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$102+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/1512:33 pmBDL - SJU
Nonstop3h 56mFrontier
Mon 12/226:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/10$207
This Super.com deal was found by Cheapflights users on 12/9. 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.
Mon 12/152:07 pmBDL - SJU
1 stop11h 43mFrontier
Sat 12/206:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/9$214
This Cheapflightsfares deal was found by Cheapflights users on 12/10. 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.
Mon 12/152:07 pmBDL - SJU
1 stop11h 43mFrontier
Thu 1/153:01 pmSJU - BDL
Nonstop4h 15mFrontier
Deal found 12/10$215
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Fri 12/122:48 pmBDL - SJU
Nonstop3h 56mFrontier
Fri 12/196:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/11$216
This Frontier deal was found by Cheapflights users on 12/11. 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 12/122:48 pmBDL - SJU
Nonstop3h 56mFrontier
Thu 12/186:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/11$219
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/142:03 pmBDL - SJU
1 stop11h 47mFrontier
Thu 12/186:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/11$232
This Super.com deal was found by Cheapflights users on 12/9. 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 12/121:19 pmBDL - SJU
1 stop12h 31mFrontier
Mon 12/226:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/9$235
This American Airlines deal was found by Cheapflights users on 12/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:25 pmBDL - PUJ
2 stops17h 03mAmerican Airlines
Fri 12/1912:28 pmPUJ - BDL
1 stop12h 50mAmerican Airlines
Deal found 12/10$322
This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:42 pmBDL - PUJ
2 stops16h 45mAmerican Airlines
Sun 12/214:45 pmPUJ - BDL
1 stop7h 13mAmerican Airlines
Deal found 12/11$357
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/117:50 pmBDL - AUA
2 stops18h 10mUnited Airlines
Thu 12/185:50 pmAUA - BDL
1 stop7h 08mUnited Airlines
Deal found 12/10$365
This American Airlines deal was found by Cheapflights users on 12/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:57 amBDL - AUA
1 stop8h 02mAmerican Airlines
Mon 12/155:35 pmAUA - BDL
1 stop7h 15mAmerican Airlines
Deal found 12/10$366
This United Airlines deal was found by Cheapflights users on 12/11. 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.
Fri 12/127:35 pmALB - AUA
2 stops18h 40mUnited Airlines
Sun 12/145:35 pmAUA - ALB
1 stop17h 17mUnited Airlines
Deal found 12/11$366

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 December 12, 2025.

Round-trip from

$186
(Priceline)

One-way from

$102
(Expedia)

Popular in

December

Cheapest in

July

Average price

$580
From Vermont to Caribbean
Search Deals
One-way flight from Vermont to Caribbean
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 12, 2025.
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

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 2/9

6:00 am-4:20 pm

1 stop9h 20m

Saint Thomas Island Cyril E King

Wed 2/25

3:10 pm-9:30 pm

1 stop7h 20m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sun 2/15

5:16 pm-12:10 pm

2 stops17h 54m

Saint Thomas Island Cyril E King

Thu 2/19

5:32 pm-9:05 am

1 stop16h 33m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Wed 2/18

7:00 am-3:04 pm

1 stop7h 04m

Saint Thomas Island Cyril E King

Mon 2/23

4:15 pm-11:56 pm

1 stop8h 41m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Wed 2/18

5:40 am-5:31 pm

2 stops10h 51m

Saint Thomas Island Cyril E King

Mon 2/23

5:32 pm-10:37 am

1 stop18h 05m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 2/9

6:00 am-4:20 pm

1 stop9h 20m

Saint Thomas Island Cyril E King

Thu 2/26

3:10 pm-11:56 pm

1 stop9h 46m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Thu 1/29

7:40 pm-3:06 pm

2 stops18h 26m

Saint Thomas Island Cyril E King

Tue 2/3

6:39 pm-8:29 am

2 stops14h 50m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 2/9

6:00 am-4:20 pm

1 stop9h 20m

Saint Thomas Island Cyril E King

Mon 2/23

4:15 pm-11:56 pm

1 stop8h 41m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Thu 1/29

6:00 am-3:05 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

Tue 2/3

4:15 pm-11:55 pm

1 stop8h 40m

$227

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Mon 4/20

2:55 pm-11:40 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Thu 4/23

5:35 am-4:40 pm

1 stop11h 05m

$231

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Wed 2/25

10:10 am-12:36 am

2 stops13h 26m

San Juan Luis Munoz Marin Intl

Wed 3/4

8:10 am-9:21 pm

2 stops14h 11m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

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, February is the cheapest month in which you can book a flight from Vermont to Caribbean (average of $179). Flying from Vermont to Caribbean in August is currently the most expensive (average of $375). 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 CB?

Find hourly flight availability from Vermont to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

It’s typically best to fly out from Vermont to Caribbean in the evening. Doing so could potentially save you 33% on the flight price compared to flying at noon, which is usually more expensive.

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 8h 45m. Fly via Delta, American Airlines, or Southwest to get the fastest option. The distance from Vermont to Caribbean is about 1739 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 $156 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, February is the cheapest month in which you can book a flight from Vermont to Caribbean (average of $179). Flying from Vermont to Caribbean in August is currently the most expensive (average of $375). 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$289FlexibilityNo cancel feeOn-time62%
DeltaCheapest$275Average$491FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$290Average$625FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$290Average$678FlexibilityNo cancel feeOn-time69%

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