Caribbean

$94+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
mai 27 — jun 31
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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 abril 27, 2026.

This eDestinos deal was found by Cheapflights users on 4/24. 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.
sex 6/122:10 pm
BDL
-
SJU
Nonstop3h 55m
Frontier
seg 6/158:55 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 4/24$179
This Super.com deal was found by Cheapflights users on 4/27. 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.
ter 5/56:00 am
BDL
-
SJU
Nonstop4h 04m
Frontier
seg 5/1112:59 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/27$180
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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.
seg 5/46:00 am
BDL
-
SJU
Nonstop3h 53m
Frontier
seg 5/1812:59 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/22$181
This Frontier deal was found by Cheapflights users on 4/27. 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.
ter 5/56:00 am
BDL
-
SJU
Nonstop4h 04m
Frontier
seg 5/1812:59 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/27$182
This eDestinos deal was found by Cheapflights users on 4/25. 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.
ter 6/21:48 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
sex 6/198:55 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 4/25$183
This Super.com deal was found by Cheapflights users on 4/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 5/38:42 pm
BDL
-
SJU
1 stop13h 12m
Frontier
ter 5/512:59 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/25$184
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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.
sáb 5/167:43 pm
BDL
-
SJU
1 stop12h 21m
Frontier
sáb 6/68:33 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/22$186
This Vliegwinkel deal was found by Cheapflights users on 4/22. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 5/241:48 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
qua 6/38:33 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/22$187
This Cheapflightsfares deal was found by Cheapflights users on 4/23. 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.
qui 4/306:00 am
BDL
-
SJU
Nonstop3h 53m
Frontier
qui 5/146:09 pm
SJU
-
BDL
1 stop22h 50m
Frontier
Deal found 4/23$188
This Frontier deal was found by Cheapflights users on 4/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 5/26:00 am
BDL
-
SJU
Nonstop3h 53m
Frontier
sáb 5/96:00 am
SJU
-
BDL
1 stop12h 58m
Frontier
Deal found 4/24$189
This Super.com deal was found by Cheapflights users on 4/27. 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.
qua 5/271:48 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
qua 6/38:33 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/27$190
This Priceline deal was found by Cheapflights users on 4/25. 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.
sáb 5/166:00 am
BDL
-
PUJ
1 stop28h 35m
Frontier
sáb 5/239:29 pm
PUJ
-
BDL
1 stop15h 15m
Frontier
Deal found 4/25$252

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 abril 27, 2026.

Round-trip from

$179
(eDestinos)

One-way from

$94
(eDestinos)

Popular in

December

Cheapest in

January

Average price

$358
From Hartford Bradley Intl to Caribbean
One-way flight from Hartford Bradley Intl to Caribbean
Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 abril 27, 2026.
Use the filters below to find and compare flights from Hartford to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

qui 5/14

3:06 pm-11:35 am

1 stop20h 29m

Saint Thomas Island Cyril E King

seg 5/18

11:27 am-11:41 pm

1 stop12h 14m

$341

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

qui 10/1

7:30 pm-12:50 pm

2 stops17h 20m

Saint Thomas Island Cyril E King

seg 10/5

1:50 pm-7:52 am

2 stops18h 02m

$354

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

sáb 5/16

6:05 am-3:10 pm

1 stop10h 05m

Montego Bay Sangster Intl

sáb 5/23

4:33 pm-10:21 am

2 stops16h 48m

$357

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

sáb 9/26

6:30 pm-11:43 am

2 stops18h 13m

Montego Bay Sangster Intl

dom 10/4

2:40 pm-9:37 am

2 stops17h 57m

$357

HartfordPunta Cana

BDL - PUJ

BDLPUJ

Hartford Bradley Intl

ter 8/18

6:00 am-12:40 pm

1 stop6h 40m

Punta Cana

sáb 8/22

2:20 pm-9:37 am

2 stops19h 17m

$357

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

qua 8/5

12:12 pm-8:34 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

qua 8/12

4:55 pm-11:57 pm

1 stop7h 02m

$358

HartfordOranjestad

BDL - AUA

BDLAUA

Hartford Bradley Intl

ter 5/26

6:00 am-4:40 pm

2 stops10h 40m

Oranjestad Reina Beatrix

qui 5/28

4:30 pm-11:59 pm

1 stop7h 29m

$361
Quickest round-trip

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

dom 5/10

6:05 am-12:20 pm

1 stop6h 15m

Saint Thomas Island Cyril E King

qua 5/13

4:45 pm-11:44 pm

1 stop6h 59m

$370

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

sex 7/3

6:00 am-3:10 pm

1 stop10h 10m

Montego Bay Sangster Intl

ter 7/7

4:12 pm-11:59 pm

1 stop6h 47m

$374

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

qua 9/2

7:24 pm-12:52 pm

2 stops17h 28m

Saint Thomas Island Cyril E King

ter 9/8

1:49 pm-11:55 am

2 stops22h 06m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Hartford to Caribbean?

Booking 30 days in advance of your planned departure date is, on average, the best time to get cheap flights from Hartford to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, May is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $324). Flying from Hartford to Caribbean in September is currently the most expensive (average of $509). 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 abril 27, 2026.

A simple way to save on the total cost of your ticket is to fly from Hartford to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight in the evening.

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 April 25, 2026.

Travelers seeking maximum savings on their Hartford to Caribbean flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday mornings 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 abril 27, 2026.

The most flights from BDL to 0CB are scheduled on a Monday (3 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

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 abril 27, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.9

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.

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.9

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.

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.9

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.

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.9

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.

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.9

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.

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.9

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?

    American Airlines, United Airlines, and Delta can get you from Hartford to Caribbean in just under 7h 28m. Your travel time can differ by up to 13h 01m. There are 1634 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 $66. Users have also found prices from $86 and $88 on JetBlue and American Airlines, respectively.

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

  • What are the cheapest flights from Hartford to Caribbean?

    On average you can expect to pay $406 for a flight from Hartford to Caribbean. The cheapest flight overall is $93 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $165.

  • 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, May is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $324). Flying from Hartford to Caribbean in September is currently the most expensive (average of $509). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 abril 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$101Average$347FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$110Average$490FlexibilityNo cancel feeOn-time69%
Avelo AirlinesCheapest$112Average$330FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$113Average$301FlexibilityNo cancel feeOn-time65%
DeltaCheapest$150Average$468FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$221Average$527FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$262Average$614FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$547FlexibilityNo cancel feeOn-time71%

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