What airlines fly to Caribbean?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Caribbean from Vermont according to our data. American Airlines is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 3 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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

Frontier, United Airlines, and Delta are the most popular carriers operating from Vermont to Caribbean

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

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

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

Prices for flights from Vermont to Caribbean were last updated today.

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

There are 8 operators available for flights from Vermont to Caribbean as of April 2026.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Vermont to Caribbean.

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

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$89 Cheap Flights from Vermont to Caribbean in 2026

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Find the cheapest flights from Vermont to Caribbean

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:42 pm - 9:54 am

BDL

SJU

13h 12m

1 stop

12:59 am - 5:05 am

SJU

BDL

4h 06mnonstop

$187Frontier

Fri, Apr 24 - Tue, Apr 28

8:42 pm - 8:53 am

BDL

SJU

12h 11m

1 stop

12:59 am - 5:10 am

SJU

BDL

4h 11mnonstop

$190Frontier

Fri, May 1 - Mon, May 4

5:42 pm - 10:39 am

BDL

SJU

16h 57m

1 stop

12:59 am - 5:10 am

SJU

BDL

4h 11mnonstop

$191Frontier

Sat, May 2 - Fri, May 8

6:00 am - 1:51 pm

BDL

STT

7h 51m

1 stop

3:01 pm - 12:33 am

STT

BDL

9h 32m

1 stop

$260Delta

Mon, May 4 - Tue, May 12

10:52 am - 7:22 pm

ALB

SJU

8h 30m

1 stop

12:57 pm - 10:02 am

SJU

ALB

21h 05m

1 stop

$275Multiple Airlines

Fri, May 1 - Sun, May 3

10:52 am - 7:22 pm

ALB

SJU

8h 30m

1 stop

6:00 am - 10:02 am

SJU

ALB

28h 02m

1 stop

$277Multiple Airlines

Mon, Apr 20 - Thu, Apr 23

7:23 pm - 1:15 pm

BDL

STT

17h 52m

2 stops

5:05 pm - 10:12 am

STT

BDL

17h 07m

2 stops

$280American Airlines

Tue, May 5 - Thu, May 14

7:23 pm - 11:35 am

BDL

STT

16h 12m

2 stops

5:05 pm - 10:12 am

STT

BDL

17h 07m

2 stops

$285American Airlines

Wed, Apr 29 - Wed, May 6

5:40 am - 1:25 pm

BTV

SJU

7h 45m

1 stop

7:05 am - 1:40 pm

SJU

BTV

6h 35m

1 stop

$296Delta

Tue, May 5 - Tue, May 12

5:05 pm - 11:15 pm

ALB

SJU

6h 10m

1 stop

5:35 am - 2:05 pm

SJU

ALB

8h 30m

2 stops

$317Southwest

Sat, May 2 - Tue, May 5

Frontier flights from Vermont to Caribbean

Our best Frontier deals on Vermont to Caribbean flight tickets

Frontier

Apr 20

BDL8:50 pmHartford Bradley Intl

13h 04m

1 stop

SJU9:54 amSan Juan Luis Munoz Marin Intl

Apr 23

SJU12:59 amSan Juan Luis Munoz Marin Intl

4h 06m

BDL5:05 amHartford Bradley Intl

$190

Frontier

May 8

BDL5:44 pmHartford Bradley Intl

28h 59m

1 stop

SJU10:43 pmSan Juan Luis Munoz Marin Intl

May 15

SJU12:59 amSan Juan Luis Munoz Marin Intl

4h 11m

BDL5:10 amHartford Bradley Intl

$191

Frontier

Apr 17

BDL8:42 pmHartford Bradley Intl

26h 06m

1 stop

SJU10:48 pmSan Juan Luis Munoz Marin Intl

Apr 20

SJU6:30 amSan Juan Luis Munoz Marin Intl

13h 35m

1 stop

BDL8:05 pmHartford Bradley Intl

$192

American Airlines flights from Vermont to Caribbean

Our best American Airlines deals on Vermont to Caribbean flight tickets

American Airlines

May 5

BDL7:23 pmHartford Bradley Intl

17h 52m

2 stops

STT1:15 pmSaint Thomas Island Cyril E King

May 14

STT5:05 pmSaint Thomas Island Cyril E King

17h 07m

2 stops

BDL10:12 amHartford Bradley Intl

$280

American Airlines

Apr 15

BDL6:00 amHartford Bradley Intl

10h 15m

2 stops

STT4:15 pmSaint Thomas Island Cyril E King

Apr 21

STT5:05 pmSaint Thomas Island Cyril E King

17h 07m

2 stops

BDL10:12 amHartford Bradley Intl

$285

American Airlines

Apr 24

BTV5:40 amBurlington

16h 25m

1 stop

SJU10:05 pmSan Juan Luis Munoz Marin Intl

Apr 29

SJU1:25 pmSan Juan Luis Munoz Marin Intl

10h 04m

1 stop

BTV11:29 pmBurlington

$302

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 4/24

8:42 pm-9:54 am

