Caribbean Islands

$117+ Cheap flights from Vermont to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — SJU
Dec 3 — Dec 101
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Find flight deals from Vermont to Caribbean Islands

Cheapest flights from Vermont to Caribbean Islands
Explore the most affordable flight options available from Vermont to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Trip.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/184:10 pmBDL - SJU
Nonstop3h 55mJetBlue
Fri 11/216:01 amSJU - BDL
Nonstop4h 04mJetBlue
Deal found 11/2$214
This Frontier deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/73:18 pmBDL - SJU
Nonstop3h 56mFrontier
Mon 12/158:30 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 11/1$218
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/97:39 pmBDL - SJU
1 stop19h 31mFrontier
Thu 11/203:12 pmSJU - BDL
Nonstop4h 05mFrontier
Deal found 11/2$221
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:48 pmBDL - SJU
Nonstop3h 56mFrontier
Fri 12/1210:45 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 11/1$222
This Frontier deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/812:33 pmBDL - SJU
Nonstop3h 56mFrontier
Sun 12/1411:15 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 11/1$223
This Frontier deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/73:18 pmBDL - SJU
Nonstop3h 56mFrontier
Sun 12/1411:15 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 11/1$224
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/97:39 pmBDL - SJU
1 stop19h 31mFrontier
Sat 11/229:30 pmSJU - BDL
1 stop16h 59mFrontier
Deal found 11/2$227
This eDestinos deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2210:00 amBDL - SJU
Nonstop3h 58mFrontier
Tue 11/253:12 pmSJU - BDL
Nonstop4h 05mFrontier
Deal found 11/2$231
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:48 pmBDL - SJU
Nonstop3h 56mFrontier
Mon 12/88:30 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 11/1$237
This Frontier deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:48 pmBDL - SJU
Nonstop3h 56mFrontier
Mon 12/158:30 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 11/1$238
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:05 amBDL - SJU
1 stop15h 11mMultiple Airlines
Tue 2/2412:45 pmSJU - BDL
Nonstop4h 08mMultiple Airlines
Deal found 11/2$239
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:55 amALB - SJU
1 stop7h 04mDelta
Tue 12/234:48 pmSJU - ALB
1 stop7h 35mDelta
Deal found 11/1$269

Cheap flight deals from Vermont to Caribbean Islands

Keep the following information in mind while searching for Vermont to Caribbean Islands flight deals. Data was last updated November 3, 2025.

Round-trip from

$207
(Kiwi.com)

One-way from

$117
(American Airlines)

Popular in

April

Cheapest in

July

Average price

$510
From Vermont to Caribbean Islands
One-way flight from Vermont to Caribbean Islands
Highest demand for flights based on searches. 10% potential increase in price ($53 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in November 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from Vermont to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Vermont to Caribbean Islands that are best for you.

Fly from

Vermont

Fly to

Caribbean Islands

Route

Depart

Return

Price

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 11/17

4:10 pm-9:05 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Fri 11/21

6:01 am-9:05 am

Nonstop4h 04m

$254

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 11/15

6:00 am-9:26 pm

2 stops14h 26m

San Juan Luis Munoz Marin Intl

Tue 11/18

8:10 am-5:28 pm

1 stop10h 18m

$263

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 11/15

6:00 am-9:26 pm

2 stops14h 26m

San Juan Luis Munoz Marin Intl

Wed 11/19

5:50 pm-11:59 pm

1 stop7h 09m

$263

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 1/31

7:00 pm-11:51 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Wed 2/11

6:00 am-9:05 am

Nonstop4h 05m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 2/7

7:00 pm-11:51 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:00 am-9:05 am

Nonstop4h 05m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 1/26

7:00 pm-11:51 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Sun 2/1

6:00 am-9:05 am

Nonstop4h 05m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 12/21

7:00 am-11:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Tue 12/30

7:44 pm-10:59 pm

Nonstop4h 15m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 11/17

6:00 am-1:15 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Fri 11/21

6:40 am-1:20 pm

1 stop7h 40m

$281

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 2/3

3:00 pm-10:22 pm

1 stop6h 22m

San Juan Luis Munoz Marin Intl

Mon 2/23

2:05 am-1:54 pm

2 stops12h 49m

$289

HartfordPunta Cana

BDL - PUJ

BDLPUJ

Hartford Bradley Intl

Tue 4/7

10:55 am-7:15 pm

1 stop8h 20m

Punta Cana

Wed 4/8

11:30 am-10:32 pm

1 stop11h 02m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 60 results
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Best time to book a flight from Vermont to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Vermont with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Vermont to Caribbean Islands

What is the cheapest month to book a flight from Vermont to Caribbean Islands?

Currently, February is the cheapest month in which you can book a flight from Vermont to Caribbean Islands (average of $183). Flying from Vermont to Caribbean Islands in August is currently the most expensive (average of $362). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from VT to EPX?

Find hourly flight availability from Vermont to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

When flying from Vermont to Caribbean Islands, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 37% versus a flight in the morning.

Related info for your journey

Find useful and relevant information for your journey from Vermont to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Vermont to Caribbean Islands?

    JetBlue, United Airlines, and Southwest can get you from Vermont to Caribbean Islands in just under 3h 55m. Your travel time can differ by up to 10h 31m. The distance from Vermont to Caribbean Islands is about 1669 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Vermont to Caribbean Islands one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $117. Users have also found prices from $130 and $132 on Avelo Airlines and JetBlue, respectively.

  • Can I find deals for flights from Vermont to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Vermont to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Vermont to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Vermont to Caribbean Islands.

  • Can I find deals for business class flights from Vermont to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Vermont to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Vermont to Caribbean Islands?

    Currently, February is the cheapest month in which you can book a flight from Vermont to Caribbean Islands (average of $183). Flying from Vermont to Caribbean Islands in August is currently the most expensive (average of $362). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Vermont to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Vermont to Caribbean Islands

Discover the top 4 airlines that operate flights from Vermont to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$144Average$288FlexibilityNo cancel feeOn-time62%
DeltaCheapest$275Average$496FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$290Average$647FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$300Average$688FlexibilityNo cancel feeOn-time69%

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