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$76+ Cheap flights from Hartford (BDL) 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap flight deals from Hartford to Caribbean

Cheapest flights from Hartford to Caribbean
Explore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 20, 2026.

This CheapOair deal was found by Cheapflights users on 1/20. 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.
Thu 2/195:50 pm
BDL
-
PSE
1 stop15h 20m
Frontier
Sat 2/282:41 pm
PSE
-
BDL
1 stop20h 56m
Frontier
Deal found 1/20$182
This Expedia deal was found by Cheapflights users on 1/18. 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 Expedia 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
Fri 2/273:55 pm
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 1/18$194
This Cheapflightsfares deal was found by Cheapflights users on 1/19. 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 3/47:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
Thu 3/126:00 am
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 1/19$195
This Cheapflightsfares deal was found by Cheapflights users on 1/18. 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
Wed 2/255:25 pm
SJU
-
BDL
1 stop24h 40m
Frontier
Deal found 1/18$196
This Priceline deal was found by Cheapflights users on 1/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:50 pm
BDL
-
SJU
1 stop29h 53m
Frontier
Thu 2/263:55 pm
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 1/20$197
This Cheapflightsfares deal was found by Cheapflights users on 1/19. 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
Thu 2/265:25 pm
SJU
-
BDL
1 stop17h 23m
Frontier
Deal found 1/19$198
This Cheapflightsfares deal was found by Cheapflights users on 1/19. 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.
Sat 1/318:01 pm
BDL
-
SJU
1 stop18h 30m
Frontier
Wed 2/113:55 pm
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 1/19$199
This Frontier deal was found by Cheapflights users on 1/18. 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.
Thu 2/195:50 pm
BDL
-
SJU
1 stop8h 03m
Frontier
Wed 3/43:55 pm
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 1/18$200
This Frontier deal was found by Cheapflights users on 1/18. 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.
Mon 2/2310:52 am
BDL
-
SJU
1 stop12h 51m
Frontier
Wed 3/43:53 am
SJU
-
BDL
1 stop7h 44m
Frontier
Deal found 1/18$201
This Cheapflightsfares deal was found by Cheapflights users on 1/18. 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.
Sat 1/318:01 pm
BDL
-
SJU
1 stop18h 30m
Frontier
Sat 2/74:36 pm
SJU
-
BDL
1 stop28h 00m
Frontier
Deal found 1/18$202
This Cheapflightsfares deal was found by Cheapflights users on 1/18. 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 3/1011:10 am
BDL
-
SJU
Nonstop3h 51m
Frontier
Tue 3/176:00 am
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 1/18$203
This Kiwi.com deal was found by Cheapflights users on 1/18. 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.
Thu 2/195:50 pm
BDL
-
SJU
1 stop8h 03m
Frontier
Tue 3/35:25 pm
SJU
-
BDL
1 stop16h 58m
Frontier
Deal found 1/18$205

Find flight deals from Hartford to Caribbean

Keep the following information in mind while searching for Hartford to Caribbean flight deals. Data was last updated January 20, 2026.

Round-trip from

$182
(CheapOair)

One-way from

$76
(Frontier)

Popular in

December

Cheapest in

March

Average price

$280
From Hartford Bradley Intl to Caribbean
Search Deals
One-way flight from Hartford Bradley Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($21 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 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 20, 2026.
Use the filters below to find and compare flights from Hartford to Caribbean that are best for you.

