What airlines fly to Caribbean?

JetBlue, American Airlines and Avelo Airlines are the top three most popular airlines that fly to Caribbean from Hartford according to our data. JetBlue is the first choice among our users, with 74% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 7 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

How many flights depart from Hartford to Caribbean on average per day?

1 flights are operational daily from Hartford to Caribbean as of February 2026. The most popular departure time for this route is 9:00AM, with 50% of flights per day taking off at noon.

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

The number of flights available between Hartford and Caribbean is 12 per week as of February 2026. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

What is the cheapest airline that flies from Hartford Bradley Intl to Caribbean?

Frontier, United Airlines, and American Airlines are the most popular carriers operating from Hartford Bradley Intl to Caribbean

When did momondo last update prices for flights from Hartford Bradley Intl Airport to Caribbean?

Prices for flights from Hartford Bradley Intl Airport to Caribbean were last updated today.

How many operators does momondo search for flights from Hartford Bradley Intl Airport to Caribbean?

There are 8 operators available for flights from Hartford Bradley Intl Airport to Caribbean as of February 2026.

How old do you have to be to fly from Hartford Bradley Intl Airport 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 Hartford Bradley Intl Airport to Caribbean.

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

The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$73 Cheap Flights from Hartford to Caribbean in 2026

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Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:55 pm - 12:46 am

