FLL Fort Lauderdale CA $182 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ALB,to:FLL,departure:26/01/2026TANYT&leg2=from:FLL,to:ALB,departure:14/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:182.00&airProductToken=AQofCh0IwmwSAjg3GOAKIOVaKMfAgwMwisKDAzhMQABYAQofCh0IwmwSAjg4GOVaIOAKKIuVhQMww5aFAzhMQABYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Thu, Feb 5 - Wed, Feb 11 MHT Manchester RSW Fort Myers CA $184 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MHT,to:RSW,departure:05/02/2026TANYT&leg2=from:RSW,to:MHT,departure:11/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:183.89&airProductToken=AQouCiwIzbABEgM3NDUY7JkBING0ASiXroQDML2whAM4R0AAWAFqAk5PcgVHTk8wMAouCiwIzbABEgM3ODIY0bQBIOyZASiU74QDMNfwhAM4Q0AAWAFqAk5PcgVDTk8wMBIKCAEQARgBKgJNWBgBIgQIARABKAIoAygEMA0) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Sun, Feb 1 - Sat, Feb 7 BOS Boston SJU San Juan CA $188 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BOS,to:SJU,departure:01/02/2026TANYT&leg2=from:SJU,to:BOS,departure:07/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:187.05&airProductToken=AQowCi4IzpYBEgQzMDEzGMGTASCyogEogoOEAzD4hIQDOFdAAFgBagJSUHIGV0EyMU5SCjAKLgjOlgESBDMwMTIYsqIBIMGTASj8w4QDMIDGhAM4V0AAWAFqAlJQcgZXQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sun, Jan 18 - Fri, Jan 30 BDL Hartford FLL Fort Lauderdale CA $203 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BDL,to:FLL,departure:18/01/2026TANYT&leg2=from:FLL,to:BDL,departure:30/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:202.40&airProductToken=AQohCh8IwmwSBDEwODkY4Vgg5Voo-uaCAzC-6IIDOExAAFgBCiAKHgjCbBIDMTYwGOVaIOFYKKrpgwMw3eqDAzhMQABYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Sat, Jan 17 - Sun, Jan 18 PVD Providence MCO Orlando CA $209 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PVD,to:MCO,departure:17/01/2026TANYT&leg2=from:MCO,to:PVD,departure:18/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:208.95&airProductToken=AQotCisIzbABEgQyNzE2GK8dIMxwKLraggMwhdyCAzhCQABYAWoCTk9yBUJOTzAwCiwKKgjNsAESAzcxNxjMcCCvHSiH44IDMLXkggM4RUAAWAFqAk5PcgVFTk8wMBIKCAEQARgBKgJNWBgBIgQIARABKAIoAygEMA0) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Sun, Feb 8 - Fri, Feb 13 ALB Albany MCO Orlando CA $216 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ALB,to:MCO,departure:08/02/2026TANYT&leg2=from:MCO,to:ALB,departure:13/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:215.10&airProductToken=AQpbCisIzbABEgM4NTUY4Aog8aABKJ3QhAMwk9GEAzhBQABYAWoCTk9yBUFOTzAwCiwIzbABEgQyODU1GPGgASDMcCi91IQDMK3VhAM4QUABWAFqAk5PcgVBTk8wMBIKCAEQARgBKgJNWBgBIgQIARABKAIoAygEMA0) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Jan 15 - Sat, Jan 24 MHT Manchester MIA Miami CA $219 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MHT,to:MIA,departure:15/01/2026TANYT&leg2=from:MIA,to:MHT,departure:24/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:218.40&airProductToken=AQpnCjIIwYIBEgQ1ODEwGOyZASDvWSiSxIIDMPnEggM4QkAAWAFqBUJBU0lDcghPVUFKWlNCVgoxCMGCARIEMTYxOBjvWSCMAijoxYIDMKfHggM4QkABWAFqBUJBU0lDcghPVUFKWlNCVgpnCjEIwYIBEgQxNTIwGIwCIO9ZKJymgwMwwqeDAzhCQABYAWoFQkFTSUNyCE9VQUpaU0JWCjIIwYIBEgQ1ODEwGO9ZIOyZASjAqIMDMJapgwM4QkABWAFqBUJBU0lDcghPVUFKWlNCVhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Jan 7 - Wed, Jan 14 ORH Worcester MIA Miami CA $292 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORH,to:MIA,departure:07/01/2026TANYT&leg2=from:MIA,to:ORH,departure:14/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:291.80&airProductToken=AQpECiAIxJgBEgQ1NDI0GK48IMsBKJzqgQMw7-qBAzhFQABYAQogCMSYARIEMjM4MhjLASCMAijt64EDMMTtgQM4RUABWAEKRAogCMSYARIEMjM1NhiMAiDLASjgtYIDMJq3ggM4RUAAWAEKIAjEmAESBDU0MjQYywEgrjwojLiCAzDUuIIDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) # How to find cheap flights from Winchester #### How much is a flight from Winchester? Flights from Winchester are available at a range of prices. Attractive deals include one-way fares and roundtrip fares from CA $69\. You'll often find the best deals in January. With Expedia, explore offers from multiple airlines and plan your journey effortlessly, ensuring you secure the perfect flight at a competitive price. #### How can I find cheap flights from Winchester? Discovering affordable flights from Winchester has never been easier, thanks