Title: Cheap Flights to Cuttyhunk , MA from CA $341 - Expedia.ca ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](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 to Cuttyhunk , MA from CA $341 [View CA $341 flight on Sat, Oct 18, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YYZ,to:EWB,departure:18/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:340.67&airProductToken=AQqSAQoxCMGCARIENDU1ORiYzgEgqVEoo9b6AjCL1_oCOE9AAFgBagRNQUlOcghPVkFDWlNNMQoxCMGCARIENDcwOBipUSDBkwEosNr6AjD72voCOE9AAVgBagRNQUlOcghPVkFDWlNNMQoqCLmWARIEMzY3MRjBkwEgxA0o0Nv6AjDz2_oCOFZAAVgBagJFUnIDVklQEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwAQ) - [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 [Cuttyhunk Travel Guide](https://expedia.ca/Cuttyhunk.dx3000441000)[Hotels in Cuttyhunk](https://expedia.ca/Cuttyhunk-Hotels.d3000441000.Travel-Guide-Hotels)[Cuttyhunk Car Rentals](https://expedia.ca/Car-Rentals-In-Cuttyhunk.d3000441000.Car-Rental-Guide)[Cuttyhunk Vacation Packages](https://expedia.ca/Cuttyhunk.d3000441000.Destination-Travel-Guides) ## Popular airlines - ![JetBlue Airways](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:Cuttyhunk, Massachusetts, United States of America,departure:07/10/2025TANYT&leg2=from:Cuttyhunk, Massachusetts, United States of America,to:CMH,departure:14/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![Cape Air](https://a.travel-assets.com/air/airlines/9k_sq.svg) Cape Air [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Cuttyhunk, Massachusetts, United States of America,departure:07/10/2025TANYT&leg2=from:Cuttyhunk, Massachusetts, United States of America,to:CMH,departure:14/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"9K"}}]) - ![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:Cuttyhunk, Massachusetts, United States of America,departure:07/10/2025TANYT&leg2=from:Cuttyhunk, Massachusetts, United States of America,to:CMH,departure:14/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![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:Cuttyhunk, Massachusetts, United States of America,departure:07/10/2025TANYT&leg2=from:Cuttyhunk, Massachusetts, United States of America,to:CMH,departure:14/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Tradewind Aviation](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_TJ.svg) Tradewind Aviation [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Cuttyhunk, Massachusetts, United States of America,departure:07/10/2025TANYT&leg2=from:Cuttyhunk, Massachusetts, United States of America,to:CMH,departure:14/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"TJ"}}]) ![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 Cuttyhunk? Prices were available within the past 7 days and start at CA $341 for one-way flights and CA $682 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Fri, Oct 10 - Sun, Oct 12 YOW Ottawa EWB New Bedford CA $1,959 Roundtrip found 19 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:EWB,departure:10/10/2025TANYT&leg2=from:EWB,to:YOW,departure:12/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1958.26&airProductToken=AQqYAQo0CNWCARIEMzYyORjYswEgxI0BKN37-QIwvvz5AjhZQABYAWoGRUNPUkVGcghZTkEwQTFMVAo0CNWCARIEMjA2NRjEjQEgwZMBKMr--QIwlf_5AjhZQAFYAWoGRUNPUkVGcghZTkEwQTFMVAoqCLmWARIEMzY3MRjBkwEgxA0o0IH6AjDzgfoCOFZAAVgBagJFUnIDVklQCpgBCioIuZYBEgQzNjQxGMQNIMGTASifk_oCMMKT-gI4VkAAWAFqAkVScgNWSVAKNAjVggESBDI0ODUYwZMBIMSNASiKlfoCMNmV-gI4WUABWAFqBkVDT1JFRnIIWU5BMEExTFQKNAjVggESBDM2NjAYxI0BINizASi8lvoCMJuX-gI4WUABWAFqBkVDT1JFRnIIWU5BMEExTFQSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sun, Nov 