Title: $123 Cheap Flights to The Settlement - Expedia.com ![Adobe](https://images.trvl-media.com/place/11620/72270e1c-8205-4d35-b194-9607da76463f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/11620/72270e1c-8205-4d35-b194-9607da76463f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $123 Cheap Flights to The Settlement [View $123 flight on Sat, May 23, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:SJU,to:EIS,departure:5/23/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:122.85&airProductToken=AQovCi0IyrIBEgM1MTMYsqIBIISSASiq5I0DMNLkjQM4TUAAWAFqBEJFU1RyBE1JTlQSDAgBEAEYASoCSlkyABgBIgQIARABKAIoAygEMAE) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travelers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Add a place to stay Direct flights only [The Settlement Travel Guide](https://expedia.com/The-Settlement.dx11620)[Hotels in The Settlement](https://expedia.com/The-Settlement-Hotels.d11620.Travel-Guide-Hotels)[Car Rentals in The Settlement](https://expedia.com/Car-Rentals-In-The-Settlement.d11620.Car-Rental-Guide)[The Settlement Vacation Packages](https://expedia.com/The-Settlement.d11620.Destination-Travel-Guides) ## Popular airlines to The Settlement - ![](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:The Settlement, British Virgin Islands,departure:3/9/2026TANYT&leg2=from:The Settlement, British Virgin Islands,to:CMH,departure:3/16/2026TANYT&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:The Settlement, British Virgin Islands,departure:3/9/2026TANYT&leg2=from:The Settlement, British Virgin Islands,to:CMH,departure:3/16/2026TANYT&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_UA.svg) United [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:The Settlement, British Virgin Islands,departure:3/9/2026TANYT&leg2=from:The Settlement, British Virgin Islands,to:CMH,departure:3/16/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](https://a.travel-assets.com/air/airlines/jy_sq.svg) interCaribbean Airways [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:The Settlement, British Virgin Islands,departure:3/9/2026TANYT&leg2=from:The Settlement, British Virgin Islands,to:CMH,departure:3/16/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"JY"}}]) - ![](https://a.travel-assets.com/air/airlines/9k_sq.svg) Cape Air [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:The Settlement, British Virgin Islands,departure:3/9/2026TANYT&leg2=from:The Settlement, British Virgin Islands,to:CMH,departure:3/16/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"9K"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_TJ.svg) Tradewind Aviation [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:The Settlement, British Virgin Islands,departure:3/9/2026TANYT&leg2=from:The Settlement, British Virgin Islands,to:CMH,departure:3/16/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"TJ"}}]) - ![](https://a.travel-assets.com/air/airlines/wm_sq.svg) Windward Island Airways International [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:The Settlement, British Virgin Islands,departure:3/9/2026TANYT&leg2=from:The Settlement, British Virgin Islands,to:CMH,departure:3/16/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WM"}}]) - ![](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 The Settlement? Prices were available within the past 7 days and start at $123 for one-way flights and $306 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![interCaribbean Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/jy.gif) Fri, May 29 - Sat, Jun 6 SJU San Juan EIS Tortola $306 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:SJU,to:EIS,departure:5/29/2026TANYT&leg2=from:EIS,to:SJU,departure:6/6/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:305.44&airProductToken=AQoyCjAIyrIBEgM1MDkYsqIBIISSASi3pI4DMN-kjgM4VEAAWAFqBVNBVkVScgZUSU5UUlQKMgowCMqyARIDNTA4GISSASCyogEo7P2OAzCU_o4DOFRAAFgBagVTQVZFUnIGVElOVFJUEgoIARABGAEqAkpZGAEiBAgBEAEoAigDKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Sat, Jun 27 - Mon, Jul 13 SJU San Juan VIJ Spanish Town $397 Roundtrip found 4 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:SJU,to:VIJ,departure:6/27/2026TANYT&leg2=from:VIJ,to:SJU,departure:7/13/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:396.94&airProductToken=AQoiCiAIwmwSBDUxMTgYsqIBIJVKKIHskAMwwuyQAzhQQABYAQoiCiAIwmwSBDUxMTgYlUogsqIBKNeekgMwk5-SAzhQQABYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Thu, Apr 2 - Fri, Apr 10 SJU San Juan EIS Tortola $629 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:SJU,to:EIS,departure:4/2/2026TANYT&leg2=from:EIS,to:SJU,departure:4/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:628.94&airProductToken=AQotCisIuZYBEgQ0NDMxGLKiASCEkgEo26OJAzCTpIkDOEtAAFgBagJFUnIDS0lQCi0KKwi5lgESBDQ1NjEYhJIBILKiASjF_4kDMP7_iQM4VEAAWAFqAkVScgNUSVASCggBEAEYASoCSFIYASIECAEQASgCKAMoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, Oct 