Caribbean

$88+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
May 2 — May 91
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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 April 2, 2026.

This Frontier deal was found by Cheapflights users on 4/1. 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 4/248:42 pm
BDL
-
SJU
1 stop13h 12m
Frontier
Tue 4/2812:59 am
SJU
-
BDL
Nonstop4h 06m
Frontier
Deal found 4/1$187
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 5/18:42 pm
BDL
-
SJU
1 stop12h 11m
Frontier
Mon 5/412:59 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 3/31$190
This Expedia deal was found by Cheapflights users on 3/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:42 pm
BDL
-
SJU
1 stop16h 57m
Frontier
Fri 5/812:59 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 3/31$191
This eDestinos deal was found by Cheapflights users on 3/31. 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 4/178:42 pm
BDL
-
SJU
1 stop26h 06m
Frontier
Mon 4/206:30 am
SJU
-
BDL
1 stop13h 35m
Frontier
Deal found 3/31$192
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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 5/38:42 pm
BDL
-
SJU
1 stop29h 19m
Frontier
Sat 5/96:00 am
SJU
-
BDL
1 stop13h 05m
Frontier
Deal found 3/30$193
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/275:52 pm
BDL
-
SJU
1 stop8h 09m
Frontier
Sat 5/212:59 am
SJU
-
BDL
Nonstop4h 06m
Frontier
Deal found 3/31$194
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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.
Tue 4/216:00 am
BDL
-
SJU
Nonstop3h 53m
Frontier
Tue 5/1912:59 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/1$195
This Priceline deal was found by Cheapflights users on 3/31. 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 4/208:50 pm
BDL
-
SJU
1 stop13h 04m
Frontier
Wed 4/2912:59 am
SJU
-
BDL
Nonstop4h 06m
Frontier
Deal found 3/31$197
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Wed 4/156:00 am
BDL
-
SJU
Nonstop3h 53m
Frontier
Mon 4/206:30 am
SJU
-
BDL
1 stop13h 35m
Frontier
Deal found 3/31$198
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 4/276:00 am
BDL
-
SJU
Nonstop3h 53m
Frontier
Thu 4/3012:59 am
SJU
-
BDL
Nonstop4h 06m
Frontier
Deal found 3/31$201
This Priceline deal was found by Cheapflights users on 3/28. 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 4/275:52 pm
BDL
-
BQN
1 stop7h 51m
Frontier
Sun 5/32:38 am
BQN
-
BDL
1 stop17h 19m
Frontier
Deal found 3/28$212
This Priceline deal was found by Cheapflights users on 3/31. 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 4/119:46 pm
BDL
-
BQN
1 stop28h 07m
Frontier
Sun 4/192:38 am
BQN
-
BDL
1 stop17h 27m
Frontier
Deal found 3/31$233

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 April 2, 2026.

Round-trip from

$187
(Frontier)

One-way from

$88
(Priceline)

Popular in

December

Cheapest in

January

Average price

$341
From Hartford Bradley Intl to Caribbean
One-way flight from Hartford Bradley Intl to Caribbean
Highest demand for flights based on searches. 3% potential increase in price ($11 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 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 April 2, 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

HartfordAguadilla

BDL - BQN

BDLBQN

Hartford Bradley Intl

Mon 4/27

5:52 pm-1:43 am

1 stop7h 51m

Aguadilla Borinquen

Sun 5/3

2:38 am-7:57 pm

1 stop17h 19m

$212

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 5/4

7:00 am-2:48 pm

1 stop7h 48m

Saint Thomas Island Cyril E King

Tue 5/12

3:01 pm-12:33 am

1 stop9h 32m

$260

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Wed 4/29

6:00 am-3:31 pm

1 stop9h 31m

Saint Thomas Island Cyril E King

Wed 5/6

2:10 pm-11:44 pm

2 stops9h 34m

$260

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Tue 5/5

8:00 am-2:48 pm

1 stop6h 48m

Saint Thomas Island Cyril E King

Tue 5/12

3:01 pm-12:33 am

1 stop9h 32m

$260

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Wed 4/15

6:00 am-3:31 pm

1 stop9h 31m

Saint Thomas Island Cyril E King

Tue 4/21

1:22 pm-11:59 pm

2 stops10h 37m

$260

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Thu 5/14

5:45 am-4:15 pm

1 stop10h 30m

Saint Thomas Island Cyril E King

Mon 5/18

5:05 pm-10:12 am

2 stops17h 07m

$280

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Tue 5/5

7:23 pm-12:35 pm

1 stop17h 12m

Saint Thomas Island Cyril E King

Thu 5/14

2:05 pm-11:59 pm

1 stop9h 54m

$280

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Fri 4/24

7:44 pm-4:49 pm

2 stops21h 05m

Simpson Bay Princess Juliana

Wed 4/29

3:50 pm-11:59 pm

1 stop8h 09m

$327

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 4/26

6:00 am-2:05 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Wed 4/29

1:35 pm-11:59 pm

1 stop10h 24m

$327

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 4/26

6:00 am-12:40 pm

1 stop6h 40m

Simpson Bay Princess Juliana

Fri 5/1

2:25 pm-7:55 am

2 stops17h 30m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

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

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 $109). Flying from Hartford to Caribbean in May is currently the most expensive (average of $198). 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 April 2, 2026.

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 9% on your trip compared to booking a flight at noon.

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 March 28, 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. Tuesday 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 April 2, 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 April 2, 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.

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

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.

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

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.

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

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.

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

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.

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

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.

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

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?

    Frontier, Delta, and United Airlines can get you from Hartford to Caribbean in just under 7h 48m. Your travel time can differ by up to 1h 43m. 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 $66. Users have also found prices from $86 and $88 on JetBlue and Spirit 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 $504 for a flight from Hartford to Caribbean. The cheapest flight overall is $99 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $218.

  • 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 $109). Flying from Hartford to Caribbean in May is currently the most expensive (average of $198). 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.

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 April 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$330FlexibilityNo cancel feeOn-time65%
FrontierCheapest$101Average$345FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$110Average$495FlexibilityNo cancel feeOn-time69%
Avelo AirlinesCheapest$112Average$326FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$150Average$455FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$214Average$490FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$262Average$609FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$569FlexibilityNo cancel feeOn-time71%

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