9 - Tue, Nov 11 YOW Ottawa MVY Vineyard Haven CA $2,236 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MVY,departure:09/11/2025TANYT&leg2=from:MVY,to:YOW,departure:11/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2235.20&airProductToken=AQqYAQo0CNWCARIEMzYyORjYswEgxI0BKNTN_AIwu878AjhZQABYAWoGRUNPUkVGcghZTkEwQTFMVAozCNWCARIDNTc3GMSNASDBkwEot9H8AjCB0vwCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUCisIuZYBEgQzMDcxGMGTASCsxQEol9T8AjDJ1PwCOFRAAVgBagJFUnIDVElQCpkBCisIuZYBEgQzMjAxGKzFASDBkwEot-X8AjDp5fwCOFZAAFgBagJFUnIDVklQCjQI1YIBEgQxODgyGMGTASDEjQEo--b8AjDT5_wCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUCjQI1YIBEgQzNTAwGMSNASDYswEoruj8AjCM6fwCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, Nov 3 - Wed, Nov 5 YOW Ottawa MVY Vineyard Haven CA $2,289 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MVY,departure:03/11/2025TANYT&leg2=from:MVY,to:YOW,departure:05/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2288.68&airProductToken=AQqYAQo0CNWCARIEMzYyORjYswEgxI0BKJSK_AIw-4r8AjhZQABYAWoGRUNPUkVGcghZTkEwQTFMVAozCNWCARIDMzc1GMSNASDBkwEo4Yv8AjCvjPwCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUCisIuZYBEgQzMjMxGMGTASCsxQEo8Yz8AjCjjfwCOFZAAVgBagJFUnIDVklQCpkBCisIuZYBEgQzMjAxGKzFASDBkwEo96H8AjCpovwCOFZAAFgBagJFUnIDVklQCjQI1YIBEgQxODgyGMGTASDEjQEou6P8AjCTpPwCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUCjQI1YIBEgQzNTA2GMSNASDYswEopqf8AjCQqPwCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, Nov 10 - Wed, Nov 12 YOW Ottawa MVY Vineyard Haven CA $2,330 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MVY,departure:10/11/2025TANYT&leg2=from:MVY,to:YOW,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2329.36&airProductToken=AQqXAQozCNWCARIEMzU4MRjYswEgrhwoiNn8AjCp2vwCOFlAAFgBagZFQ09SRUZyCFlOQTBBMUxUCjMI1YIBEgQxMjYyGK4cIMGTASjK3PwCMNbd_AI4WUABWAFqBkVDT1JFRnIIWU5BMEExTFQKKwi5lgESBDMwNzEYwZMBIKzFASi33_wCMOnf_AI4VkABWAFqAkVScgNWSVAKmQEKKwi5lgESBDMyMDEYrMUBIMGTASjX8PwCMInx_AI4QkAAWAFqAkVScgNCSVAKNAjVggESBDE4ODIYwZMBIMSNASib8vwCMPPy_AI4WUABWAFqBkVDT1JFRnIIWU5BMEExTFQKNAjVggESBDM1MDAYxI0BINizASjO8_wCMKz0_AI4WUABWAFqBkVDT1JFRnIIWU5BMEExTFQSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Nov 1 - Mon, Nov 3 YOW Ottawa MVY Vineyard Haven CA $2,357 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MVY,departure:01/11/2025TANYT&leg2=from:MVY,to:YOW,departure:03/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2356.25&airProductToken=AQqYAQo0CNWCARIEMzYyORjYswEgxI0BKJjz-wIw__P7AjhZQABYAWoGRUNPUkVGcghZTkEwQTFMVAozCNWCARIDNTkzGMSNASDBkwEoz_X7AjCd9vsCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUCisIuZYBEgQzMDMxGMGTASCsxQEotPf7AjDm9_sCOFNAAVgBagJFUnIDU0lQCpkBCisIuZYBEgQzMDAxGKzFASDBkwEojYz8AjC_jPwCOFZAAFgBagJFUnIDVklQCjQI1YIBEgQxODgyGMGTASDEjQEo-4z8AjDTjfwCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUCjQI1YIBEgQzNTA2GMSNASDYswEo5pD8AjDQkfwCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Nov 1 - Mon, Nov 3 YOW Ottawa MVY Vineyard Haven CA $2,370 