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)

Check our newest flight offers to Caribbean:

  • $250United Airlines flight United Airlines 
    Boston, MA (BOS)Saint Maarten, AN (SXM)04/04/201705:15 am
    Saint Maarten, AN (SXM)Boston, MA (BOS)04/11/201702:30 pm check price
  • $317Multiple Airlines flight Multiple Airlines 
    Boston, MA (BOS)Nassau, BS (NAS)04/29/201707:05 am
    Nassau, BS (NAS)Boston, MA (BOS)05/10/201702:05 pm check price
  • $318Multiple Airlines flight Multiple Airlines 
    Boston, MA (BOS)St. Croix Island, VI (STX)04/05/201711:55 pm
    St. Croix Island, VI (STX)Boston, MA (BOS)04/12/201702:11 pm check price
  • $328Jetblue Airways flight Jetblue Airways 
    Boston, MA (BOS)San Juan, PR (SJU)04/05/201711:55 pm
    San Juan, PR (SJU)Boston, MA (BOS)04/12/201705:04 am check price
  • $342Multiple Airlines flight Multiple Airlines 
    Boston, MA (BOS)St. Thomas Island, VI (STT)04/05/201711:55 pm
    St. Thomas Island, VI (STT)Boston, MA (BOS)04/12/201702:11 pm check price
cheap domestic and international flights

Recently found cheap flight deals

Lan AirlinesToronto To Medellin Lan Airlines airfares from Toronto in July
$624 Depart: 07/01/2017
Return: 08/01/2017

provided by FlightHub

Jetblue AirwaysChicago To Albuquerque Jetblue Airways airfares from Chicago in May
$803 Depart: 05/14/2017
Return: 05/26/2017

provided by FlightHub

China Eastern AirlinesLos Angeles To Siem Reap China Eastern Airlines airfares from Los Angeles in April
$1082 Depart: 04/21/2017
Return: 05/02/2017

provided by FlightHub

Southwest AirlinesNew Orleans To Memphis Southwest Airlines airfares from New Orleans in April
$447 Depart: 04/10/2017
Return: 04/21/2017

provided by Flightnetwork

Multiple AirlinesMinneapolis To Columbus Multiple Airlines airfares from Minneapolis in April
$359 Depart: 04/19/2017
Return: 05/03/2017

provided by Flightnetwork

Jetblue AirwaysChicago To Nashville Jetblue Airways airfares from Chicago in April
$579 Depart: 04/07/2017
Return: 04/09/2017

provided by FlightHub

Air CanadaDallas To Vancouver Air Canada airfares from Dallas in April
$640 Depart: 04/01/2017
Return: 04/08/2017

provided by FlightHub

United AirlinesPhoenix To New York City United Airlines airfares from Phoenix in May
$382 Depart: 05/14/2017
Return: 05/27/2017

provided by FlightHub

Multiple AirlinesToronto To Cebu Multiple Airlines airfares from Toronto in June
$944 Depart: 06/06/2017
Return: 06/20/2017

provided by Flightnetwork


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

more Caribbean travel deals

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