BDL

SJU

3h 51mnonstop

5:25 pm - 10:37 am

SJU

BDL

18h 12m

1 stop

$190Frontier

Sun, Feb 22 - Wed, Mar 4

11:10 am - 3:01 pm

BDL

SJU

3h 51mnonstop

12:59 am - 5:05 am

SJU

BDL

4h 06mnonstop

$191Frontier

Tue, Mar 31 - Mon, Apr 6

6:00 am - 3:15 pm

BDL

SXM

8h 15m

1 stop

1:25 pm - 11:57 pm

SXM

BDL

10h 32m

1 stop

$238JetBlue

Mon, Mar 2 - Tue, Mar 10

5:33 pm - 12:29 pm

BDL

SXM

17h 56m

2 stops

4:28 pm - 10:10 am

SXM

BDL

17h 42m

2 stops

$256American Airlines

Mon, Mar 2 - Tue, Mar 10

6:00 am - 3:15 pm

BDL

SXM

8h 15m

1 stop

2:25 pm - 11:57 pm

SXM

BDL

10h 32m

1 stop

$257JetBlue

Wed, Feb 25 - Wed, Mar 4

6:00 am - 2:57 pm

BDL

SXM

8h 57m

1 stop

3:55 pm - 11:59 pm

SXM

BDL

8h 04m

1 stop

$265United Airlines

Sun, Mar 8 - Fri, Mar 13

6:00 am - 2:57 pm

BDL

SXM

8h 57m

1 stop

1:52 pm - 9:32 am

SXM

BDL

19h 40m

2 stops

$270United Airlines

Sun, Mar 15 - Wed, Mar 18

8:25 am - 3:00 pm

BDL

SXM

6h 35m

1 stop

4:01 pm - 7:52 pm

SXM

BDL

27h 51m

1 stop

$271American Airlines

Thu, Mar 19 - Mon, Mar 23

6:00 am - 3:04 pm

BDL

STT

8h 04m

1 stop

3:00 pm - 11:55 pm

STT

BDL

8h 55m

1 stop

$288Delta

Sun, Mar 1 - Wed, Mar 11

6:00 am - 1:12 pm

BDL

SDQ

7h 12m

1 stop

2:37 pm - 11:59 pm

SDQ

BDL

9h 22m

1 stop

$315Delta

Sun, Apr 26 - Wed, Apr 29

Frontier flights from Hartford to Caribbean

Our best Frontier deals on Hartford to Caribbean flight tickets

Frontier

Feb 22

BDL7:55 pmHartford Bradley Intl

3h 51m

SJU12:46 amSan Juan Luis Munoz Marin Intl

Mar 4

SJU5:25 pmSan Juan Luis Munoz Marin Intl

18h 12m

1 stop

BDL10:37 amHartford Bradley Intl

$190

Frontier

Feb 22

BDL11:12 amHartford Bradley Intl

21h 42m

1 stop

SJU9:54 amSan Juan Luis Munoz Marin Intl

Feb 25

SJU3:53 amSan Juan Luis Munoz Marin Intl

14h 12m

1 stop

BDL5:05 pmHartford Bradley Intl

$191

Frontier

Feb 22

BDL9:10 pmHartford Bradley Intl

11h 44m

1 stop

SJU9:54 amSan Juan Luis Munoz Marin Intl

Feb 25

SJU3:53 amSan Juan Luis Munoz Marin Intl

7h 44m

1 stop

BDL10:37 amHartford Bradley Intl

$192

United Airlines flights from Hartford to Caribbean

Our best United Airlines deals on Hartford to Caribbean flight tickets

United Airlines

Feb 22

BDL6:00 amHartford Bradley Intl

14h 26m

2 stops

SJU9:26 pmSan Juan Luis Munoz Marin Intl

Feb 25

SJU2:05 amSan Juan Luis Munoz Marin Intl

13h 05m

2 stops

BDL2:10 pmHartford Bradley Intl

$252

United Airlines

Apr 15

BDL6:00 amHartford Bradley Intl

6h 33m

1 stop

SXM12:33 pmSimpson Bay Princess Juliana

Apr 22

SXM3:50 pmSimpson Bay Princess Juliana

8h 09m

1 stop

BDL11:59 pmHartford Bradley Intl

$265

United Airlines

Mar 8

BDL6:00 amHartford Bradley Intl

6h 50m

1 stop

SXM12:50 pmSimpson Bay Princess Juliana

Mar 11

SXM3:55 pmSimpson Bay Princess Juliana

18h 58m

2 stops

BDL10:53 amHartford Bradley Intl

$270

Fly from

Fly to

Route

Depart

Return

Price

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/22

7:55 pm-12:46 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Wed 3/4

5:25 pm-10:37 am

1 stop18h 12m

$190

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 3/31

11:10 am-3:01 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Mon 4/6

12:59 am-5:05 am

Nonstop4h 06m

$191

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Mon 3/2

6:00 am-3:15 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Tue 3/10

1:25 pm-11:57 pm

1 stop10h 32m

$238

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Mon 3/2

5:33 pm-12:29 pm

2 stops17h 56m

Simpson Bay Princess Juliana

Tue 3/10

4:28 pm-10:10 am

2 stops17h 42m

$256

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 2/25

6:00 am-3:15 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Wed 3/4

2:25 pm-11:57 pm

1 stop10h 32m

$257

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/8

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Fri 3/13

3:55 pm-11:59 pm

1 stop8h 04m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/15

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Wed 3/18

1:52 pm-9:32 am

2 stops19h 40m

$270

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Thu 3/19

8:25 am-3:00 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Mon 3/23

4:01 pm-7:52 pm

1 stop27h 51m

$271

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sun 3/1

6:00 am-3:04 pm

1 stop8h 04m

Saint Thomas Island Cyril E King

Wed 3/11

3:00 pm-11:55 pm

1 stop8h 55m

$288

HartfordSanto Domingo

BDL - SDQ

BDLSDQ

Hartford Bradley Intl

Sun 4/26

6:00 am-1:12 pm

1 stop7h 12m

Santo Domingo Las Americas

Wed 4/29

2:37 pm-11:59 pm

1 stop9h 22m

$315

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 Hartford 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, March is the cheapest month to fly from Hartford to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $271. If you don’t want to visit Caribbean in March, then you should wait until January to fly from Hartford, when ticket prices are also cheap, with an average price of $281.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Hartford to Caribbean is on a Sunday when prices can be found for as low as $327. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $376. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

In the afternoon is the cheapest time of day to fly from Hartford to Caribbean when you can find flight prices for as low as $317. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $416.

What is the cheapest Hartford Bradley Intl to Caribbean flight route?

Fly from Hartford Bradley Intl to San Juan Luis Munoz Marin Intl for the best Hartford Bradley Intl - Caribbean flight prices

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

You are more likely to see cheaper flights to Caribbean from Hartford when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $333 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Hartford for as low as $288 on momondo.

What cabin class options are available on Hartford Bradley Intl to Caribbean flights?

There are 2 cabin classes available to choose from on Hartford Bradley Intl to Caribbean flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Hartford to Caribbean flights?

No. A direct flight is the cheapest option for a flight between Hartford to Caribbean.

Cheap Hartford to Caribbean flight deals and tips

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

Best Price Found	$113
Fastest flight time	3h 46m
Direct flights	Every day
Airports in Caribbean	195 airports

The best one-way flight to Caribbean from Hartford in the past 72 hours is $113. The best round-trip flight deal from Hartford to Caribbean found on momondo in the last 72 hours is $269.

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

Direct flights go from Hartford to Caribbean every day.

There are 195 airports in Caribbean. From Hartford there are direct flights to San Juan Luis Munoz Marin Intl (SJU).

