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Caribbean Islands

$84+ Cheap flights from Hartford (BDL) to Caribbean Islands

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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Hartford to Caribbean Islands

Cheapest flights from Hartford to Caribbean Islands
Explore the most affordable flight options available from Hartford to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Priceline deal was found by Cheapflights users on 12/16. 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 12/247:10 pmBDL - SJU
Nonstop3h 49mMultiple Airlines
Sat 12/276:00 amSJU - BDL
Nonstop4h 08mMultiple Airlines
Deal found 12/16$192
This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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 12/224:30 pmBDL - SJU
1 stop15h 09mFrontier
Fri 12/266:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/15$200
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 12/2112:05 pmBDL - SJU
1 stop12h 32mFrontier
Thu 12/256:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/17$231
This Priceline deal was found by Cheapflights users on 12/17. 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.
Fri 12/194:30 pmBDL - SJU
1 stop15h 09mFrontier
Fri 12/266:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/17$232
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Fri 12/194:30 pmBDL - SJU
1 stop15h 09mFrontier
Thu 12/256:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/17$233
This Super.com deal was found by Cheapflights users on 12/17. 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 12/224:30 pmBDL - SJU
1 stop9h 09mFrontier
Wed 12/246:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/17$234
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 12/2112:05 pmBDL - SJU
1 stop12h 32mFrontier
Sat 12/276:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/17$241
This Mytrip deal was found by Cheapflights users on 12/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/194:30 pmBDL - SJU
1 stop15h 09mFrontier
Sat 12/276:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/15$242
This CheapOair deal was found by Cheapflights users on 12/16. 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.
Fri 12/194:30 pmBDL - SJU
1 stop15h 09mFrontier
Sun 12/286:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/16$243
This Priceline deal was found by Cheapflights users on 12/17. 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.
Sun 12/2112:05 pmBDL - SJU
1 stop12h 32mFrontier
Tue 12/236:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 12/17$245
This JetBlue deal was found by Cheapflights users on 12/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:00 amBDL - SXM
1 stop6h 11mJetBlue
Mon 1/52:26 pmSXM - BDL
1 stop10h 33mJetBlue
Deal found 12/17$321
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/187:30 amBDL - PUJ
1 stop8h 16mDelta
Sun 12/284:00 pmPUJ - BDL
1 stop8h 14mDelta
Deal found 12/17$348

Find flight deals from Hartford to Caribbean Islands

Keep the following information in mind while searching for Hartford to Caribbean Islands flight deals. Data was last updated December 18, 2025.

Round-trip from

$187
(Kiwi.com)

One-way from

$84
(JetBlue)

Popular in

December

Cheapest in

January

Average price

$429
From Hartford Bradley Intl to Caribbean Islands
Search Deals
One-way flight from Hartford Bradley Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 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 Islands 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 18, 2025.
Use the filters below to find and compare flights from Hartford to Caribbean Islands that are best for you.

Fly from

Hartford

Fly to

Caribbean Islands

Route

Depart

Return

Price

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 1/19

7:20 am-4:10 pm

1 stop7h 50m

Saint Thomas Island Cyril E King

Wed 1/28

3:10 pm-11:55 pm

1 stop9h 45m

$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

3:10 pm-11:55 pm

1 stop9h 45m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Wed 1/21

7:20 am-4:10 pm

1 stop7h 50m

Saint Thomas Island Cyril E King

Tue 1/27

3:10 pm-11:55 pm

1 stop9h 45m

$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

Wed 1/28

3:10 pm-11:55 pm

1 stop9h 45m

$227

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

Sun 2/8

6:00 am-9:05 am

Nonstop4h 05m

$244

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

Fri 2/6

6:00 am-9:05 am

Nonstop4h 05m

$244

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/1

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

$251

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Thu 1/22

2:49 pm-11:45 pm

1 stop7h 56m

San Juan Luis Munoz Marin Intl

Mon 1/26

6:15 am-1:42 pm

1 stop8h 27m

$251

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Thu 2/26

6:00 am-3:15 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Thu 3/5

3:33 pm-12:24 am

1 stop9h 51m

$257

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 1/11

6:00 am-1:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Sat 1/17

5:00 pm-11:44 pm

1 stop7h 44m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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

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

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

Currently, June is the cheapest month in which you can book a flight from Hartford to Caribbean Islands (average of $118). Flying from Hartford to Caribbean Islands 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 EPX?

Find hourly flight availability from Hartford to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

One of the essential ways to save on airfare from Hartford to Caribbean Islands is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 36% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Hartford to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Hartford to Caribbean Islands 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 Islands

Explore weekly flight availability from Hartford to Caribbean Islands. 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 18, 2025.

The most flights from BDL to zzEPX are scheduled on a Thursday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated December 18, 2025.
Read reviews from past customers who have flown Delta, Avelo Airlines, and United Airlines from Hartford to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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.
United Airlines
7.4
Good
9,091 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
2,896 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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 Islands. 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 Islands?

    Hartford Bradley Intl (BDL) is the airport you will fly out of if you book a flight from Hartford to Caribbean Islands. It is only a 11.9 mi journey to Bradley Intl (BDL) from Hartford’s city center.

  • How long is the flight from Hartford to Caribbean Islands?

    Delta, JetBlue, and United Airlines can get you from Hartford to Caribbean Islands in just under 3h 51m. Your travel time can differ by up to 7h 36m. There are 1669 mi between Hartford and Caribbean Islands. 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 Islands one-way?

    The cheapest airlines for a one-way flight from Hartford to Caribbean Islands are Frontier ($63), Spirit Airlines ($67), and Avelo Airlines ($97).

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

    The most popular flight routes from Hartford to Caribbean Islands are Hartford Bradley Intl - San Juan Luis Munoz Marin Intl, Hartford Bradley Intl - Oranjestad Reina Beatrix and Hartford Bradley Intl - Punta Cana.

  • What are the cheapest flights from Hartford to Caribbean Islands?

    While on average a flight from Hartford to Caribbean Islands is generally $286, our data shows the cheapest flight currently is $65. When looking at the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $182 for that flight.

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Hartford to Caribbean Islands (average of $118). Flying from Hartford to Caribbean Islands 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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Top 8 airlines flying from Hartford to Caribbean Islands

Discover the top 8 airlines that operate flights from Hartford to Caribbean Islands. 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$351FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$110Average$528FlexibilityNo cancel feeOn-time69%
FrontierCheapest$112Average$374FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$116Average$302FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$214Average$585FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$219Average$510FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$262Average$637FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$586FlexibilityNo cancel feeOn-time71%

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