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)
From
AugSepOctNovDecJanFebMarAprMayJunJul
$265$186$242$332$427check
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Boston 

Check our newest flight offers to Caribbean:

  • $186Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)San Juan, PR (SJU)09/11/201908:30 am
    San Juan, PR (SJU)Boston, MA (BOS)09/16/201906:20 am
    flightnetwork.com check price
  • $219Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)St. Thomas Island, VI (STT)09/21/201903:40 pm
    St. Thomas Island, VI (STT)Boston, MA (BOS)09/26/201903:14 pm
    cheapoair.com check price
  • $270Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Ponce, PR (PSE)09/11/201902:41 pm
    Ponce, PR (PSE)Boston, MA (BOS)09/16/201901:45 am
    cheapoair.com check price
  • $325Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)St. Croix Island, VI (STX)09/29/201905:00 am
    St. Croix Island, VI (STX)Boston, MA (BOS)10/07/201904:05 pm
    cheapoair.com check price
  • $332Copa Air flight Copa Air 
    FromToDepartureTime
    Boston, MA (BOS)Santo Domingo, DO (SDQ)11/19/201908:15 am
    Santo Domingo, DO (SDQ)Boston, MA (BOS)11/26/201908:33 am
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesLas Vegas To Quito Multiple Airlines airfares from Las Vegas in September
$561 Depart: 09/18/2019
Return: 10/01/2019

provided by FlyFar

Alaska AirlinesEdmonton To Seattle Alaska Airlines airfares from Edmonton in January
$275 Depart: 01/08/2020
Return: 01/14/2020

provided by Cheapoair.com

Multiple AirlinesSan Francisco To Caracas Multiple Airlines airfares from San Francisco in September
$3512 Depart: 09/04/2019
Return: 09/25/2019

provided by Cheapoair.com

Multiple AirlinesGreensboro To Cancun Multiple Airlines airfares from Greensboro in December
$1059 Depart: 12/31/2019
Return: 01/08/2020

provided by Cheapoair.com

United AirlinesKilleen To Little Rock United Airlines airfares from Killeen in July
$354 Depart: 07/28/2019
Return: 08/03/2019

provided by FlyFar

Multiple AirlinesAtlanta To Lima Multiple Airlines airfares from Atlanta in May
$560 Depart: 05/29/2019
Return: 06/12/2019

provided by Cheapoair.com

Iberia AirlinesNewark To London Iberia Airlines airfares from Newark in January
$628 Depart: 01/01/2020
Return: 01/15/2020

provided by Flightnetwork

Avianca AirlinesLos Angeles To Managua Avianca Airlines airfares from Los Angeles in September
$467 Depart: 09/11/2019
Return: 09/24/2019

provided by Flightnetwork

Spirit AirlinesDallas To Asheville Spirit Airlines airfares from Dallas in November
$318 Depart: 11/05/2019
Return: 11/26/2019

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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