What is the cheapest airline that flies from Vermont to Caribbean Islands?

American Airlines, JetBlue, and Delta are the most popular carriers operating from Vermont to Caribbean Islands

How many flights depart from Vermont to Caribbean Islands on average per week?

As of June 2026, 21 flights take off from Vermont and land in Caribbean Islands each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

What airlines fly to Caribbean Islands?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Caribbean Islands from Vermont according to our data. American Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 3 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Vermont to Caribbean Islands?

Prices for flights from Vermont to Caribbean Islands are refreshed on a daily basis.

How many operators does momondo search for flights from Vermont to Caribbean Islands?

As of June 2026, there are 7 operators available to choose from for flights from Vermont to Caribbean Islands.

How old do you have to be to fly from Vermont to Caribbean Islands?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vermont to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$109 Cheap Flights from Vermont to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Vermont to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:24 pm - 3:52 pm

BDL

STT

20h 28m

2 stops

3:43 pm - 10:22 am

STT

BDL

18h 39m

2 stops

$206American Airlines

Thu, Aug 20 - Fri, Aug 28

1:42 pm - 5:46 pm

BDL

SJU

4h 04mnonstop

8:45 am - 12:47 pm

SJU

BDL

4h 02mnonstop

$247Frontier

Tue, Aug 25 - Tue, Sep 1

1:42 pm - 5:46 pm

BDL

SJU

4h 04mnonstop

8:45 am - 12:47 pm

SJU

BDL

4h 02mnonstop

$248Frontier

Mon, Jul 20 - Fri, Jul 24

8:02 pm - 4:11 pm

ALB

SJU

20h 09m

1 stop

6:00 am - 7:12 pm

SJU

ALB

13h 12m

1 stop

$263Multiple Airlines

Mon, Aug 10 - Fri, Aug 14

6:00 am - 2:44 pm

ALB

SJU

8h 44m

1 stop

4:55 pm - 11:44 pm

SJU

ALB

6h 49m

1 stop

$264United Airlines

Wed, Oct 14 - Tue, Oct 20

5:40 am - 12:40 pm

ALB

SJU

7h 00m

1 stop

6:10 am - 2:25 pm

SJU

ALB

8h 15m

1 stop

$270Southwest

Sat, Oct 24 - Wed, Oct 28

6:00 am - 8:38 pm

ALB

SJU

14h 38m

2 stops

4:55 pm - 11:44 pm

SJU

ALB

6h 49m

1 stop

$293United Airlines

Wed, Oct 14 - Tue, Oct 20

3:10 pm - 10:50 pm

ALB

SJU

7h 40m

1 stop

3:20 pm - 10:15 pm

SJU

ALB

6h 55m

1 stop

$295Southwest

Fri, Sep 18 - Mon, Sep 28

7:00 am - 2:05 pm

BDL

AUA

7h 05m

1 stop

3:25 pm - 11:14 pm

AUA

BDL

7h 49m

1 stop

$337JetBlue

Mon, Sep 14 - Thu, Sep 24

7:00 am - 2:00 pm

BDL

SXM

7h 00m

1 stop

1:43 pm - 11:55 pm

SXM

BDL

10h 12m

1 stop

$381JetBlue

Mon, Sep 28 - Thu, Oct 8

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Frontier flights from Vermont to Caribbean Islands

Our best Frontier deals on Vermont to Caribbean Islands flight tickets

Frontier

Aug 25

BDL1:42 pmHartford Bradley Intl

4h 04m

SJU5:46 pmSan Juan Luis Munoz Marin Intl

Sep 1

SJU8:45 amSan Juan Luis Munoz Marin Intl

4h 02m

BDL12:47 pmHartford Bradley Intl

$247

Frontier

Jul 20

BDL1:42 pmHartford Bradley Intl

4h 04m

SJU5:46 pmSan Juan Luis Munoz Marin Intl

Jul 24

SJU8:45 amSan Juan Luis Munoz Marin Intl

4h 02m

BDL12:47 pmHartford Bradley Intl

$248

Frontier

Aug 22

BDL1:42 pmHartford Bradley Intl

4h 04m

SJU5:46 pmSan Juan Luis Munoz Marin Intl

Sep 1

SJU8:45 amSan Juan Luis Munoz Marin Intl

4h 02m

BDL12:47 pmHartford Bradley Intl

$249

Southwest flights from Vermont to Caribbean Islands

Our best Southwest deals on Vermont to Caribbean Islands flight tickets

Southwest

Oct 24

ALB5:40 amAlbany Intl

7h 00m

1 stop

SJU12:40 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU6:10 amSan Juan Luis Munoz Marin Intl

