Title: $28 Cheap Flights to Westport, CT - Expedia.com ![Westport Compo Beach, CT](https://images.trvl-media.com/place/56054/e074e4d6-7566-4cfb-a573-d57b7b472712.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marina Timo ![](https://images.trvl-media.com/place/56054/e074e4d6-7566-4cfb-a573-d57b7b472712.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $28 Cheap Flights to Westport, CT [View $28 flight on Fri, Feb 27, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:MCO,to:ISP,departure:2/27/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:27.98&airProductToken=AQowCi4IxnISBDM5NDIYzHAgyHwo2aKGAzD2o4YDOEVAAFgBagRQQ18xcgdLMTREWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travelers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Flight 1 Leaving from Going to Departing Flight 2 Leaving from Going to Departing [Westport Travel Guide](https://expedia.com/Westport.dx56054)[Hotels in Westport](https://expedia.com/Westport-Hotels.d56054.Travel-Guide-Hotels)[Things to do in Westport](https://expedia.com/Things-To-Do-In-Westport.d56054.Travel-Guide-Activities)[Car Rentals in Westport](https://expedia.com/Car-Rentals-In-Westport.d56054.Car-Rental-Guide)[Westport Vacation Packages](https://expedia.com/Westport.d56054.Destination-Travel-Guides) ## Popular airlines to Westport - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Westport, Connecticut, United States of America,departure:2/19/2026TANYT&leg2=from:Westport, Connecticut, United States of America,to:CMH,departure:2/26/2026TANYT&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_AA.svg) American Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Westport, Connecticut, United States of America,departure:2/19/2026TANYT&leg2=from:Westport, Connecticut, United States of America,to:CMH,departure:2/26/2026TANYT&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.com/Flights-Search?leg1=from:CMH,to:Westport, Connecticut, United States of America,departure:2/19/2026TANYT&leg2=from:Westport, Connecticut, United States of America,to:CMH,departure:2/26/2026TANYT&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/2024/10/30/landing_airline_sq_logo_MX.svg) Breeze Airways [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Westport, Connecticut, United States of America,departure:2/19/2026TANYT&leg2=from:Westport, Connecticut, United States of America,to:CMH,departure:2/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"MX"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Westport, Connecticut, United States of America,departure:2/19/2026TANYT&leg2=from:Westport, Connecticut, United States of America,to:CMH,departure:2/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_KL.svg) KLM [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Westport, Connecticut, United States of America,departure:2/19/2026TANYT&leg2=from:Westport, Connecticut, United States of America,to:CMH,departure:2/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"KL"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_VS.svg) Virgin Atlantic [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Westport, Connecticut, United States of America,departure:2/19/2026TANYT&leg2=from:Westport, Connecticut, United States of America,to:CMH,departure:2/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"VS"}}]) - ![](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 OneKeyCash [Learn about One Key](https://www.expedia.com/welcome-one-key) ## How much is the cheapest flight to Westport? Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Fri, Feb 27 - Sun, Mar 1 MCO Orlando ISP Islip $56 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:ISP,departure:2/27/2026TANYT&leg2=from:ISP,to:MCO,departure:3/1/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:55.96&airProductToken=AQowCi4IxnISBDQ1MzIYzHAgyHwo96WGAzCbp4YDOEVAAFgBagRQQ18xcgdLMTREWFMyCjAKLgjGchIEMzk0MRjIfCDMcCjtuoYDMKm8hgM4RUAAWAFqBFBDXzFyB0sxNERYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Wed, May 6 - Sat, May 9 MCO Orlando HVN New Haven $82 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:HVN,departure:5/6/2026TANYT&leg2=from:HVN,to:MCO,departure:5/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:81.22&airProductToken=AQosCioIzbABEgM4MzAYzHAgp20ox6KMAzDxo4wDOEFAAFgBagJOT3IFQU5PMDAKLAoqCM2wARIDODMxGKdtIMxwKP7FjAMwsseMAzhBQABYAWoCTk9yBUFOTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sat, Jun 6 - Tue, Jun 9 MCO Orlando HPN White Plains $137 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:HPN,departure:6/6/2026TANYT&leg2=from:HPN,to:MCO,departure:6/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:136.99&airProductToken=AQohCh8IwmwSBDE2OTQYzHAg52sozIGPAzD-go8DOExAAFgBCiAKHgjCbBIDMTk1GOdrIMxwKLqljwMw3aaPAzhMQABYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Sat, Feb 28 - Mon, Mar 9 MCO Orlando ISP Islip $147 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:ISP,departure:2/28/2026TANYT&leg2=from:ISP,to:MCO,departure:3/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:146.79&airProductToken=AQowCi4I15wBEgQ0ODg0GMxwIMh8KJ2vhgMws7CGAzhEQABYAWoDV0dBcgdEWk5WSDJFCjAKLgjXnAESBDM0NDUYyHwgzHAou5iHAzDlmYcDOERAAFgBagNXR0FyB0RaTlZIMkUSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, Mar 10 - Wed, Mar 11 MCO Orlando HPN White Plains $159 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:HPN,departure:3/10/2026TANYT&leg2=from:HPN,to:MCO,departure:3/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:158.39&airProductToken=AQpoCjIIwYIBEgQxNjQ3GMxwIOKaASi4nocDMKmfhwM4QkAAWAFqBUJBU0lDcghPVkFKS1NCVgoyCMGCARIENTE4MBjimgEg52so5KCHAzDjoYcDOEJAAVgBagVCQVNJQ3IIT1ZBSktTQlYKaAoyCMGCARIENTA3MBjnayDimgEo3q-HAzDcsIcDOEJAAFgBagVCQVNJQ3IIT1ZBSktTQlYKMgjBggESBDIwOTIY4poBIMxwKMexhwMwsrKHAzhCQAFYAWoFQkFTSUNyCE9WQUpLU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ## Alternative