Cheap flights from Connecticut 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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Hartford 

Check our newest flight offers to Caribbean:

  • $257Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Windsor Locks, CT (BDL)Punta Cana, DO (PUJ)04/05/202509:47 pm
    Punta Cana, DO (PUJ)Windsor Locks, CT (BDL)04/13/202501:32 pm
    cheapoair.com check price
  • $271Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Windsor Locks, CT (BDL)San Juan, PR (SJU)04/13/202509:47 pm
    San Juan, PR (SJU)Windsor Locks, CT (BDL)04/23/202507:49 pm
    cheapoair.com check price
  • $272Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Windsor Locks, CT (BDL)St. Thomas Island, VI (STT)03/19/202510:45 am
    St. Thomas Island, VI (STT)Windsor Locks, CT (BDL)04/02/202511:11 am
    cheapoair.com check price
  • $310Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Windsor Locks, CT (BDL)Aguadilla, PR (BQN)03/25/202512:02 pm
    Aguadilla, PR (BQN)Windsor Locks, CT (BDL)04/09/202502:57 am
    cheapoair.com check price
  • $1526Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Windsor Locks, CT (BDL)Montego Bay, JM (MBJ)04/01/202505:40 am
    Montego Bay, JM (MBJ)Windsor Locks, CT (BDL)04/09/202512:00 pm
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesNew York City To Indianapolis Multiple Airlines airfares from New York City in June
$700 Depart: 06/11/2025
Return: 06/24/2025

provided by Cheapoair.com

Alaska AirlinesCalgary To Washington DC Alaska Airlines airfares from Calgary in February
$847 Depart: 02/02/2023
Return: 02/09/2023

provided by Cheapoair.com

Thy Turkish AirlinesDallas To Saint Petersburg Thy Turkish Airlines airfares from Dallas in April
$1301 Depart: 04/30/2025
Return: 05/13/2025

provided by Cheapoair.com

Frontier AirlinesGrand Rapids To Oklahoma City Frontier Airlines airfares from Grand Rapids in August
$518 Depart: 08/03/2024
Return: 08/09/2024

provided by Cheapoair.com

Frontier AirlinesNew Orleans To Phoenix Frontier Airlines airfares from New Orleans in April
$184 Depart: 04/04/2025
Return: 04/12/2025

provided by Cheapoair.com

Multiple AirlinesSan Francisco To Bucharest Multiple Airlines airfares from San Francisco in January
$712 Depart: 01/20/2025
Return: 01/26/2025

provided by Cheapoair.com

Multiple AirlinesBaltimore To Milwaukee Multiple Airlines airfares from Baltimore in March
$188 Depart: 03/19/2025
Return: 03/25/2025

provided by Cheapoair.com

Lan AirlinesSan Francisco To Guayaquil Lan Airlines airfares from San Francisco in July
$1093 Depart: 07/01/2025
Return: 07/15/2025

provided by Cheapoair.com

Multiple AirlinesToledo To Bangkok Multiple Airlines airfares from Toledo in August
$12403 Depart: 08/13/2022
Return: 08/18/2022

provided by Cheapoair.com

 

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

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