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$99+ 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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheap flight deals from Hartford to Caribbean

Keep the following information in mind while searching for Hartford to Caribbean flight deals. Data was last updated November 26, 2025.

Round-trip from

$190
(Cheapflightsfares)

One-way from

$99
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$339
From Hartford Bradley Intl to Caribbean
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One-way flight from Hartford Bradley Intl to Caribbean
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Highest demand for flights based on searches. 2% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 26, 2025.

This eDestinos deal was found by Cheapflights users on 11/25. 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.
Fri 12/121:19 pmBDL - SJU
1 stop12h 31mFrontier
Sun 12/143:55 amSJU - BDL
1 stop10h 17mFrontier
Deal found 11/25$196
This eDestinos deal was found by Cheapflights users on 11/26. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:19 pmBDL - SJU
1 stop12h 31mFrontier
Mon 12/158:30 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 11/26$197
This Priceline deal was found by Cheapflights users on 11/25. 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.
Mon 12/82:07 pmBDL - SJU
1 stop11h 43mFrontier
Thu 12/115:09 pmSJU - BDL
1 stop20h 15mFrontier
Deal found 11/25$201
This Cheapflightsfares deal was found by Cheapflights users on 11/26. 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.
Fri 12/121:19 pmBDL - SJU
1 stop19h 36mFrontier
Fri 12/196:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 11/26$219
This Frontier deal was found by Cheapflights users on 11/25. 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.
Sun 12/72:03 pmBDL - SJU
1 stop11h 47mFrontier
Mon 12/88:30 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 11/25$220
This CheapOair deal was found by Cheapflights users on 11/25. 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.
Mon 12/82:07 pmBDL - SJU
1 stop11h 43mFrontier
Sat 12/1311:05 amSJU - BDL
1 stop27h 03mFrontier
Deal found 11/25$222
This Cheapflightsfares deal was found by Cheapflights users on 11/25. 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.
Fri 12/51:19 pmBDL - SJU
1 stop12h 31mFrontier
Mon 12/88:30 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 11/25$224
This eDestinos deal was found by Cheapflights users on 11/24. 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.
Fri 11/287:00 amBDL - PUJ
Nonstop4h 07mAvelo Airlines
Mon 12/11:31 pmPUJ - BDL
Nonstop4h 01mAvelo Airlines
Deal found 11/24$268
This American Airlines deal was found by Cheapflights users on 11/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/167:05 pmBDL - STT
2 stops19h 21mAmerican Airlines
Mon 12/226:36 pmSTT - BDL
2 stops17h 22mAmerican Airlines
Deal found 11/26$289
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Fri 12/125:40 amBDL - STT
1 stop7h 12mAmerican Airlines
Tue 12/164:16 pmSTT - BDL
1 stop8h 42mAmerican Airlines
Deal found 11/25$297
This Cheapflightsfares deal was found by Cheapflights users on 11/24. 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.
Mon 11/247:00 amBDL - PUJ
Nonstop4h 07mAvelo Airlines
Fri 11/281:31 pmPUJ - BDL
Nonstop4h 01mAvelo Airlines
Deal found 11/24$307
This United Airlines deal was found by Cheapflights users on 11/25. 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.
Sat 12/136:10 amBDL - AUA
1 stop9h 30mUnited Airlines
Fri 12/195:50 pmAUA - BDL
1 stop7h 08mUnited Airlines
Deal found 11/25$310

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 November 26, 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

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Thu 1/22

6:00 am-3:05 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

Mon 1/26

4:32 pm-11:55 pm

1 stop8h 23m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Thu 1/29

7:01 am-3:06 pm

1 stop7h 05m

Saint Thomas Island Cyril E King

Tue 2/3

6:39 pm-11:04 am

2 stops17h 25m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Wed 1/21

6:00 am-3:05 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

Mon 1/26

4:32 pm-11:55 pm

1 stop8h 23m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 1/19

5:00 am-5:05 pm

2 stops11h 05m

Saint Thomas Island Cyril E King

Wed 1/28

4:47 pm-8:29 am

2 stops16h 42m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Tue 1/20

6:00 am-4:10 pm

1 stop9h 10m

Saint Thomas Island Cyril E King

Mon 1/26

4:32 pm-11:55 pm

1 stop8h 23m

$227

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 2/2

3:02 pm-10:22 pm

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Thu 2/5

2:05 am-2:22 pm

2 stops13h 17m

$251

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 12/6

6:10 am-10:22 pm

2 stops15h 12m

San Juan Luis Munoz Marin Intl

Mon 12/8

2:05 am-2:16 pm

2 stops13h 11m

$269

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

Fri 2/27

2:05 am-2:15 pm

2 stops13h 10m

$272

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 1/24

5:55 pm-10:46 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Sat 1/31

7:00 am-10:08 am

Nonstop4h 08m

$280

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

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

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 November 26, 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 36% on your trip compared to booking a flight in the morning.

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 16, 2024.

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

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 November 26, 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
8,004 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Boarding

8.1

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
8,004 reviews
Delta
7.9
Good
8,004 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Boarding

8.1

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
8,004 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Boarding

8.1

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
11,037 reviews
Delta
7.9
Good
8,004 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Boarding

8.1

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
2,904 reviews
Delta
7.9
Good
8,004 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Boarding

8.1

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.
Frontier
5.8
Fair
3,101 reviews
Delta
7.9
Good
8,004 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Boarding

8.1

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. 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?

    Delta, American Airlines, and United Airlines can get you from Hartford to Caribbean in just under 6h 20m. Your travel time can differ by up to 1h 45m. 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 Avelo Airlines. According to our data, you can fly for as low as $99. Users have also found prices from $101 and $103 on JetBlue and Delta, 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 - Saint Thomas Island Cyril E King as they are the most popular.

  • What are the cheapest flights from Hartford to Caribbean?

    On average you can expect to pay $281 for a flight from Hartford to Caribbean. The cheapest flight overall is $66 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $181.

  • 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.

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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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$390FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$110Average$526FlexibilityNo cancel feeOn-time69%
FrontierCheapest$111Average$372FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$116Average$299FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$197Average$591FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$218Average$518FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$262Average$662FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$269Average$584FlexibilityNo cancel feeOn-time71%

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