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Caribbean Islands

$74+ Cheap flights from Hartford (BDL) to Caribbean Islands

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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Hartford to Caribbean Islands

Cheapest flights from Hartford to Caribbean Islands
Explore the most affordable flight options available from Hartford to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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.
Wed 2/1810:19 am
BDL
-
SJU
1 stop15h 34m
Frontier
Wed 3/45:25 pm
SJU
-
BDL
1 stop18h 12m
Frontier
Deal found 1/28$192
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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.
Tue 3/3111:10 am
BDL
-
SJU
Nonstop3h 51m
Frontier
Fri 4/312:59 am
SJU
-
BDL
Nonstop4h 06m
Frontier
Deal found 1/26$193
This Super.com deal was found by Cheapflights users on 1/27. 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 2/207:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Wed 2/255:25 pm
SJU
-
BDL
1 stop18h 12m
Frontier
Deal found 1/27$194
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Tue 3/2411:10 am
BDL
-
SJU
Nonstop3h 51m
Frontier
Sat 3/286:00 am
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 1/27$195
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Wed 2/187:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Thu 2/2610:57 am
SJU
-
BDL
1 stop7h 08m
Frontier
Deal found 1/27$196
This Frontier deal was found by Cheapflights users on 1/27. 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.
Sat 4/258:08 pm
BDL
-
SJU
1 stop13h 46m
Frontier
Sat 5/211:59 pm
SJU
-
BDL
Nonstop4h 06m
Frontier
Deal found 1/27$197
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 2/266:00 pm
BDL
-
SJU
1 stop7h 53m
Frontier
Wed 3/45:25 pm
SJU
-
BDL
1 stop18h 12m
Frontier
Deal found 1/28$198
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 2/227:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Thu 2/263:53 am
SJU
-
BDL
1 stop6h 55m
Frontier
Deal found 1/27$199
This Super.com deal was found by Cheapflights users on 1/26. 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.
Thu 2/195:50 pm
BDL
-
SJU
1 stop8h 03m
Frontier
Wed 2/255:25 pm
SJU
-
BDL
1 stop18h 12m
Frontier
Deal found 1/26$200
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/27:13 pm
BDL
-
SJU
2 stops13h 34m
Multiple Airlines
Tue 2/103:55 pm
SJU
-
BDL
Nonstop4h 15m
Multiple Airlines
Deal found 1/27$201
This eDestinos deal was found by Cheapflights users on 1/28. 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.
Mon 2/237:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Sat 2/288:53 pm
SJU
-
BDL
2 stops17h 39m
Frontier
Deal found 1/28$202
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/98:08 pm
BDL
-
STT
1 stop17h 23m
Multiple Airlines
Wed 3/112:36 pm
STT
-
BDL
1 stop28h 37m
Multiple Airlines
Deal found 1/27$234

Find flight deals from Hartford to Caribbean Islands

Keep the following information in mind while searching for Hartford to Caribbean Islands flight deals. Data was last updated January 29, 2026.

Round-trip from

$192
(Cheapflightsfares)

One-way from

$74
(Cheapflightsfares)

Popular in

December

Cheapest in

March

Average price

$280
From Hartford Bradley Intl to Caribbean Islands
Search Deals
One-way flight from Hartford Bradley Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hartford to Caribbean Islands 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 January 29, 2026.
Use the filters below to find and compare flights from Hartford to Caribbean Islands that are best for you.

Fly from

Hartford

Fly to

Caribbean Islands

Route

Depart

Return

Price

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 2/25

10:05 am-12:36 am

2 stops13h 31m

San Juan Luis Munoz Marin Intl

Thu 3/5

5:50 pm-11:59 pm

1 stop7h 09m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/22

6:00 am-9:26 pm

2 stops14h 26m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:05 am-2:10 pm

2 stops13h 05m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/22

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:05 am-2:10 pm

2 stops13h 05m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 4/21

3:04 pm-9:24 pm

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Mon 5/4

1:00 am-9:37 am

2 stops8h 37m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 2/10

6:00 am-9:00 pm

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Sat 2/14

8:05 am-9:06 pm

2 stops14h 01m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 2/25

10:05 am-12:36 am

2 stops13h 31m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:05 am-2:10 pm