8h 15m

1 stop

ALB2:25 pmAlbany Intl

$270

Southwest

Sep 18

ALB3:10 pmAlbany Intl

7h 40m

1 stop

SJU10:50 pmSan Juan Luis Munoz Marin Intl

Sep 28

SJU3:20 pmSan Juan Luis Munoz Marin Intl

6h 55m

1 stop

ALB10:15 pmAlbany Intl

$295

Southwest

Oct 14

ALB1:20 pmAlbany Intl

8h 55m

2 stops

SJU10:15 pmSan Juan Luis Munoz Marin Intl

Oct 20

SJU5:00 amSan Juan Luis Munoz Marin Intl

9h 25m

2 stops

ALB2:25 pmAlbany Intl

$347

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Thu 8/20

7:24 pm-3:52 pm

2 stops20h 28m

Saint Thomas Island Cyril E King

Fri 8/28

3:43 pm-10:22 am

2 stops18h 39m

$206

Quickest round-trip

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 8/25

1:42 pm-5:46 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Tue 9/1

8:45 am-12:47 pm

Nonstop4h 02m

$247

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 7/20

1:42 pm-5:46 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Fri 7/24

8:45 am-12:47 pm

Nonstop4h 02m

$248

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Mon 8/10

8:02 pm-4:11 pm

1 stop20h 09m

San Juan Luis Munoz Marin Intl

Fri 8/14

6:00 am-7:12 pm

1 stop13h 12m

$263

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Wed 10/14

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Tue 10/20

4:55 pm-11:44 pm

1 stop6h 49m

$264

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Sat 10/24

5:40 am-12:40 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Wed 10/28

6:10 am-2:25 pm

1 stop8h 15m

$270

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Wed 10/14

6:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Tue 10/20

4:55 pm-11:44 pm

1 stop6h 49m

$293

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Fri 9/18

3:10 pm-10:50 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Mon 9/28

3:20 pm-10:15 pm

1 stop6h 55m

$295

HartfordOranjestad

BDL - AUA

BDLAUA

Hartford Bradley Intl

Mon 9/14

7:00 am-2:05 pm

1 stop7h 05m

Oranjestad Reina Beatrix

Thu 9/24

3:25 pm-11:14 pm

1 stop7h 49m

$337

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Mon 9/28

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Thu 10/8

1:43 pm-11:55 pm

1 stop10h 12m

$381

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Vermont to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of April is, on average, the cheapest month to fly to Caribbean Islands from Vermont, with most prices found around $109. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Vermont averaging around $180.

How far in advance should I book a flight from Vermont to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Vermont when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $501 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Vermont for as low as $353 on momondo.

Can stopping save me money on Vermont to Caribbean Islands flights?

You could potentially save up to 14% on your flight if you consider stops on a Vermont to Caribbean Islands flight.

Cheap Vermont to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vermont to Caribbean Islands

Fastest flight time	3h 45m
Direct flights	Mon, Tue, Wed, Thu, Sat and Sun
Airports in Caribbean Islands	99 airports

The fastest flight from Vermont to Caribbean Islands takes 3h 45m

Direct flights go from Vermont to Caribbean Islands on Monday, Tuesday, Wednesday, Thursday, Saturday and Sunday. There are no airlines offering direct flights.

There are 99 airports in Caribbean Islands. From Vermont there are direct flights to San Juan Luis Munoz Marin Intl (SJU).

Search flight deals

Frequently asked questions about flying from Vermont to Caribbean Islands

When did momondo last update prices for flights from Vermont to Caribbean Islands?
Prices for flights from Vermont to Caribbean Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Vermont to Caribbean Islands?
As of June 2026, there are 7 operators available to choose from for flights from Vermont to Caribbean Islands.
How old do you have to be to fly from Vermont to Caribbean Islands?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vermont to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Vermont to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Vermont to Caribbean Islands is Canadair (Bombardier) Regional Jet 900, representing 17.34% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 13.39%, Embraer 175 (Enhanced Winglets) at 12.26%, and Boeing 737-800 at 11.82%.

Best airlines flying from Vermont to Caribbean Islands

Compare and see reviews for airlines that fly from Vermont to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $109	Free Cancellation	Rating 7.8 8,453 reviews	Search Delta flights
American Airlines	PriceFrom $235	Free Cancellation	Rating 7.1 11,769 reviews	Search American Airlines flights
United Airlines	PriceFrom $265	Free Cancellation	Rating 7.4 9,893 reviews	Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Vermont to Caribbean Islands?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Vermont to Caribbean Islands. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Vermont to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Vermont to Caribbean Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Vermont to Caribbean Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Vermont.

I’m not ready to book a flight from Vermont to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Vermont are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.