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Caribbean

$99+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — SJU
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Vermont to Caribbean

Keep the following information in mind while searching for Vermont to Caribbean flight deals. Data was last updated September 15, 2025.

Round-trip from

$193
(eDestinos)

One-way from

$99
(Cheapflightsfares)

Popular in

August

Cheapest in

July

Average price

$406
From Vermont to Caribbean
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One-way flight from Vermont to Caribbean
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High demand for flights, 8% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 15, 2025.

This Trip.com deal was found by Cheapflights users on 9/13. 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.
Wed 10/228:15 amBDL - SJU
Nonstop3h 49mJetBlue
Sat 10/2512:30 pmSJU - BDL
Nonstop3h 54mJetBlue
Deal found 9/13$235
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Tue 10/217:50 amALB - SJU
2 stops14h 20mAmerican Airlines
Fri 10/315:30 amSJU - ALB
1 stop14h 34mAmerican Airlines
Deal found 9/13$235
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 11/167:00 amBDL - MBJ
Nonstop4h 11mAvelo Airlines
Sun 11/2311:41 amMBJ - BDL
Nonstop3h 55mAvelo Airlines
Deal found 9/14$240
This Trip.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/227:15 amBDL - SJU
1 stop9h 40mJetBlue
Tue 10/286:01 amSJU - BDL
Nonstop4h 03mJetBlue
Deal found 9/14$241
This Trip.com deal was found by Cheapflights users on 9/13. 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.
Fri 10/245:20 pmBDL - SJU
Nonstop3h 50mJetBlue
Sat 11/16:01 amSJU - BDL
Nonstop4h 03mJetBlue
Deal found 9/13$248
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 12/1210:03 amBDL - SJU
Nonstop3h 56mFrontier
Mon 12/156:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 9/13$252
This CheapOair deal was found by Cheapflights users on 9/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/218:15 amBDL - SJU
Nonstop3h 49mJetBlue
Tue 10/286:01 amSJU - BDL
Nonstop4h 03mJetBlue
Deal found 9/13$254
This SmartFares deal was found by Cheapflights users on 9/15. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/275:20 pmBDL - SJU
Nonstop3h 50mJetBlue
Tue 9/302:25 pmSJU - BDL
1 stop8h 04mJetBlue
Deal found 9/15$257
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 11/67:36 pmBDL - SJU
1 stop28h 56mFrontier
Thu 11/203:12 pmSJU - BDL
Nonstop4h 05mFrontier
Deal found 9/13$259
This CheapOair deal was found by Cheapflights users on 9/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/810:03 amBDL - SJU
Nonstop3h 56mFrontier
Sat 12/139:32 pmSJU - BDL
1 stop23h 08mFrontier
Deal found 9/13$262
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 10/216:00 amBDL - SJU
1 stop8h 44mUnited Airlines
Wed 10/294:50 pmSJU - BDL
1 stop7h 09mUnited Airlines
Deal found 9/15$263
This eDestinos deal was found by Cheapflights users on 9/13. 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.
Thu 10/168:31 pmBDL - SJU
1 stop14h 07mFrontier
Thu 10/239:06 pmSJU - BDL
1 stop21h 48mFrontier
Deal found 9/13$266

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 September 15, 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

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Tue 10/21

7:00 am-10:10 pm

2 stops15h 10m

San Juan Luis Munoz Marin Intl

Fri 10/31

7:00 pm-11:48 am

2 stops16h 48m

$235

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Sun 11/16

7:00 am-11:11 am

Nonstop4h 11m

Montego Bay Sangster Intl

Sun 11/23

11:41 am-3:36 pm

Nonstop3h 55m

$240

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 10/21

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Wed 10/29

4:50 pm-11:59 pm

1 stop7h 09m

$263

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 10/19

5:20 pm-9:10 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sun 10/26

6:01 am-10:04 am

Nonstop4h 03m

$274

BurlingtonSan Juan

BTV - SJU

BTVSJU

Burlington

Sun 12/7

6:50 am-5:19 pm

1 stop9h 29m

San Juan Luis Munoz Marin Intl

Thu 12/11

2:10 pm-11:33 pm

1 stop10h 23m

$275

BurlingtonSan Juan

BTV - SJU

BTVSJU

Burlington

Fri 10/31

6:21 am-4:25 pm

1 stop10h 04m

San Juan Luis Munoz Marin Intl

Wed 11/12

7:15 am-3:08 pm

1 stop8h 53m

$275

BurlingtonSan Juan

BTV - SJU

BTVSJU

Burlington

Sun 12/7

6:50 am-5:19 pm

1 stop9h 29m

San Juan Luis Munoz Marin Intl

Tue 12/9

1:57 pm-11:22 pm

2 stops10h 25m

$275

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 3/7

7:00 am-10:10 am

Nonstop4h 10m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 11/8

4:15 pm-9:10 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sun 11/16

6:00 am-9:04 am

Nonstop4h 04m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 10/22

1:45 pm-10:45 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Mon 10/27

5:50 am-12:10 pm

1 stop6h 20m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, September is the cheapest month in which you can book a flight from Vermont to Caribbean (average of $254). Flying from Vermont to Caribbean in June is currently the most expensive (average of $339). 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Vermont to Caribbean as you normally would.

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 4h 11m. Fly via American Airlines, Avelo Airlines, or United Airlines to get the fastest option. The distance from Vermont to Caribbean is about 1647 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 Avelo Airlines. According to our data, you can fly for as low as $99. Users have also found prices from $118 and $132 on American Airlines and Southwest, 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, September is the cheapest month in which you can book a flight from Vermont to Caribbean (average of $254). Flying from Vermont to Caribbean in June is currently the most expensive (average of $339). 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.

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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$144Average$288FlexibilityNo cancel feeOn-time62%
DeltaCheapest$280Average$489FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$298Average$638FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$335Average$690FlexibilityNo cancel feeOn-time69%

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