2 stops13h 05m

$252

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sun 2/22

9:10 pm-2:31 pm

1 stop16h 21m

Saint Thomas Island Cyril E King

Tue 3/3

3:36 pm-9:23 am

1 stop18h 47m

$263

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/8

5:55 pm-10:46 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:01 am-9:05 am

Nonstop4h 04m

$265

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 2/28

7:49 pm-12:40 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Fri 3/6

6:01 am-9:06 am

Nonstop4h 05m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Thu 2/26

8:25 am-4:00 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Wed 3/4

4:01 pm-11:08 am

2 stops20h 07m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 60 results
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Best time to book a flight from Hartford to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Hartford 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 Hartford to Caribbean Islands

What is the cheapest month to book a flight from Hartford to Caribbean Islands?

Currently, June is the cheapest month in which you can book a flight from Hartford to Caribbean Islands (average of $113). Flying from Hartford to Caribbean Islands in July is currently the most expensive (average of $200). 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 BDL to EPX?

Find hourly flight availability from Hartford to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2026.

One of the essential ways to save on airfare from Hartford to Caribbean Islands is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 25% on airfare.

What is the cheapest day to fly from Hartford to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Hartford to Caribbean Islands. Price data was last updated on January 24, 2026.

Travelers seeking maximum savings on their Hartford to Caribbean Islands flight should consider departing on Tuesday mornings when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated January 29, 2026.
Read reviews from past customers who have flown Delta, Avelo Airlines, and United Airlines from Hartford to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,128 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,128 reviews
Delta
7.9
Good
8,128 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Avelo Airlines
7.6
Good
Delta
7.9
Good
8,128 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,214 reviews
Delta
7.9
Good
8,128 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,206 reviews
Delta
7.9
Good
8,128 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,892 reviews
Delta
7.9
Good
8,128 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Hartford to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hartford to Caribbean Islands?

    Hartford Bradley Intl (BDL) is the airport you will fly out of if you book a flight from Hartford to Caribbean Islands. It is only a 11.9 mi journey to Bradley Intl (BDL) from Hartford’s city center.

  • How long is the flight from Hartford to Caribbean Islands?

    United Airlines, American Airlines, and Delta can get you from Hartford to Caribbean Islands in just under 6h 35m. Your travel time can differ by up to 6h 56m. There are 1744 mi between Hartford and Caribbean Islands. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Hartford to Caribbean Islands one-way?

    The cheapest airlines for a one-way flight from Hartford to Caribbean Islands are Frontier ($60), Spirit Airlines ($82), and JetBlue ($86).

  • What are the most popular routes from Hartford to Caribbean Islands?

    The most popular flight routes from Hartford to Caribbean Islands are Hartford Bradley Intl - San Juan Luis Munoz Marin Intl, Hartford Bradley Intl - Oranjestad Reina Beatrix and Hartford Bradley Intl - Punta Cana.

  • What are the cheapest flights from Hartford to Caribbean Islands?

    While on average a flight from Hartford to Caribbean Islands is generally $257, our data shows the cheapest flight currently is $58. When looking at the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $175 for that flight.

  • Can I find deals for flights from Hartford to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Hartford to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hartford to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hartford to Caribbean Islands.

  • Can I find deals for business class flights from Hartford to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Hartford to Caribbean Islands 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 Hartford to Caribbean Islands?

    Currently, June is the cheapest month in which you can book a flight from Hartford to Caribbean Islands (average of $113). Flying from Hartford to Caribbean Islands in July is currently the most expensive (average of $200). 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.

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Top 8 airlines flying from Hartford to Caribbean Islands

Discover the top 8 airlines that operate flights from Hartford to Caribbean Islands. 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$93Average$333FlexibilityNo cancel feeOn-time65%
FrontierCheapest$104Average$335FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$110Average$484FlexibilityNo cancel feeOn-time69%
Avelo AirlinesCheapest$116Average$286FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$150Average$520FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$188Average$484FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$262Average$608FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$585FlexibilityNo cancel feeOn-time71%

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