13 - Wed, Oct 21 MCO Orlando EIS Tortola $670 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:EIS,departure:10/13/2026TANYT&leg2=from:EIS,to:MCO,departure:10/21/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:669.73&airProductToken=AQpnCjEIwYIBEgQyODk0GMxwIIwCKIKomgMwxqiaAzhCQABYAWoFQkFTSUNyCE9OWDlOQkJaCjIIwYIBEgQ0MzEzGIwCIISSASjFqpoDMOqrmgM4QkABWAFqBUJBU0lDcghPTlg5TkJCWgpnCjIIwYIBEgQzNjE1GISSASCMAijdhpsDMJGImwM4QkAAWAFqBUJBU0lDcghPTlg5TkJCWgoxCMGCARIEMzI2NRiMAiDMcCjwiJsDMLaJmwM4QkABWAFqBUJBU0lDcghPTlg5TkJCWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Tradewind Aviation](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/TJ.gif) Tue, Feb 24 - Sat, Feb 28 SJU San Juan EIS Tortola $676 Roundtrip found 10 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:SJU,to:EIS,departure:2/24/2026TANYT&leg2=from:EIS,to:SJU,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:675.94&airProductToken=AQooCiYI1JQBEgM5NTIYsqIBIISSASirhIYDMNWEhgM4VkAAWAFyA1ZOUgooCiYI1JQBEgM5NTMYhJIBILKiASj2sYYDMJ-yhgM4VkAAWAFyA1ZOUhIKCAEQARgBKgJUShgBIgQIARABKAIoAygEMAE) ## Alternative airports near The Settlement 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:EIS,departure:3/9/2026TANYT&leg2=from:EIS,to:CMH,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) EIS Terrance B. Lettsome Intl. Cheapest [Flights from $1,088 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:EIS,departure:3/9/2026TANYT&leg2=from:EIS,to:CMH,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=FTG_SPRING_PROMO_) ## Frequently asked questions ### What month is the cheapest to fly to The Settlement? ### Which US cities fly direct to The Settlement? ### How to find a cheap flight to The Settlement? ### How to get a cheap last-minute flight to The Settlement? ### How far in advance should I book a flight to The Settlement? ### Which day of the week is the cheapest day to buy a plane ticket to The Settlement? ### Can I save money by booking a The Settlement trip package? ### Can I change or cancel my flight to The Settlement? \*Flight schedules are subject to change. ## Book with confidence # Tips to find the cheapest flights to The Settlement **The cheapest day to fly** Get started finding a cheap flight to The Settlement 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** May is the cheapest month to fly to The Settlement. 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 The Settlement. 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 The Settlement, 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 The Settlement** The lowest price for round-trip flights to The Settlement in 2026 starts from from $306, while one-way tickets start from from $123\. 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 The Settlement. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to The Settlement** interCaribbean Airways, JetBlue Airways, Cape Air, United, Delta, American Airlines, Tradewind Aviation are just some of the airlines that can typically offer cheap tickets to The Settlement. 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 The Settlement and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for The Settlement, 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 The Settlement. 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 The Settlement 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 The Settlement** 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 The Settlement. **Stopover savings** The cheapest tickets to The Settlement are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to The Settlement. 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 The Settlement 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 The Settlement. Simply download the free Expedia app to your smart device and activate The Settlement 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 The Settlement. 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. ## Travel information | Destination airport | The Settlement | | ----------------------------- | -------------- | | Destination airport IATA code | EIS | ## Trending flights to The Settlement Prices were available within the past 7 days and start at $123 for one-way flights and $306 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, Jun 17 - Mon, Jun 22 MIA Miami EIS Tortola $626 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MIA,to:EIS,departure:6/17/2026TANYT&leg2=from:EIS,to:MIA,departure:6/22/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:625.13&airProductToken=AQo0CjIIwYIBEgQzMzc2GIwCIISSASik_o8DMNb_jwM4QkAAWAFqBUJBU0lDcghPTlg5TkJCWgo0CjIIwYIBEgQzMzQyGISSASCMAijDsZADMPiykAM4QkAAWAFqBUJBU0lDcghPTlg5TkJCWhIMCAEQARgBKgJBQTIAGAEiBAgBEAEoAigDKAQwCw) \*Available to One Key members.