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Caribbean

$74+ Cheap flights from Vermont to Caribbean

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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Vermont to Caribbean

Cheapest flights from Vermont to Caribbean
Explore the most affordable flight options available from Vermont to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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.
Wed 2/1810:19 am
BDL
-
SJU
1 stop15h 34m
Frontier
Wed 3/45:25 pm
SJU
-
BDL
1 stop18h 12m
Frontier
Deal found 1/28$192
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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.
Tue 3/3111:10 am
BDL
-
SJU
Nonstop3h 51m
Frontier
Fri 4/312:59 am
SJU
-
BDL
Nonstop4h 06m
Frontier
Deal found 1/26$193
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/207:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Wed 2/255:25 pm
SJU
-
BDL
1 stop18h 12m
Frontier
Deal found 1/27$194
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Tue 3/2411:10 am
BDL
-
SJU
Nonstop3h 51m
Frontier
Sat 3/286:00 am
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 1/27$195
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Wed 2/187:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Thu 2/2610:57 am
SJU
-
BDL
1 stop7h 08m
Frontier
Deal found 1/27$196
This Frontier deal was found by Cheapflights users on 1/27. 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.
Sat 4/258:08 pm
BDL
-
SJU
1 stop13h 46m
Frontier
Sat 5/211:59 pm
SJU
-
BDL
Nonstop4h 06m
Frontier
Deal found 1/27$197
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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.
Thu 2/266:00 pm
BDL
-
SJU
1 stop7h 53m
Frontier
Wed 3/45:25 pm
SJU
-
BDL
1 stop18h 12m
Frontier
Deal found 1/28$198
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Sun 2/227:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Thu 2/263:53 am
SJU
-
BDL
1 stop6h 55m
Frontier
Deal found 1/27$199
This Super.com deal was found by Cheapflights users on 1/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:50 pm
BDL
-
SJU
1 stop8h 03m
Frontier
Wed 2/255:25 pm
SJU
-
BDL
1 stop18h 12m
Frontier
Deal found 1/26$200
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Mon 2/27:13 pm
BDL
-
SJU
2 stops13h 34m
Multiple Airlines
Tue 2/103:55 pm
SJU
-
BDL
Nonstop4h 15m
Multiple Airlines
Deal found 1/27$201
This eDestinos deal was found by Cheapflights users on 1/28. 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.
Mon 2/237:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Sat 2/288:53 pm
SJU
-
BDL
2 stops17h 39m
Frontier
Deal found 1/28$202
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/284:50 pm
ALB
-
SJU
2 stops12h 21m
United Airlines
Tue 3/32:05 am
SJU
-
ALB
2 stops13h 00m
United Airlines
Deal found 1/27$232

Find flight deals from Vermont to Caribbean

Keep the following information in mind while searching for Vermont to Caribbean flight deals. Data was last updated January 29, 2026.

Round-trip from

$192
(Cheapflightsfares)

One-way from

$74
(Cheapflightsfares)

Popular in

December

Cheapest in

July

Average price

$505
From Vermont to Caribbean
Search Deals
One-way flight from Vermont to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Vermont to Caribbean 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 January 29, 2026.
Use the filters below to find and compare flights from Vermont to Caribbean that are best for you.

Fly from

Vermont

Fly to

Caribbean

Route

Depart

Return

Price

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 2/25

10:05 am-12:36 am

2 stops13h 31m

San Juan Luis Munoz Marin Intl

Thu 3/5

5:50 pm-11:59 pm

1 stop7h 09m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/22

6:00 am-9:26 pm

2 stops14h 26m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:05 am-2:10 pm

2 stops13h 05m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/22

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:05 am-2:10 pm

2 stops13h 05m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 4/21

3:04 pm-9:24 pm

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Mon 5/4

1:00 am-9:37 am

2 stops8h 37m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 2/10

6:00 am-9:00 pm

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Sat 2/14

8:05 am-9:06 pm

2 stops14h 01m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 2/25

10:05 am-12:36 am

2 stops13h 31m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:05 am-2:10 pm

2 stops13h 05m

$252

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sun 2/22

9:10 pm-2:31 pm

1 stop16h 21m

Saint Thomas Island Cyril E King

Tue 3/3

3:36 pm-9:23 am

1 stop18h 47m

$263

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/8

5:55 pm-10:46 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:01 am-9:05 am

Nonstop4h 04m

$265

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 2/28

7:49 pm-12:40 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Fri 3/6

6:01 am-9:06 am

Nonstop4h 05m

$265

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Mon 2/23

4:00 pm-12:05 am

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Fri 2/27

6:30 am-12:45 pm

1 stop7h 15m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, April is the cheapest month in which you can book a flight from Vermont to Caribbean (average of $214). Flying from Vermont to Caribbean in August is currently the most expensive (average of $372). 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.

Related info for your journey

Find useful and relevant information for your journey from Vermont to Caribbean. 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?

    There are many flights that can get you from Vermont to Caribbean in 6h 35m. Fly via United Airlines, Southwest, or American Airlines to get the fastest option. The distance from Vermont to Caribbean is about 1744 mi. This flight may include one or multiple stops.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $118. Users have also found prices from $138 and $146 on Delta and United Airlines, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Vermont to Caribbean 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?

    Currently, April is the cheapest month in which you can book a flight from Vermont to Caribbean (average of $214). Flying from Vermont to Caribbean in August is currently the most expensive (average of $372). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Vermont to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Vermont to Caribbean

Discover the top 4 airlines that operate flights from Vermont to Caribbean. 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$289FlexibilityNo cancel feeOn-time62%
DeltaCheapest$184Average$544FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$235Average$638FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$277Average$683FlexibilityNo cancel feeOn-time69%

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