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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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$193
(eDestinos)

One-way from

$102
(Priceline)

Popular in

December

Cheapest in

January

Average price

$310
From Hartford Bradley Intl to Caribbean
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One-way flight from Hartford Bradley Intl to Caribbean
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 15, 2025.

This Trip.com deal was found by Cheapflights users on 9/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/228:15 amBDL - SJU
Nonstop3h 49mJetBlue
Tue 10/286:01 amSJU - BDL
Nonstop4h 03mJetBlue
Deal found 9/13$235
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 11/167:00 amBDL - MBJ
Nonstop4h 11mAvelo Airlines
Sun 11/2311:41 amMBJ - BDL
Nonstop3h 55mAvelo Airlines
Deal found 9/14$240
This Trip.com deal was found by Cheapflights users on 9/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:20 pmBDL - SJU
Nonstop3h 50mJetBlue
Sat 11/16:01 amSJU - BDL
Nonstop4h 03mJetBlue
Deal found 9/13$248
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 12/1210:03 amBDL - SJU
Nonstop3h 56mFrontier
Mon 12/156:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 9/13$252
This Priceline deal was found by Cheapflights users on 9/13. 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.
Tue 10/218:15 amBDL - SJU
Nonstop3h 49mJetBlue
Wed 10/296:01 amSJU - BDL
Nonstop4h 03mJetBlue
Deal found 9/13$254
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 11/67:36 pmBDL - SJU
1 stop28h 56mFrontier
Thu 11/203:12 pmSJU - BDL
Nonstop4h 05mFrontier
Deal found 9/13$259
This Priceline deal was found by Cheapflights users on 9/14. 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 10/227:15 amBDL - SJU
1 stop7h 39mJetBlue
Sat 10/256:33 pmSJU - BDL
Nonstop3h 56mJetBlue
Deal found 9/14$261
This CheapOair deal was found by Cheapflights users on 9/13. 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 12/810:03 amBDL - SJU
Nonstop3h 56mFrontier
Sat 12/139:32 pmSJU - BDL
1 stop23h 08mFrontier
Deal found 9/13$262
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/224:00 pmBDL - SJU
1 stop7h 59mAmerican Airlines
Wed 10/292:35 pmSJU - BDL
2 stops9h 03mAmerican Airlines
Deal found 9/13$263
This eDestinos deal was found by Cheapflights users on 9/13. 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.
Thu 10/168:31 pmBDL - SJU
1 stop14h 07mFrontier
Thu 10/239:06 pmSJU - BDL
1 stop21h 48mFrontier
Deal found 9/13$266
This Priceline deal was found by Cheapflights users on 9/13. 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 10/157:15 amBDL - SJU
1 stop7h 39mJetBlue
Mon 10/206:00 amSJU - BDL
1 stop16h 29mJetBlue
Deal found 9/13$267
This Priceline deal was found by Cheapflights users on 9/14. 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.
Sat 10/117:10 amBDL - SJU
1 stop17h 47mJetBlue
Wed 10/296:01 amSJU - BDL
Nonstop4h 03mJetBlue
Deal found 9/14$268

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 September 15, 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

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 10/22

7:15 am-4:55 pm

1 stop9h 40m

San Juan Luis Munoz Marin Intl

Tue 10/28

6:01 am-10:04 am

Nonstop4h 03m

$261

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 10/21

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Wed 10/29

4:50 pm-11:59 pm

1 stop7h 09m

$263

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 10/31

4:15 pm-8:10 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Fri 11/7

6:00 am-9:04 am

Nonstop4h 04m

$267

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 10/4

7:10 am-4:43 pm

1 stop9h 33m

San Juan Luis Munoz Marin Intl

Sat 10/11

2:25 pm-10:29 pm

1 stop8h 04m

$267

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 12/8

4:15 pm-9:10 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sat 12/13

7:00 am-10:05 am

Nonstop4h 05m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 11/1

4:15 pm-8:10 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sat 11/15

6:00 am-9:04 am

Nonstop4h 04m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 11/8

4:15 pm-9:10 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sat 11/15

6:00 am-9:04 am

Nonstop4h 04m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 10/22

1:45 pm-10:45 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Mon 10/27

5:50 am-12:10 pm

1 stop6h 20m

$281

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 9/20

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Sat 9/27

4:55 pm-11:37 pm

1 stop6h 42m

$281

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 10/24

5:20 pm-9:10 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sat 11/1

6:01 am-10:04 am

Nonstop4h 03m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, September is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $254). Flying from Hartford to Caribbean in June is currently the most expensive (average of $339). 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Hartford to Caribbean as you normally would.

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 September 15, 2025.

The most flights from BDL to 0CB are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, 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 September 15, 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
8.0
Very good
7,956 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Avelo Airlines
7.5
Good
Delta
8.0
Very good
7,956 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,956 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.2
Good
2,912 reviews
Delta
8.0
Very good
7,956 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.8
Fair
3,173 reviews
Delta
8.0
Very good
7,956 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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?

    JetBlue, United Airlines, and American Airlines can get you from Hartford to Caribbean in just under 6h 03m. Your travel time can differ by up to 3h 37m. 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 Southwest. According to our data, you can fly for as low as $132. Users have also found prices from $143 and $166 on Spirit Airlines and JetBlue, 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 - Montego Bay Sangster Intl as they are the most popular.

  • What are the cheapest flights from Hartford to Caribbean?

    On average you can expect to pay $310 for a flight from Hartford to Caribbean. The cheapest flight overall is $116 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $214.

  • 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, September is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $254). Flying from Hartford to Caribbean in June is currently the most expensive (average of $339). 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$397FlexibilityNo cancel feeOn-time65%
FrontierCheapest$103Average$358FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$116Average$297FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$197Average$585FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$200Average$551FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$228Average$564FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$262Average$695FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$277Average$590FlexibilityNo cancel feeOn-time71%

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