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MVY,departure:01/11/2025TANYT&leg2=from:MVY,to:YOW,departure:03/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2369.39&airProductToken=AQqXAQozCNWCARIEMzY2NBjYswEgiBgo-fT7AjDr9fsCOFlAAFgBagZFQ09SRUZyCFlOQTBBMUxUCjMI1YIBEgQxNzA5GIgYIMGTASiz9vsCMJX3-wI4WUABWAFqBkVDT1JFRnIIWU5BMEExTFQKKwi5lgESBDMwNzEYwZMBIKzFASjb-fsCMI36-wI4QkABWAFqAkVScgNCSVAKlgEKKwi5lgESBDMyMjEYrMUBIMGTASjojPwCMKKN_AI4QkAAWAFqAkVScgNCSVAKMgjVggESAzcyMRjBkwEgiBgoiY78AjD0jvwCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUCjMI1YIBEgQ0NDE4GIgYINizASiyj_wCMJuQ_AI4WUABWAFqBkVDT1JFRnIIWU5BMEExTFQSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, Nov 10 - Wed, Nov 12 YOW Ottawa MVY Vineyard Haven CA $2,370 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MVY,departure:10/11/2025TANYT&leg2=from:MVY,to:YOW,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2369.71&airProductToken=AQqYAQo0CNWCARIEMzYyORjYswEgxI0BKPTY_AIw29n8AjhZQABYAWoGRUNPUkVGcghZTkEwQTFMVAozCNWCARIDMzc1GMSNASDBkwEowdr8AjCP2_wCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUCisIuZYBEgQzMjMxGMGTASCsxQEo0dv8AjCD3PwCOEJAAVgBagJFUnIDQklQCpcBCisIuZYBEgQzMDAxGKzFASDBkwEorfH8AjDf8fwCOEJAAFgBagJFUnIDQklQCjMI1YIBEgQxMzAxGMGTASCuHCja8_wCMI71_AI4WUABWAFqBkVDT1JFRnIIWU5BMEExTFQKMwjVggESBDM0MDIYrhwg2LMBKMX1_AIwyvb8AjhZQAFYAWoGRUNPUkVGcghZTkEwQTFMVBIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sun, Nov 9 - Tue, Nov 11 YOW Ottawa MVY Vineyard Haven CA $2,384 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MVY,departure:09/11/2025TANYT&leg2=from:MVY,to:YOW,departure:11/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2383.16&airProductToken=AQqWAQozCNWCARIEMzU4MRjYswEgrhwo6M38AjCJz_wCOFlAAFgBagZFQ09SRUZyCFlOQTBBMUxUCjII1YIBEgM2MTgYrhwgwZMBKNjP_AIw6ND8AjhZQAFYAWoGRUNPUkVGcghZTkEwQTFMVAorCLmWARIEMzA1MRjBkwEgrMUBKLbS_AIw6NL8AjhLQAFYAWoCRVJyA0tJUAqXAQorCLmWARIEMzIwMRisxQEgwZMBKLfl_AIw6eX8AjhWQABYAWoCRVJyA1ZJUAozCNWCARIEMTMxNBjBkwEgrhworOb8AjDg5_wCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUCjMI1YIBEgQzNTA5GK4cINizASiv6PwCMLTp_AI4WUABWAFqBkVDT1JFRnIIWU5BMEExTFQSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Fri, Nov 7 - Sun, Nov 9 YOW Ottawa MVY Vineyard Haven CA $2,397 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MVY,departure:07/11/2025TANYT&leg2=from:MVY,to:YOW,departure:09/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2396.61&airProductToken=AQqWAQozCNWCARIEMzU4MRjYswEgrhwoqLf8AjDJuPwCOFlAAFgBagZFQ09SRUZyCFlOQTBBMUxUCjII1YIBEgM2MTgYrhwgwZMBKJi5_AIwqLr8AjhZQAFYAWoGRUNPUkVGcghZTkEwQTFMVAorCLmWARIEMzAxMRjBkwEgrMUBKPS6_AIwprv8AjhTQAFYAWoCRVJyA1NJUAqXAQorCLmWARIEMzAwMRisxQEgwZMBKM3P_AIw_8_8AjhCQABYAWoCRVJyA0JJUAozCNWCARIEMTczMhjBkwEgrhwo1dD8AjCJ0vwCOFlAAVgBagZFQ09SRUZyCFlOQTBBMUxUCjMI1YIBEgQzNDAyGK4cINizASjl0_wCMOrU_AI4WUABWAFqBkVDT1JFRnIIWU5BMEExTFQSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sat, Nov 1 - Mon, Nov 3 YOW Ottawa MVY Vineyard Haven CA $2,809 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MVY,departure:01/11/2025TANYT&leg2=from:MVY,to:YOW,departure:03/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2808.58&airProductToken=AQqZAQo1CMGGARIENDY5MhjYswEgiBgoh_f7AjD59_sCOEJAAFgBaghMQVRJVFVERXIIQk5BMEE4TFQKMwjVggESAzY4OBiIGCDBkwEotvj7AjCY-fsCOFFAAVgBagdFQ09OT01ZcghRREEyT0hFTgorCLmWARIEMzA3MRjBkwEgrMUBKNv5-wIwjfr7AjhCQAFYAWoCRVJyA0JJUAqZAQorCLmWARIEMzAwMRisxQEgwZMBKI2M_AIwv4z8AjhWQABYAWoCRVJyA1ZJUAo0CNWCARIEMTI2OBjBkwEgxI0BKNaN_AIwrI78AjhZQAFYAWoGRUNPUkVGcghZTkEwQTFMVAo0CNWCARIEMzUwNhjEjQEg2LMBKOaQ_AIw0JH8AjhZQAFYAWoGRUNPUkVGcghZTkEwQTFMVBIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAE) Expedia.ca gives you the best tools to secure great deals on flights to Cuttyhunk. 