Caribbean

$77+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
mar. 5 — mar. 121
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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 februar 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
man. 2/237:55 pm
BDL
-
SJU
Nonstop3h 51m
Multiple Airlines
tir. 3/38:05 pm
SJU
-
BDL
1 stop14h 18m
Multiple Airlines
Deal found 2/2$189
This Super.com deal was found by Cheapflights users on 2/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tir. 3/3111:10 am
BDL
-
SJU
Nonstop3h 51m
Frontier
man. 4/612:59 am
SJU
-
BDL
Nonstop4h 06m
Frontier
Deal found 2/1$191
This Frontier deal was found by Cheapflights users on 2/2. 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.
man. 2/2310:52 am
BDL
-
SJU
1 stop12h 51m
Frontier
ons. 2/253:53 am
SJU
-
BDL
1 stop7h 44m
Frontier
Deal found 2/2$192
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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.
fre. 2/207:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
ons. 2/253:53 am
SJU
-
BDL
1 stop7h 44m
Frontier
Deal found 2/1$193
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lør. 2/289:05 pm
BDL
-
SJU
1 stop26h 49m
Frontier
søn. 3/86:00 am
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 2/1$195
This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 3/57:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
søn. 3/86:00 am
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 2/1$196
This Cheapflightsfares deal was found by Cheapflights users on 2/2. 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.
lør. 3/78:08 pm
BDL
-
SJU
1 stop13h 19m
Frontier
tor. 3/126:00 am
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 2/2$197
This eDestinos deal was found by Cheapflights users on 2/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
søn. 2/229:10 pm
BDL
-
SJU
1 stop11h 44m
Frontier
tor. 3/53:55 pm
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 2/1$198
This Frontier deal was found by Cheapflights users on 2/2. 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.
ons. 2/2510:19 am
BDL
-
SJU
1 stop13h 24m
Frontier
ons. 2/253:53 am
SJU
-
BDL
1 stop7h 44m
Frontier
Deal found 2/2$199
This Super.com deal was found by Cheapflights users on 2/2. 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.
tir. 2/107:55 pm
BDL
-
SJU
Nonstop3h 51m
Frontier
fre. 2/133:55 pm
SJU
-
BDL
Nonstop4h 15m
Frontier
Deal found 2/2$200
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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.
tor. 4/306:00 am
BDL
-
SJU
Nonstop3h 53m
Frontier
søn. 5/33:08 am
SJU
-
BDL
1 stop16h 09m
Frontier
Deal found 2/3$201
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
søn. 3/158:08 pm
BDL
-
STT
1 stop17h 18m
Multiple Airlines
ons. 3/182:36 pm
STT
-
BDL
1 stop28h 37m
Multiple Airlines
Deal found 2/1$236

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 februar 3, 2026.

Round-trip from

$189
(Kiwi.com)

One-way from

$77
(Flightnetwork)

Popular in

December

Cheapest in

March

Average price

$315
From Hartford Bradley Intl to Caribbean
One-way flight from Hartford Bradley Intl to Caribbean
Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in February 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 februar 3, 2026.
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

lør. 5/9

6:05 am-8:34 pm

2 stops14h 29m

San Juan Luis Munoz Marin Intl

ons. 5/13

4:55 pm-11:45 pm

1 stop6h 50m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

søn. 2/22

11:55 am-11:58 pm

1 stop11h 03m

San Juan Luis Munoz Marin Intl

ons. 3/4

6:15 am-1:39 pm

1 stop8h 24m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

søn. 4/19

2:21 pm-11:12 pm

1 stop8h 51m

San Juan Luis Munoz Marin Intl

ons. 4/29

1:00 pm-11:59 pm

1 stop10h 59m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

tir. 3/31

6:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

fre. 5/1

1:00 am-2:18 pm

2 stops13h 18m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

søn. 5/3

6:00 am-4:23 pm

1 stop10h 23m

San Juan Luis Munoz Marin Intl

lør. 5/9

1:55 pm-11:35 pm

1 stop9h 40m

$252

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

søn. 3/8

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

ons. 3/11

3:55 pm-9:32 am

1 stop17h 37m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

søn. 3/8

6:00 am-12:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

tor. 3/12

3:55 pm-9:32 am

1 stop17h 37m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

ons. 3/25

6:00 am-12:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

tir. 3/31

3:50 pm-11:59 pm

1 stop8h 09m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

tor. 2/26

8:25 am-4:00 pm

1 stop6h 35m

Simpson Bay Princess Juliana

man. 3/2

3:17 pm-11:08 am

2 stops20h 51m

$270

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

ons. 3/4

5:10 pm-2:19 pm

2 stops20h 09m

Simpson Bay Princess Juliana

tir. 3/10

3:01 pm-9:07 am

1 stop18h 06m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

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 $113). Flying from Hartford to Caribbean in July is currently the most expensive (average of $200). 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 februar 3, 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 24% 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 January 31, 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. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 februar 3, 2026.
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.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

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.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

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.
Avelo Airlines
7.6
Good

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

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.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

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.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

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.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

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?

    United Airlines, Delta, and American Airlines can get you from Hartford to Caribbean in just under 11h 01m. Your travel time can differ by up to 3h 28m. 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 $60. 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 $255 for a flight from Hartford to Caribbean. The cheapest flight overall is $58 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $183.

  • 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 $113). Flying from Hartford to Caribbean in July is currently the most expensive (average of $200). 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 februar 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$93Average$335FlexibilityNo cancel feeOn-time65%
FrontierCheapest$105Average$337FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$110Average$530FlexibilityNo cancel feeOn-time69%
Avelo AirlinesCheapest$116Average$288FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$150Average$532FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$191Average$489FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$262Average$605FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$587FlexibilityNo cancel feeOn-time71%

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