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$102+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/1512:33 pmBDL - SJU
Nonstop3h 56mFrontier
Mon 12/226:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/10$207
This Super.com deal was found by Cheapflights users on 12/9. 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.
Mon 12/152:07 pmBDL - SJU
1 stop11h 43mFrontier
Sat 12/206:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/9$214
This Cheapflightsfares deal was found by Cheapflights users on 12/10. 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 12/152:07 pmBDL - SJU
1 stop11h 43mFrontier
Thu 1/153:01 pmSJU - BDL
Nonstop4h 15mFrontier
Deal found 12/10$215
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Fri 12/122:48 pmBDL - SJU
Nonstop3h 56mFrontier
Fri 12/196:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/11$216
This Frontier deal was found by Cheapflights users on 12/11. 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.
Fri 12/122:48 pmBDL - SJU
Nonstop3h 56mFrontier
Thu 12/186:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/11$219
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Sun 12/142:03 pmBDL - SJU
1 stop11h 47mFrontier
Thu 12/186:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/11$232
This Super.com deal was found by Cheapflights users on 12/9. 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 12/121:19 pmBDL - SJU
1 stop12h 31mFrontier
Mon 12/226:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/9$235
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/175:25 pmBDL - PUJ
2 stops17h 03mAmerican Airlines
Fri 12/1912:28 pmPUJ - BDL
1 stop12h 50mAmerican Airlines
Deal found 12/10$322
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/177:42 pmBDL - PUJ
2 stops16h 45mAmerican Airlines
Sun 12/214:45 pmPUJ - BDL
1 stop7h 13mAmerican Airlines
Deal found 12/11$357
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/117:50 pmBDL - AUA
2 stops18h 10mUnited Airlines
Thu 12/185:50 pmAUA - BDL
1 stop7h 08mUnited Airlines
Deal found 12/10$365
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/117:57 amBDL - AUA
1 stop8h 02mAmerican Airlines
Mon 12/155:35 pmAUA - BDL
1 stop7h 15mAmerican Airlines
Deal found 12/10$366
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/116:00 amBDL - AUA
2 stops9h 59mAmerican Airlines
Thu 12/185:55 pmAUA - BDL
2 stops16h 14mAmerican Airlines
Deal found 12/10$369

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 12, 2025.

Round-trip from

$186
(Priceline)

One-way from

$102
(Expedia)

Popular in

December

Cheapest in

January

Average price

$435
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 ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 12, 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

Mon 2/9

6:00 am-4:20 pm

1 stop9h 20m

Saint Thomas Island Cyril E King

Wed 2/25

3:10 pm-9:30 pm

1 stop7h 20m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sun 2/15

5:16 pm-12:10 pm

2 stops17h 54m

Saint Thomas Island Cyril E King

Thu 2/19

5:32 pm-9:05 am

1 stop16h 33m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Wed 2/18

7:00 am-3:04 pm

1 stop7h 04m

Saint Thomas Island Cyril E King

Mon 2/23

4:15 pm-11:56 pm

1 stop8h 41m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Wed 2/18

5:40 am-5:31 pm

2 stops10h 51m

Saint Thomas Island Cyril E King

Mon 2/23

5:32 pm-10:37 am

1 stop18h 05m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 2/9

6:00 am-4:20 pm

1 stop9h 20m

Saint Thomas Island Cyril E King

Thu 2/26

3:10 pm-11:56 pm

1 stop9h 46m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Thu 1/29

7:40 pm-3:06 pm

2 stops18h 26m

Saint Thomas Island Cyril E King

Tue 2/3

6:39 pm-8:29 am

2 stops14h 50m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 2/9

6:00 am-4:20 pm

1 stop9h 20m

Saint Thomas Island Cyril E King

Mon 2/23

4:15 pm-11:56 pm

1 stop8h 41m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Thu 1/29

6:00 am-3:05 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

Tue 2/3

4:15 pm-11:55 pm

1 stop8h 40m

$227

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 1/25

9:55 am-12:36 am

2 stops13h 41m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:05 am-2:22 pm

2 stops13h 17m

$251

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 1/23

3:00 pm-10:22 pm

1 stop6h 22m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-2:24 pm

2 stops13h 19m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

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 12, 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.

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 12, 2025.

The most flights from BDL to 0CB are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 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 12, 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
8,005 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

Entertainment

7.9

Crew

8.5

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

Entertainment

7.9

Crew

8.5

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
7.5
Good
Delta
7.9
Good
8,005 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

Entertainment

7.9

Crew

8.5

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
11,050 reviews
Delta
7.9
Good
8,005 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

Entertainment

7.9

Crew

8.5

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
2,899 reviews
Delta
7.9
Good
8,005 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

Entertainment

7.9

Crew

8.5

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
3,084 reviews
Delta
7.9
Good
8,005 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

Entertainment

7.9

Crew

8.5

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 9h 20m. Your travel time can differ by up to 8h 34m. There are 1692 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 $61. Users have also found prices from $67 and $98 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 - 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 $275 for a flight from Hartford to Caribbean. The cheapest flight overall is $65 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.

See more FAQs

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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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$380FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$110Average$531FlexibilityNo cancel feeOn-time69%
FrontierCheapest$111Average$373FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$116Average$301FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$197Average$585FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$218Average$516FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$262Average$641FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$583FlexibilityNo cancel feeOn-time71%

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