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 Cuttyhunk. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Cuttyhunk. 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 Cuttyhunk 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 Cuttyhunk. Looking to save even more? Get additional savings by bundling your Cuttyhunk 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 Cuttyhunk trip! Flights to Cuttyhunk information | Destination airport | New Bedford Regional | | --- | --- | | Destination airport IATA code | EWB | | Destination city name | New Bedford | | Roundtrip price | CA $1,958 | ## Need more than a Flight to Cuttyhunk? Heading to Cuttyhunk? Explore Cuttyhunk with Expedia's Travel Guides to find the best hotels, vacation packages, car rental deals and more! [Cuttyhunk Hotels](https://expedia.ca/Cuttyhunk-Hotels.d3000441000.Travel-Guide-Hotels)[Cuttyhunk Vacation Rentals](https://expedia.ca/Cuttyhunk-Vacation-Rentals.d3000441000.Travel-Guide-VacationRentals)[Cuttyhunk Car Rentals](https://expedia.ca/Car-Rentals-In-Cuttyhunk.d3000441000.Car-Rental-Guide)[Cuttyhunk Vacations](https://expedia.ca/Cuttyhunk.d3000441000.Destination-Travel-Guides) ## Trending flights to Cuttyhunk Prices were available within the past 7 days and start at CA $341 for one-way flights and CA $682 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) Sun, Oct 19 - Thu, Oct 23 YYZ Toronto EWB New Bedford CA $682 Roundtrip found 5 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:EWB,departure:19/10/2025TANYT&leg2=from:EWB,to:YYZ,departure:23/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:681.53&airProductToken=AQppCiEIxJgBEgQ1MDY2GJjOASCpUSj44PoCMO_h-gI4VkAAWAEKIQjEmAESBDU3MzMYqVEgwZMBKN7i-gIwreP6AjhWQAFYAQohCLmWARIEMzY1MRjBkwEgxA0onOT6AjC_5PoCOFZAAVgBCmkKIQi5lgESBDM2NDEYxA0gwZMBKP-O-wIwoo_7AjhWQABYAQohCMSYARIENTcwMhjBkwEgywEohpD7AjDbkPsCOFVAAVgBCiEIxJgBEgQ1MjMzGMsBIJjOASjzkfsCMNmS-wI4VUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other ### Lodging - [4 Star Hotels in Bliss Corner](https://www.expedia.ca/4Star-Bliss-Corner-Hotels.s40-0-d553248635976386960.Travel-Guide-Filter-Hotels) - [Aparthotels in Aquinnah](https://www.expedia.ca/Aquinnah-Apart-Hotels.d553248634998599060-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Aquinnah](https://www.expedia.ca/Aquinnah-Bed-And-Breakfast.d553248634998599060-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Aquinnah Cliffs](https://www.expedia.ca/Aquinnah-Cliffs-Hotels.0-l6091789-0.Travel-Guide-Filter-Hotels) - [Guest Houses in Aquinnah](https://www.expedia.ca/Aquinnah-Guest-Houses.d553248634998599060-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Aquinnah](https://www.expedia.ca/Aquinnah-Holiday-Parks.d553248634998599060-aaHolidayParks.Travel-Guide-Accommodation) - [Hotels with a Pool in Aquinnah](https://www.expedia.ca/Aquinnah-Hotels-Hotel-With-Pool.0-0-d553248634998599060-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Aquinnah