Cheap flights from Massachusetts to Caribbean

Travel > Caribbean

Looking for cheap flights to Caribbean? We have several useful tools to help you find the flight offer you are looking for. You can enter your search details into the box on the left and compare the current prices of our providers. You can also browse the table below containing the cheapest flights to Caribbean found by Travelgrove users for the next 6 months. Scrolling down you will find one more handy info box with the most recently found Caribbean flight offers. Check the page from top to bottom and pick the flight that suits you best!

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Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)
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AprMayJunJulAugSepOctNovDecJanFebMar
$186$138$221$371check
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Boston 

Check our newest flight offers to Caribbean:

  • $186Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Port Au Prince, HT (PAP)04/24/202007:34 pm
    Port Au Prince, HT (PAP)Boston, MA (BOS)04/30/202009:54 am
    cheapoair.com check price
  • $192Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)San Juan, PR (SJU)04/14/202007:50 pm
    San Juan, PR (SJU)Boston, MA (BOS)04/22/202001:25 pm
    cheapoair.com check price
  • $221Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Kingston, JM (KIN)06/17/202005:00 am
    Kingston, JM (KIN)Boston, MA (BOS)07/01/202012:15 pm
    cheapoair.com check price
  • $236Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)San Salvador, SV (SAL)05/08/202005:00 am
    San Salvador, SV (SAL)Boston, MA (BOS)05/14/202012:50 pm
    cheapoair.com check price
  • $246Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Providenciales, TC (PLS)05/03/202007:26 pm
    Providenciales, TC (PLS)Boston, MA (BOS)05/11/202012:17 pm
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesChicago To Tallahassee Multiple Airlines airfares from Chicago in June
$573 Depart: 06/30/2020
Return: 07/08/2020

provided by Cheapoair.com

Multiple AirlinesCharlotte To Gulfport Multiple Airlines airfares from Charlotte in September
$1057 Depart: 09/15/2019
Return: 09/22/2019

provided by Cheapoair.com

Alaska AirlinesHouston To Tulsa Alaska Airlines airfares from Houston in January
$1910 Depart: 01/03/2020
Return: 01/09/2020

provided by Flightnetwork

Alaska AirlinesSyracuse To San Francisco Alaska Airlines airfares from Syracuse in April
$575 Depart: 04/14/2020
Return: 04/22/2020

provided by FlyFar

Jetblue AirwaysHouston To Jacksonville Jetblue Airways airfares from Houston in April
$357 Depart: 04/10/2020
Return: 04/22/2020

provided by FlyFar

Alaska AirlinesSeattle To Tucson Alaska Airlines airfares from Seattle in May
$193 Depart: 05/03/2020
Return: 05/09/2020

provided by FlyFar

Alaska AirlinesNewark To Norfolk Alaska Airlines airfares from Newark in August
$3067 Depart: 08/26/2019
Return: 09/08/2019

provided by FlyFar

AeromexicoPalm Springs To Cabo San Lucas Aeromexico airfares from Palm Springs in April
$2746 Depart: 04/08/2020
Return: 04/21/2020

provided by Flightnetwork

Multiple AirlinesPhoenix To Dublin Multiple Airlines airfares from Phoenix in June
$1091 Depart: 06/03/2019
Return: 06/12/2019

provided by Cheapoair.com

 

Specify your search details. Browse the cheapest flights from Massachusetts to Caribbean, Caribbean hotel rooms and Massachusetts to Caribbean vacation packages from the most popular providers, airline consolidators and travel search engines.

San Juan Pictures
  • El Morro - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • El Morro - San Juanview
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