to Expedia. We present a simple solution for comparing fares to a multitude of destinations, with one-way deals and roundtrip offers from CA $69\. After choosing an enticing deal, enhance your search with our filters and sort by 'Price (Lowest)' to find the most economical and suitable options. Begin your journey with us today and relish the simplicity of securing cost-effective flights. #### How can I get the best deal on flights from Winchester? For the best deal on flights from Winchester, flexibility is key. Utilize our 'Show flexible dates' feature on Expedia to compare prices for different dates, and you may find deals when such offers are present. Remember, direct flights from Winchester could come with a higher price tag, and different airlines' baggage policies might affect the total cost. Stay tuned with our latest offers to make the most of your travel budget. #### What is the best airline to fly with from Winchester? With Expedia, finding the best airline for your journey from Winchester is a breeze. We offer options from 20 different airlines, including Spirit Airlines, Breeze Airways, JetBlue Airways, American Airlines, Delta. Whether you prioritize price, comfort, or loyalty programs, we have a fit for your travel needs. #### What is the best month to fly from Winchester? The best month to fly from Winchester is typically January, as it often offers great deals. If you're looking to save on your journey, start your search with Expedia. We provide options to filter for the lowest possible prices, including those from one-way and roundtrip from CA $69 fares. However, remember that airfare can fluctuate based on the time of year and ticket availability. #### When is the best time to book/buy flights from Winchester? Secure the best savings with Expedia. Data suggests that booking flights from Winchester three weeks in advance can save you up to 20%. Also, consider flying in January for the best rates. Stay updated with us for the latest data and savings advice. #### Are there any last-minute flights from Winchester? With Expedia, finding last-minute flights from Winchester has never been easier. We offer you a chance to explore the best deals from 20 airlines. Even if you're planning to travel immediately, you can access a variety of options, including one-way and roundtrip from CA $69 fares. Start exploring now and seize the top offers available over the next two weeks. Rest assured, you can find a perfect flight even at the last minute. #### Why book with Expedia? Choose Expedia for unbeatable prices, exceptional value, and substantial savings. We offer a wide selection of routes from Winchester, with flight options from 20 airlines, including one-way deals . Customize your journey to suit your needs and achieve even more savings by bundling your flight with a hotel or car hire. Start planning your trip with us today and earn rewards points with every booking. #### Can I change/cancel my flight? Absolutely, at Expedia, you can change or cancel your flight. However, fees and refund policies depend on your flight agreement, as each airline has distinct rules for exchanges and refunds. For detailed information, check your itinerary or visit our customer service portal. To maximize flexibility, opt for flights with no change fees using our 'Flexible change policies' filter. ## Travel information ## Flights from Winchester: Essential Travel Information | Cheapest flight from Winchester | CA $69 (roundtrip) | | ------------------------------------- | -------------------------------------------------------------------------- | | Best airlines to fly from Winchester | Spirit Airlines, Breeze Airways, JetBlue Airways, American Airlines, Delta | | Cheapest month to fly from Winchester | January | | Winchester IATA code | EEN | | Winchester Country/State | New Hampshire | | Airline ticket deals from Winchester | CA $69 - CA $292 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [4 Star Hotels in Keene ](https://www.expedia.ca/4Star-Keene-Hotels.s40-0-d6057413.Travel-Guide-Filter-Hotels) - [Hotels near Asbury United Methodist Church ](https://www.expedia.ca/Asbury-United-Methodist-Church-Hotels.0-l6265749-0.Travel-Guide-Filter-Hotels) - 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