airports near Westport Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:HPN,departure:2/19/2026TANYT&leg2=from:HPN,to:CMH,departure:2/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) HPN Westchester County Cheapest 33 min [Flights from $224 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:HPN,departure:2/19/2026TANYT&leg2=from:HPN,to:CMH,departure:2/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:ISP,departure:2/19/2026TANYT&leg2=from:ISP,to:CMH,departure:3/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ISP MacArthur 2 h 26 min [Flights from $429 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:ISP,departure:2/19/2026TANYT&leg2=from:ISP,to:CMH,departure:3/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:HVN,departure:2/19/2026TANYT&leg2=from:HVN,to:CMH,departure:2/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) HVN Tweed - New Haven Regional 44 min [Flights from $555 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:HVN,departure:2/19/2026TANYT&leg2=from:HVN,to:CMH,departure:2/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from Columbus (CMH) to White Plains (HPN) ### April is typically the cheapest month to fly From $180 - $406 per traveler. ## Tips to find the cheapest flights to Westport **The cheapest day to fly** Get started finding a cheap flight to Westport on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you. **The cheapest month to fly** February is the cheapest month to fly to Westport. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Westport. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute. **The most affordable time to book a flight** Typically, a Sunday can be the cheapest time to book a flight to Westport, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation. **The cheapest round-trip tickets to Westport** The lowest price for round-trip flights to Westport in 2026 starts from from $56, while one-way tickets start from from $28\. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Westport. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Westport** Frontier Airlines, Breeze Airways, JetBlue Airways, Southwest Airlines, American Airlines are just some of the airlines that can typically offer cheap tickets to Westport. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Westport and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Westport, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Westport. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia. **Save with a package** With Expedia's amazing [package deals](https://www.expedia.com/package-deals), you could save hundreds of dollars by booking your Westport plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving. **Date flexibility for the cheapest flights to Westport** If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Westport. **Stopover savings** The cheapest tickets to Westport are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Westport. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved. **Get Expedia's Price Drop Protection** Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference\*. This gives you peace of mind that you're getting one of the cheapest flights to Westport for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members. \*Terms apply. **Use our Price Tracking feature** Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Westport. Simply download the free Expedia app to your smart device and activate Westport flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices. **Book with Expedia** As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Westport. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too. Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages. ## Frequently asked questions ### What month is the cheapest to fly to Westport? ### Which US cities have the cheapest flights to Westport? ### Which US cities fly direct to Westport? > - Los Angeles > - San Francisco > - Boston > - Miami > - Orlando ### How to find a cheap flight to Westport? ### How to get a cheap last-minute flight to Westport? ### How far in advance should I book a flight to Westport? ### Which day of the week is the cheapest day to buy a plane ticket to Westport? ### Which airlines fly to Westport? > - Delta Air Lines > - JetBlue Airways > - American Airlines > - British Airways ### Where do you fly into Westport? ### How far is the airport from central Westport? ### Can I save money by booking a Westport trip package? ### Can I change or cancel my flight to Westport? \*Flight schedules are subject to change. __Flights to Westport information__ | Destination airport | MacArthur | | ----------------------------- | --------- | | Destination airport IATA code | ISP | | Destination city name | Islip | | Roundtrip price | $56 | ## Trending flights to Westport Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Feb 26 - Sat, Feb 28 TPA Tampa ISP Islip $56 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:TPA,to:ISP,departure:2/26/2026TANYT&leg2=from:ISP,to:TPA,departure:2/28/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:55.96&airProductToken=AQowCi4IxnISBDMzMjQY8wMgyHwoupuGAzDinIYDOEVAAFgBagRQQ18xcgdLMjFEWFMyCjAKLgjGchIEMzM1NRjIfCDzAyjPs4YDMI61hgM4RUAAWAFqBFBDXzFyB0syMVNYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Levitt Pavilion ](https://www.expedia.com/Levitt-Pavilion-Hotels.0-l6248410-0.Travel-Guide-Filter-Hotels) - [Hotels near Westport Country Playhouse ](https://www.expedia.com/Westport-Country-Playhouse-Hotels.0-l6089813-0.Travel-Guide-Filter-Hotels) - 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