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$82+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jan 29 — Feb 51
Thu 1/29
Thu 2/5
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 December 30, 2025.

This Priceline deal was found by Cheapflights users on 12/29. 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.
Wed 12/317:10 pmBDL - SJU
Nonstop3h 49mMultiple Airlines
Wed 1/1412:59 pmSJU - BDL
Nonstop4h 15mMultiple Airlines
Deal found 12/29$298
This Priceline deal was found by Cheapflights users on 12/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:10 pmBDL - SJU
Nonstop3h 49mJetBlue
Tue 1/136:01 amSJU - BDL
Nonstop4h 06mJetBlue
Deal found 12/28$302
This Delta deal was found by Cheapflights users on 12/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:10 amBDL - SJU
1 stop11h 10mDelta
Wed 1/147:30 amSJU - BDL
1 stop7h 03mDelta
Deal found 12/28$310
This CheapOair deal was found by Cheapflights users on 12/29. 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.
Wed 12/3110:03 amBDL - SJU
Nonstop3h 56mFrontier
Wed 1/1412:59 pmSJU - BDL
Nonstop4h 15mFrontier
Deal found 12/29$313
This American Airlines deal was found by Cheapflights users on 12/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:23 amBDL - SJU
1 stop11h 36mAmerican Airlines
Tue 1/131:24 pmSJU - BDL
2 stops11h 20mAmerican Airlines
Deal found 12/28$320
This Priceline deal was found by Cheapflights users on 12/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:10 pmBDL - SJU
Nonstop3h 49mMultiple Airlines
Sun 1/119:23 pmSJU - BDL
1 stop23h 01mMultiple Airlines
Deal found 12/28$321
This United Airlines deal was found by Cheapflights users on 12/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amBDL - SJU
2 stops14h 26mUnited Airlines
Tue 1/137:45 amSJU - BDL
2 stops14h 44mUnited Airlines
Deal found 12/28$326
This American Airlines deal was found by Cheapflights users on 12/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:00 amBDL - SJU
1 stop10h 43mAmerican Airlines
Sun 1/116:30 amSJU - BDL
1 stop17h 13mAmerican Airlines
Deal found 12/28$327
This American Airlines deal was found by Cheapflights users on 12/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:59 amBDL - SJU
1 stop10h 52mAmerican Airlines
Mon 1/265:55 pmSJU - BDL
1 stop6h 52mAmerican Airlines
Deal found 12/28$329
This Priceline deal was found by Cheapflights users on 12/29. 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.
Wed 12/317:10 pmBDL - SJU
Nonstop3h 49mMultiple Airlines
Fri 1/93:55 amSJU - BDL
1 stop8h 48mMultiple Airlines
Deal found 12/29$331
This Delta deal was found by Cheapflights users on 12/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:05 amBDL - PUJ
1 stop8h 33mDelta
Thu 1/16:03 pmPUJ - BDL
1 stop17h 12mDelta
Deal found 12/28$378
This Delta deal was found by Cheapflights users on 12/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:09 pmBDL - MBJ
1 stop6h 32mDelta
Sun 1/184:05 pmMBJ - BDL
2 stops25h 38mDelta
Deal found 12/28$408

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 December 30, 2025.

Round-trip from

$181
(CheapOair)

One-way from

$82
(Super.com)

Popular in

December

Cheapest in

January

Average price

$411
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. 4% potential increase in price ($13 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 December 2025
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 December 30, 2025.
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 2/19

11:02 am-10:10 am

1 stop22h 08m

Ponce Mercedita

Mon 2/23

11:30 am-8:53 am

1 stop22h 23m

$181

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

$181

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Sun 2/22

11:12 am-10:35 am

1 stop22h 23m

Ponce Mercedita

Sat 2/28

2:41 pm-10:37 am

1 stop20h 56m

$212

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

$216

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Sat 2/21

5:55 pm-2:00 am

1 stop7h 05m

Ponce Mercedita

Sat 3/7

12:35 pm-7:13 pm

1 stop7h 38m

$225

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 1/23

6:00 am-2:56 pm

1 stop7h 56m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:00 pm-9:16 pm

Nonstop4h 16m

$241

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 1/26

5:55 pm-10:46 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Tue 2/3

6:01 am-9:07 am

Nonstop4h 06m

$244

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 3/11

9:55 am-1:50 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sun 3/22

2:55 pm-7:00 pm

Nonstop4h 05m

$244

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 2/18

6:37 pm-11:28 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Wed 2/25

6:01 am-9:04 am

Nonstop4h 03m

$244

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/1

5:55 pm-10:46 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:01 am-9:06 am

Nonstop4h 05m

$244

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/30

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 $118). Flying from Hartford to Caribbean in February is currently the most expensive (average of $206). 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 December 30, 2025.

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 27% 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 December 27, 2025.

Travelers seeking maximum savings on their Hartford to Caribbean 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.

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 December 30, 2025.

The most flights from BDL to 0CB are scheduled on a Monday (4 on average). You will have fewer flight options on Thursday, 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 December 30, 2025.
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
8,016 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

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
8,016 reviews
Delta
7.9
Good
8,016 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

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
8,016 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

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
11,074 reviews
Delta
7.9
Good
8,016 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

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
2,903 reviews
Delta
7.9
Good
8,016 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

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
3,067 reviews
Delta
7.9
Good
8,016 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

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 7h 56m. Your travel time can differ by up to 14h 12m. 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 $64. Users have also found prices from $67 and $97 on Spirit Airlines and Avelo 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 $283 for a flight from Hartford to Caribbean. The cheapest flight overall is $91 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $88.

  • 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 $118). Flying from Hartford to Caribbean in February is currently the most expensive (average of $206). 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 December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$340FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$110Average$527FlexibilityNo cancel feeOn-time69%
FrontierCheapest$112Average$345FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$116Average$302FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$214Average$555FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$218Average$522FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$262Average$617FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$592FlexibilityNo cancel feeOn-time71%

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