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Caribbean Islands

$77+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — SJU
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap 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 February 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Mon 2/237:55 pm
BDL
-
SJU
Nonstop3h 51m
Multiple Airlines
Tue 3/38:05 pm
SJU
-
BDL
1 stop14h 18m
Multiple Airlines
Deal found 2/2$189
This Super.com deal was found by Cheapflights users on 2/2. 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 Super.com 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
Sun 4/512:59 am
SJU
-
BDL
Nonstop4h 06m
Frontier
Deal found 2/2$191
This Frontier deal was found by Cheapflights users on 2/3. 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 2/2310:52 am
BDL
-
SJU
1 stop12h 51m
Frontier
Wed 2/253:53 am
SJU
-
BDL
1 stop7h 44m
Frontier
Deal found 2/3$192
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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 2/207:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Wed 2/253:53 am
SJU
-
BDL
1 stop7h 44m
Frontier
Deal found 2/1$193
This Super.com deal was found by Cheapflights users on 2/3. 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.
Wed 3/410:19 am
BDL
-
SJU
1 stop13h 24m
Frontier
Sun 3/86:00 am
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 2/3$194
This Frontier deal was found by Cheapflights users on 2/3. 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 2/217:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Fri 2/273:53 am
SJU
-
BDL
1 stop8h 11m
Frontier
Deal found 2/3$195
This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Sun 3/86:00 am
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 2/1$196
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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.
Sat 3/78:08 pm
BDL
-
SJU
1 stop13h 19m
Frontier
Thu 3/126:00 am
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 2/1$197
This eDestinos deal was found by Cheapflights users on 2/1. 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 eDestinos 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
Fri 3/611:04 am
SJU
-
BDL
1 stop9h 09m
Frontier
Deal found 2/1$198
This Frontier deal was found by Cheapflights users on 2/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:19 am
BDL
-
SJU
1 stop13h 24m
Frontier
Wed 2/253:53 am
SJU
-
BDL
1 stop7h 44m
Frontier
Deal found 2/2$199
This Super.com deal was found by Cheapflights users on 2/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/107:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Fri 2/133:55 pm
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 2/2$200
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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.
Thu 4/306:00 am
BDL
-
SJU
Nonstop3h 53m
Frontier
Mon 5/46:30 am
SJU
-
BDL
1 stop12h 47m
Frontier
Deal found 2/1$201

Find 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 February 3, 2026.

Round-trip from

$189
(Kiwi.com)

One-way from

$77
(Flightnetwork)

Popular in

December

Cheapest in

July

Average price

$564
From Vermont to Caribbean Islands
Search Deals
One-way flight from Vermont to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($41 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 February 2026
Search Deals

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 February 3, 2026.
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

Sat 5/9

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:20 am-2:08 pm

1 stop6h 48m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 5/3

5:30 am-12:52 pm

1 stop7h 22m

San Juan Luis Munoz Marin Intl

Sat 5/9

12:50 pm-12:25 am

1 stop11h 35m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 4/19

2:21 pm-11:12 pm

1 stop8h 51m

San Juan Luis Munoz Marin Intl

Wed 4/29

1:00 pm-11:59 pm

1 stop10h 59m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 5/9

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Wed 5/13

7:20 am-2:08 pm

1 stop6h 48m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 3/31

6:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Fri 5/1

1:00 am-2:18 pm

2 stops13h 18m

$252

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Wed 4/29

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Sat 5/2

3:56 pm-12:28 am

1 stop8h 32m

$256

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/8

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Wed 3/11

3:55 pm-9:32 am

1 stop17h 37m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/8

6:00 am-12:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Thu 3/12

3:55 pm-9:32 am

1 stop17h 37m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 3/25

6:00 am-12:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Tue 3/31

3:50 pm-11:59 pm

1 stop8h 09m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 3/4

6:04 pm-2:16 pm

2 stops19h 12m

Simpson Bay Princess Juliana

Mon 3/9

4:28 pm-10:44 am

2 stops18h 16m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

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, April is the cheapest month in which you can book a flight from Vermont to Caribbean Islands (average of $230). Flying from Vermont to Caribbean Islands 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 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?

    Delta, United Airlines, and American Airlines can get you from Vermont to Caribbean Islands in just under 6h 34m. Your travel time can differ by up to 12h 38m. The distance from Vermont to Caribbean Islands is about 1739 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 $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 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, April is the cheapest month in which you can book a flight from Vermont to Caribbean Islands (average of $230). Flying from Vermont to Caribbean Islands 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Vermont to Caribbean Islands

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 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$289FlexibilityNo cancel feeOn-time62%
DeltaCheapest$184Average$565FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$235Average$649FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$277Average$689FlexibilityNo cancel feeOn-time69%

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