Hotels](https://www.expedia.ca/Aquinnah-Hotels.d553248634998599060.Travel-Guide-Hotels) - [Inns in Aquinnah](https://www.expedia.ca/Aquinnah-Inns.d553248634998599060-aaInns.Travel-Guide-Accommodation) - 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[Hotels near Cornell Farm](https://www.expedia.ca/Cornell-Farm-Hotels.0-l553248621532666397-0.Travel-Guide-Filter-Hotels) - [Apartments in Dartmouth](https://www.expedia.ca/Dartmouth-Apartments.d553248634999219757-aaApartments.Travel-Guide-Accommodation) - [Lgbt Friendly Hotels in Dartmouth](https://www.expedia.ca/Dartmouth-Hotels-LGBT-Friendly-Hotel.0-0-d553248634999219757-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Dartmouth Hotels](https://www.expedia.ca/Dartmouth-Hotels.d553248634999219757.Travel-Guide-Hotels) - [Hotels near Gay Head Lighthouse](https://www.expedia.ca/Gay-Head-Lighthouse-Hotels.0-l6091787-0.Travel-Guide-Filter-Hotels) - [Gosnold Hotels](https://www.expedia.ca/Gosnold-Hotels.d553248634998690090.Travel-Guide-Hotels) - [Inns in Gosnold](https://www.expedia.ca/Gosnold-Inns.d553248634998690090-aaInns.Travel-Guide-Accommodation) - [Hotels near Horseneck State Beach](https://www.expedia.ca/Horseneck-State-Beach-Hotels.0-l553248621532666193-0.Travel-Guide-Filter-Hotels) - [Hotels near Lucy Vincent Beach](https://www.expedia.ca/Lucy-Vincent-Beach-Hotels.0-l553248621532666148-0.Travel-Guide-Filter-Hotels) - [Farmstay in Menemsha](https://www.expedia.ca/Menemsha-Agritourism.d6060685-aaAgritourism.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Menemsha](https://www.expedia.ca/Menemsha-Hotels-Beach-Hotel.0-0-d6060685-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Menemsha](https://www.expedia.ca/Menemsha-Hotels-Hotel-With-Pool.0-0-d6060685-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Menemsha](https://www.expedia.ca/Menemsha-Hotels-Luxury-Hotel.0-0-d6060685-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Menemsha Hotels](https://www.expedia.ca/Menemsha-Hotels.d6060685.Travel-Guide-Hotels) - [Inns in Menemsha](https://www.expedia.ca/Menemsha-Inns.d6060685-aaInns.Travel-Guide-Accommodation) - [Aparthotels in South Dartmouth](https://www.expedia.ca/South-Dartmouth-Apart-Hotels.d159867-aaApartHotels.Travel-Guide-Accommodation) - [B&B in South Dartmouth](https://www.expedia.ca/South-Dartmouth-Bed-And-Breakfast.d159867-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in South Dartmouth](https://www.expedia.ca/South-Dartmouth-Guest-Houses.d159867-aaGuestHouses.Travel-Guide-Accommodation) - [Boutique Hotels in South Dartmouth](https://www.expedia.ca/South-Dartmouth-Hotels-Boutique-Hotel.0-0-d159867-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in South Dartmouth](https://www.expedia.ca/South-Dartmouth-Hotels-Cheap-Hotels.0-0-d159867-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in South Dartmouth](https://www.expedia.ca/South-Dartmouth-Hotels-Hotel-With-Pool.0-0-d159867-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in South Dartmouth](https://www.expedia.ca/South-Dartmouth-Hotels-Luxury-Hotel.0-0-d159867-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [South Dartmouth Hotels](https://www.expedia.ca/South-Dartmouth-Hotels.d159867.Travel-Guide-Hotels) - [Motels