1 stop13h 12m

San Juan Luis Munoz Marin Intl

Tue 4/28

12:59 am-5:05 am

Nonstop4h 06m

$187

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 5/1

8:42 pm-8:53 am

1 stop12h 11m

San Juan Luis Munoz Marin Intl

Mon 5/4

12:59 am-5:10 am

Nonstop4h 11m

$190

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 5/2

5:42 pm-10:39 am

1 stop16h 57m

San Juan Luis Munoz Marin Intl

Fri 5/8

12:59 am-5:10 am

Nonstop4h 11m

$191

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 5/4

6:00 am-1:51 pm

1 stop7h 51m

Saint Thomas Island Cyril E King

Tue 5/12

3:01 pm-12:33 am

1 stop9h 32m

$260

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Fri 5/1

10:52 am-7:22 pm

1 stop8h 30m

San Juan Luis Munoz Marin Intl

Sun 5/3

12:57 pm-10:02 am

1 stop21h 05m

$275

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Mon 4/20

10:52 am-7:22 pm

1 stop8h 30m

San Juan Luis Munoz Marin Intl

Thu 4/23

6:00 am-10:02 am

1 stop28h 02m

$277

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Tue 5/5

7:23 pm-1:15 pm

2 stops17h 52m

Saint Thomas Island Cyril E King

Thu 5/14

5:05 pm-10:12 am

2 stops17h 07m

$280

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Wed 4/29

7:23 pm-11:35 am

2 stops16h 12m

Saint Thomas Island Cyril E King

Wed 5/6

5:05 pm-10:12 am

2 stops17h 07m

$285

Quickest round-trip

BurlingtonSan Juan

BTV - SJU

BTVSJU

Burlington

Tue 5/5

5:40 am-1:25 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:05 am-1:40 pm

1 stop6h 35m

$296

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Sat 5/2

5:05 pm-11:15 pm

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Tue 5/5

5:35 am-2:05 pm

2 stops8h 30m

$317

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

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?

In general, July is the cheapest month to fly from Vermont to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $298. If you don’t want to visit Caribbean in July, then you should wait until October to fly from Vermont, when ticket prices are also cheap, with an average price of $310.

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

You are more likely to see cheaper flights to Caribbean from Vermont when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $494 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Vermont for as low as $276 on momondo.

Can stopping save me money on Vermont to Caribbean flights?

You could potentially save up to 19% on your flight if you consider stops on a Vermont to Caribbean flight.

Cheap Vermont to Caribbean flight deals and tips

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

Fastest flight time	3h 46m
Direct flights	Every day
Airports in Caribbean	195 airports

The fastest flight from Vermont to Caribbean takes 3h 46m

Direct flights go from Vermont to Caribbean every day.

There are 195 airports in Caribbean. 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

When did momondo last update prices for flights from Vermont to Caribbean?
Prices for flights from Vermont to Caribbean were last updated today.
How many operators does momondo search for flights from Vermont to Caribbean?
There are 8 operators available for flights from Vermont to Caribbean as of April 2026.
How old do you have to be to fly from Vermont to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Vermont to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Vermont to Caribbean

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $109	Free Cancellation	Rating 7.9 8,368 reviews	Search Delta flights
American Airlines	PriceFrom $235	Free Cancellation	Rating 7.1 11,544 reviews	Search American Airlines flights
United Airlines	PriceFrom $265	Free Cancellation	Rating 7.4 9,529 reviews	Search United Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Vermont to Caribbean for you.

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

momondo does allow users to show only those flights to Caribbean from Vermont which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Vermont to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Caribbean 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.