Fly from

Hartford

Fly to

Caribbean

Route

Depart

Return

Price

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Thu 2/26

6:00 pm-10:10 am

1 stop15h 10m

Ponce Mercedita

Mon 3/2

11:30 am-9:23 am

1 stop22h 53m

$225

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Fri 2/20

6:17 pm-10:45 am

1 stop15h 28m

Ponce Mercedita

Mon 2/23

11:30 am-8:53 am

1 stop22h 23m

$238

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Fri 2/27

10:33 am-1:46 pm

1 stop26h 13m

Ponce Mercedita

Mon 3/2

11:30 am-9:23 am

1 stop22h 53m

$239

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 3/7

7:00 am-2:57 pm

1 stop6h 57m

San Juan Luis Munoz Marin Intl

Sun 3/15

3:09 pm-11:16 pm

1 stop8h 07m

$257

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 3/14

8:08 pm-10:45 pm

1 stop26h 37m

San Juan Luis Munoz Marin Intl

Tue 3/17

6:00 am-10:15 am

Nonstop4h 15m

$262

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 1/31

5:55 pm-10:46 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Wed 2/11

6:01 am-9:06 am

Nonstop4h 05m

$265

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 1/31

5:55 pm-10:46 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:00 pm-9:09 pm

Nonstop4h 09m

$265

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 3/9

7:49 pm-11:40 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Thu 3/12

5:01 am-9:05 am

Nonstop4h 04m

$265

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 1/31

9:55 am-10:22 pm

2 stops11h 27m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-2:24 pm

2 stops13h 19m

$272

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 4/15

5:25 pm-1:16 pm

2 stops19h 51m

Simpson Bay Princess Juliana

Sun 4/19

12:41 pm-9:11 am

2 stops20h 30m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/18

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

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

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

Currently, June is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $113). Flying from Hartford to Caribbean 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 CB?

Find hourly flight availability from Hartford 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 January 20, 2026.

A simple way to save on the total cost of your ticket is to fly from Hartford to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 24% on your trip compared to booking a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Hartford to Caribbean. Price data was last updated on January 17, 2026.

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

Weekly flight availability from Hartford to Caribbean

Explore weekly flight availability from Hartford to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 20, 2026.

The most flights from BDL to 0CB are scheduled on a Monday (2 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated January 20, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta, Avelo Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,080 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Comfort

7.9

Entertainment

7.8

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
8,080 reviews
Delta
7.9
Good
8,080 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Comfort

7.9

Entertainment

7.8

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
8,080 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Comfort

7.9

Entertainment

7.8

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
11,166 reviews
Delta
7.9
Good
8,080 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Comfort

7.9

Entertainment

7.8

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
8,080 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Comfort

7.9

Entertainment

7.8

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.
Frontier
5.7
Fair
3,056 reviews
Delta
7.9
Good
8,080 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Comfort

7.9

Entertainment

7.8

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. 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?

    Most people fly from Hartford Bradley Intl (BDL) if they book a flight from Hartford to Caribbean. Hartford Bradley Intl is conveniently located just 11.9 mi from Hartford’s city center.

  • How long is the flight from Hartford to Caribbean?

    Frontier, JetBlue, and American Airlines can get you from Hartford to Caribbean in just under 6h 57m. Your travel time can differ by up to 12h 54m. There are 1669 mi between Hartford and Caribbean. 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 one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $60. Users have also found prices from $77 and $88 on Spirit Airlines and American Airlines, respectively.

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

    When deciding which route to take from Hartford to Caribbean consider Hartford Bradley Intl - San Juan Luis Munoz Marin Intl, Hartford Bradley Intl - Oranjestad Reina Beatrix or Hartford Bradley Intl - Punta Cana as they are the most popular.

  • What are the cheapest flights from Hartford to Caribbean?

    On average you can expect to pay $266 for a flight from Hartford to Caribbean. The cheapest flight overall is $58 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $179.

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

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

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

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

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

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

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

See more FAQs

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Alternative routes for Hartford to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Hartford to Caribbean

Discover the top 8 airlines that operate flights from Hartford 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 January 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$93Average$333FlexibilityNo cancel feeOn-time65%
FrontierCheapest$103Average$342FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$110Average$485FlexibilityNo cancel feeOn-time69%
Avelo AirlinesCheapest$116Average$291FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$150Average$532FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$183Average$483FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$262Average$608FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$595FlexibilityNo cancel feeOn-time71%

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