in South Dartmouth](https://www.expedia.ca/South-Dartmouth-Motels.d159867-aaMotels.Travel-Guide-Accommodation) - [Farmstay in Westport](https://www.expedia.ca/Westport-Agritourism.d9742-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Westport](https://www.expedia.ca/Westport-Bed-And-Breakfast.d9742-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Westport](https://www.expedia.ca/Westport-Chalets.d9742-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Westport](https://www.expedia.ca/Westport-Guest-Houses.d9742-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Westport](https://www.expedia.ca/Westport-Holiday-Parks.d9742-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Westport](https://www.expedia.ca/Westport-Hostels.d9742-aaHostels.Travel-Guide-Accommodation) - [Hotels with Hot Tubs in Westport](https://www.expedia.ca/Westport-Hotels-Hotels-With-Hot-Tubs.0-0-d9742-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Westport](https://www.expedia.ca/Westport-Hotels-Hotels-With-Indoor-Pool.0-0-d9742-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Westport](https://www.expedia.ca/Westport-Hotels-Pet-Friendly-Hotel.0-0-d9742-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Westport](https://www.expedia.ca/Westport-Hotels-Winery-Hotel.0-0-d9742-tWineryHotel.Travel-Guide-Filter-Hotels) - [Westport Hotels](https://www.expedia.ca/Westport-Hotels.d9742.Travel-Guide-Hotels) - [Houseboats in Westport](https://www.expedia.ca/Westport-Houseboats.d9742-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Westport](https://www.expedia.ca/Westport-Inns.d9742-aaInns.Travel-Guide-Accommodation) - [Motels in Westport](https://www.expedia.ca/Westport-Motels.d9742-aaMotels.Travel-Guide-Accommodation) - [Resorts in Westport](https://www.expedia.ca/Westport-Resort-Hotels.d9742-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Westport](https://www.expedia.ca/Westport-Townhomes.d9742-aaTownhomes.Travel-Guide-Accommodation) ### Flights - [Flights to Barnstable](https://www.expedia.ca/Cheap-Flights-To-Barnstable.d9658.Travel-Guide-Flights) - [Flights to Berkley](https://www.expedia.ca/Cheap-Flights-To-Berkley.d6348177.Travel-Guide-Flights) - [Flights to Buzzards Bay](https://www.expedia.ca/Cheap-Flights-To-Buzzards-Bay.d6776.Travel-Guide-Flights) - [Flights to Cape Cod](https://www.expedia.ca/Cheap-Flights-To-Cape-Cod.d180061.Travel-Guide-Flights) - [Flights to Dennis Port](https://www.expedia.ca/Cheap-Flights-To-Dennis-Port.d6665.Travel-Guide-Flights) - [Flights to Dennis](https://www.expedia.ca/Cheap-Flights-To-Dennis.d183325.Travel-Guide-Flights) - [Flights to Duxbury](https://www.expedia.ca/Cheap-Flights-To-Duxbury.d6348180.Travel-Guide-Flights) - [Flights to East Wareham](https://www.expedia.ca/Cheap-Flights-To-East-Wareham.d6135721.Travel-Guide-Flights) - [Flights to Edgartown](https://www.expedia.ca/Cheap-Flights-To-Edgartown.d10752.Travel-Guide-Flights) - [Flights to Fairhaven](https://www.expedia.ca/Cheap-Flights-To-Fairhaven.d55104.Travel-Guide-Flights) - [Flights to Fall River](https://www.expedia.ca/Cheap-Flights-To-Fall-River.d6057.Travel-Guide-Flights) - [Flights to Falmouth](https://www.expedia.ca/Cheap-Flights-To-Falmouth.d7287.Travel-Guide-Flights) - [Flights to