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$90+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 junio 12, 2025.

Round-trip from

$183
(Priceline)

One-way from

$90
(CheapOair)
From Hartford Bradley Intl to Caribbean
Search Deals
One-way flight from Hartford Bradley Intl to Caribbean
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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 junio 12, 2025.

This Priceline deal was found by Cheapflights users on 6/10. 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.
vie. 9/191:11 pmBDL - SJU
1 stop13h 23mFrontier
dom. 9/219:07 amSJU - BDL
1 stop27h 19mFrontier
Deal found 6/10$183
This Priceline deal was found by Cheapflights users on 6/10. 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.
dom. 8/2411:15 amBDL - SJU
1 stop7h 53mMultiple Airlines
dom. 8/315:41 pmSJU - BDL
1 stop14h 29mMultiple Airlines
Deal found 6/10$195
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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.
lun. 8/189:15 amBDL - SJU
1 stop7h 31mSpirit Airlines
lun. 8/255:41 pmSJU - BDL
1 stop14h 29mSpirit Airlines
Deal found 6/11$204
This CheapOair deal was found by Cheapflights users on 6/12. 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.
sáb. 8/168:43 pmBDL - PSE
1 stop11h 43mFrontier
dom. 8/2411:43 amPSE - BDL
1 stop23h 06mFrontier
Deal found 6/12$219
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/304:56 pmBDL - STT
1 stop15h 49mSpirit Airlines
lun. 9/89:40 amSTT - BDL
1 stop6h 21mSpirit Airlines
Deal found 6/10$278
This JetBlue deal was found by Cheapflights users on 6/11. 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.
vie. 10/317:45 pmBDL - SJU
Nonstop3h 49mJetBlue
sáb. 11/155:26 amSJU - BDL
Nonstop4h 10mJetBlue
Deal found 6/11$280
This American Airlines deal was found by Cheapflights users on 6/11. 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.
mar. 9/165:15 amBDL - SJU
2 stops12h 59mAmerican Airlines
mié. 9/246:10 amSJU - BDL
2 stops17h 17mAmerican Airlines
Deal found 6/11$289
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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.
jue. 11/137:00 amBDL - MBJ
Nonstop4h 11mAvelo Airlines
dom. 11/1612:11 pmMBJ - BDL
Nonstop3h 55mAvelo Airlines
Deal found 6/11$298
This Booking.com deal was found by Cheapflights users on 6/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/218:43 pmBDL - PUJ
1 stop12h 08mMultiple Airlines
sáb. 6/285:09 pmPUJ - BDL
1 stop16h 05mMultiple Airlines
Deal found 6/11$320
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/101:20 pmBDL - SJU
1 stop9h 55mSouthwest
sáb. 7/1211:40 amSJU - BDL
1 stop10h 10mSouthwest
Deal found 6/11$324
This Cheapflightsfares deal was found by Cheapflights users on 6/9. 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.
vie. 8/17:00 amBDL - PUJ
Nonstop3h 59mAvelo Airlines
lun. 8/412:29 pmPUJ - BDL
Nonstop3h 59mAvelo Airlines
Deal found 6/9$326
This Priceline deal was found by Cheapflights users on 6/11. 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.
lun. 8/1810:47 amBDL - PUJ
1 stop6h 28mFrontier
jue. 8/216:54 pmPUJ - BDL
1 stop25h 25mFrontier
Deal found 6/11$331

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 junio 12, 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

vie. 9/19

1:11 pm-2:34 am

1 stop13h 23m

San Juan Luis Munoz Marin Intl

dom. 9/21

9:07 am-12:26 pm

1 stop27h 19m

$183

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

dom. 8/24

11:15 am-7:08 pm

1 stop7h 53m

San Juan Luis Munoz Marin Intl

dom. 8/31

5:41 pm-8:10 am

1 stop14h 29m

$195

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

lun. 8/18

9:15 am-4:46 pm

1 stop7h 31m

San Juan Luis Munoz Marin Intl

lun. 8/25

5:41 pm-8:10 am

1 stop14h 29m

$204

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

sáb. 8/16

8:43 pm-8:26 am

1 stop11h 43m

Ponce Mercedita

dom. 8/24

11:43 am-10:49 am

1 stop23h 06m

$219

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

sáb. 8/30

4:56 pm-8:45 am

1 stop15h 49m

Saint Thomas Island Cyril E King

lun. 9/8

9:40 am-4:01 pm

1 stop6h 21m

$278

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

vie. 7/11

7:12 am-3:12 pm

1 stop8h 00m

San Juan Luis Munoz Marin Intl

mar. 7/15

2:55 pm-11:46 pm

1 stop8h 51m

$279

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

mar. 9/16

5:15 am-6:14 pm

2 stops12h 59m

San Juan Luis Munoz Marin Intl

mié. 9/24

6:10 am-11:27 pm

2 stops17h 17m

$289

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

jue. 11/13

7:00 am-11:11 am

Nonstop4h 11m

Montego Bay Sangster Intl

dom. 11/16

12:11 pm-4:06 pm

Nonstop3h 55m

$298

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

jue. 7/10

1:20 pm-11:15 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

sáb. 7/12

11:40 am-9:50 pm

1 stop10h 10m

$324

HartfordPunta Cana

BDL - PUJ

BDLPUJ

Hartford Bradley Intl

vie. 8/1

7:00 am-10:59 am

Nonstop3h 59m

Punta Cana

lun. 8/4

12:29 pm-4:28 pm

Nonstop3h 59m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 junio 12, 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 junio 12, 2025.

The most flights from BDL to 0CB are scheduled on a Thursday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 junio 12, 2025.
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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!
Southwest
8.0
Very good
4,287 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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!
Finnair
7.6
Good
1,290 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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!
Copa Airlines
7.5
Good
1,451 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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.

  • 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 $90. Users have also found prices from $119 and $139 on Spirit Airlines and American Airlines, 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 - Montego Bay Sangster Intl or Hartford Bradley Intl - Oranjestad Reina Beatrix as they are the most popular.

  • What are the cheapest flights from Hartford to Caribbean?

    On average you can expect to pay $258 for a flight from Hartford to Caribbean. The cheapest flight overall is $111 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $195.

  • 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

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.
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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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$388FlexibilityNo cancel feeOn-time65%
FrontierCheapest$101Average$292FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$125Average$290FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$181Average$569FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$543FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$228Average$550FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$277Average$579FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$303Average$716FlexibilityNo cancel feeOn-time63%

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