Search flight deals

When did momondo last update prices for flights from Hartford Bradley Intl Airport to Caribbean?
Prices for flights from Hartford Bradley Intl Airport to Caribbean were last updated today.
How many operators does momondo search for flights from Hartford Bradley Intl Airport to Caribbean?
There are 8 operators available for flights from Hartford Bradley Intl Airport to Caribbean as of February 2026.
How old do you have to be to fly from Hartford Bradley Intl Airport 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 Hartford Bradley Intl Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Hartford to Caribbean?
momondo data reveals that the most frequently booked plane model on the route from Hartford to Caribbean is Airbus A320-100/200, representing 52.93% of all bookings. The subsequent popular models are Airbus A320neo at 33.41%, Airbus A321neo at 8.88%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 1.38%.

Best airlines flying from Hartford to Caribbean

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $93	Free Cancellation	Rating 6.3 8,430 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $105	Free Cancellation	Rating 5.7 3,052 reviews	Search Frontier flights
United Airlines	PriceFrom $110	Free Cancellation	Rating 7.4 9,255 reviews	Search United Airlines flights
Avelo Airlines	PriceFrom $116	Free Cancellation	Rating 7.6 88 reviews	Search Avelo Airlines flights
Delta	PriceFrom $150	Free Cancellation	Rating 7.9 8,173 reviews	Search Delta flights
JetBlue	PriceFrom $191	Free Cancellation	Rating 7.2 2,896 reviews	Search JetBlue flights
Southwest	PriceFrom $262	Free Cancellation	Rating 8.0 4,281 reviews	Search Southwest flights
American Airlines	PriceFrom $263	Free Cancellation	Rating 7.2 11,249 reviews	Search American Airlines flights

Why use momondo?

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

Finding the right flight to Caribbean from Hartford is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean quick and easy, saving you time and money.

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

All flight searches from Hartford to Caribbean on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Hartford and Caribbean by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes momondo offers price alerts on flights to Caribbean from Hartford. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Popular cities

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Popular cities in Caribbean

Flights to San Juanfrom $78

Flights to Punta Canafrom $202

Flights to Santo Domingofrom $201

Flights to Montego Bayfrom $215

Flights to Oranjestadfrom $190

Flights to Nassaufrom $230

Flights to Saint Thomas Islandfrom $120

Flights to Santiago de los Caballerosfrom $203

Flights to Kingstonfrom $286

Flights to Simpson Bayfrom $174

Flights to Willemstadfrom $229

Flights to Port of Spainfrom $242

Cheap flights from Hartford to Caribbean from $73

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hartford to Caribbean departing on 2/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

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Frontier flights from Hartford to Caribbean

Our best Frontier deals on Hartford to Caribbean flight tickets

United Airlines flights from Hartford to Caribbean

Our best United Airlines deals on Hartford to Caribbean flight tickets

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Use the filters below to find and compare flights from Hartford to Caribbean that are best for you.

How to get the cheapest flight ticket from Hartford to Caribbean

What is the cheapest month to fly to Caribbean?

What is the cheapest day to depart on your flight to Caribbean?

What is the cheapest time of day to depart on your flight to Caribbean?

What is the cheapest Hartford Bradley Intl to Caribbean flight route?

Fly from Hartford Bradley Intl to San Juan Luis Munoz Marin Intl for the best Hartford Bradley Intl - Caribbean flight prices

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

What cabin class options are available on Hartford Bradley Intl to Caribbean flights?

There are 2 cabin classes available to choose from on Hartford Bradley Intl to Caribbean flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Hartford to Caribbean flights?

No. A direct flight is the cheapest option for a flight between Hartford to Caribbean.

What is the cheapest airline that flies from Hartford Bradley Intl to Caribbean?

Frontier, United Airlines, and American Airlines are the most popular carriers operating from Hartford Bradley Intl to Caribbean

What airlines fly to Caribbean?

How many flights depart from Hartford to Caribbean on average per day?

1 flights are operational daily from Hartford to Caribbean as of February 2026. The most popular departure time for this route is 9:00AM, with 50% of flights per day taking off at noon.

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

The number of flights available between Hartford and Caribbean is 12 per week as of February 2026. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

Cheap Hartford to Caribbean flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean

When did momondo last update prices for flights from Hartford Bradley Intl Airport to Caribbean?

How many operators does momondo search for flights from Hartford Bradley Intl Airport to Caribbean?

How old do you have to be to fly from Hartford Bradley Intl Airport to Caribbean?

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

What is the most popular plane model from Hartford to Caribbean?

Best airlines flying from Hartford to Caribbean

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

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean

Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo

Caribbean flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Caribbean

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Caribbean

List of cabin classes available on flights landing in Caribbean. Availability may vary depending on flight origin and airline.

Complete your trip to Caribbean

Explore popular destinations other users love

According to popular flight searches on momondo this year