Halifax](https://www.expedia.ca/Cheap-Flights-To-Halifax.d6139204.Travel-Guide-Flights) - [Flights to Hyannis](https://www.expedia.ca/Cheap-Flights-To-Hyannis.d1544.Travel-Guide-Flights) - [Flights to Mansfield](https://www.expedia.ca/Cheap-Flights-To-Mansfield.d8456.Travel-Guide-Flights) - [Flights to Martha's Vineyard](https://www.expedia.ca/Cheap-Flights-To-Marthas-Vineyard.d6047691.Travel-Guide-Flights) - [Flights to Nantucket Island](https://www.expedia.ca/Cheap-Flights-To-Nantucket-Island.d6047676.Travel-Guide-Flights) - [Flights to Nantucket](https://www.expedia.ca/Cheap-Flights-To-Nantucket.d285.Travel-Guide-Flights) - [Flights to New Bedford](https://www.expedia.ca/Cheap-Flights-To-New-Bedford.d1180.Travel-Guide-Flights) - [Flights to North Falmouth](https://www.expedia.ca/Cheap-Flights-To-North-Falmouth.d10512.Travel-Guide-Flights) - [Flights to Oak Bluffs](https://www.expedia.ca/Cheap-Flights-To-Oak-Bluffs.d140231.Travel-Guide-Flights) - [Flights to Plymouth](https://www.expedia.ca/Cheap-Flights-To-Plymouth.d9512.Travel-Guide-Flights) - [Flights to Sandwich](https://www.expedia.ca/Cheap-Flights-To-Sandwich.d9668.Travel-Guide-Flights) - [Flights to South Dartmouth](https://www.expedia.ca/Cheap-Flights-To-South-Dartmouth.d159867.Travel-Guide-Flights) - [Flights to South Yarmouth](https://www.expedia.ca/Cheap-Flights-To-South-Yarmouth.d7627.Travel-Guide-Flights) - [Flights to Taunton](https://www.expedia.ca/Cheap-Flights-To-Taunton.d7245.Travel-Guide-Flights) - [Flights to Vineyard Haven](https://www.expedia.ca/Cheap-Flights-To-Vineyard-Haven.d6213.Travel-Guide-Flights) - [Flights to West Yarmouth](https://www.expedia.ca/Cheap-Flights-To-West-Yarmouth.d10485.Travel-Guide-Flights) - [Flights to Woods Hole](https://www.expedia.ca/Cheap-Flights-To-Woods-Hole.d56069.Travel-Guide-Flights) - [Flights to Yarmouth Port](https://www.expedia.ca/Cheap-Flights-To-Yarmouth-Port.d183353.Travel-Guide-Flights) - [Flights from Aquinnah](https://www.expedia.ca/lp/flights/553248634998599060/flights-from-aquinnah) - [Flights from Dartmouth](https://www.expedia.ca/lp/flights/553248634999219757/flights-from-dartmouth) - [Flights from Westport](https://www.expedia.ca/lp/flights/9742/flights-from-westport) ### Packages - [Aquinnah Cliffs](https://www.expedia.ca/Aquinnah-Cliffs-Aquinnah.d6091789.Vacation-Attraction) - [Visit Aquinnah](https://www.expedia.ca/Aquinnah.dx553248634998599060) - [Gay Head Lighthouse](https://www.expedia.ca/Gay-Head-Lighthouse-Aquinnah.d6091787.Vacation-Attraction) - [Horseneck State Beach](https://www.expedia.ca/Horseneck-State-Beach-Westport.d553248621532666193.Vacation-Attraction) - [Visit South Dartmouth](https://www.expedia.ca/South-Dartmouth.dx159867) ### Cars - [Car rental Chilmark](https://www.expedia.ca/Car-Rentals-In-Chilmark.d6135676.Car-Rental-Guide) - [Car rental Westport](https://www.expedia.ca/Car-Rentals-In-Westport.d9742.Car-Rental-Guide) ### Vacation Rental - [South Dartmouth Vacation Rentals](https://www.expedia.ca/South-Dartmouth-Vacation-Rentals.d159867.Travel-Guide-VacationRentals) ### Other - [Things to do in Chilmark](https://www.expedia.ca/Things-To-Do-In-Chilmark.d6135676.Travel-Guide-Activities) - [Things to do in Menemsha](https://www.expedia.ca/Things-To-Do-In-Menemsha.d6060685.Travel-Guide-Activities) \*Available to Expedia members.