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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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jun 28 — Jul 51
Sat 6/28
Sat 7/5
1 adult, Economy
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Cheap 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 June 23, 2025.

Round-trip from

$146
(Priceline)

One-way from

$84
(Frontier)
From Hartford Bradley Intl to Caribbean Islands
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One-way flight from Hartford Bradley Intl to Caribbean Islands
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Find 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 June 23, 2025.

This Priceline deal was found by Cheapflights users on 6/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1410:47 amBDL - STT
1 stop5h 42mFrontier
Fri 7/185:14 pmSTT - BDL
1 stop17h 06mFrontier
Deal found 6/23$146
This CheapOair deal was found by Cheapflights users on 6/21. 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.
Sat 8/2311:44 amBDL - PSE
1 stop23h 14mFrontier
Thu 8/2810:14 amPSE - BDL
1 stop24h 35mFrontier
Deal found 6/21$169
This SmartFares deal was found by Cheapflights users on 6/22. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/302:45 pmBDL - SJU
1 stop9h 59mSpirit Airlines
Sat 9/65:41 pmSJU - BDL
1 stop14h 29mSpirit Airlines
Deal found 6/22$198
This Priceline deal was found by Cheapflights users on 6/21. 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 9/19:09 pmBDL - SJU
Nonstop3h 55mMultiple Airlines
Mon 9/85:41 pmSJU - BDL
1 stop14h 29mMultiple Airlines
Deal found 6/21$203
This FlightHub deal was found by Cheapflights users on 6/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/249:09 pmBDL - SJU
Nonstop3h 55mFrontier
Wed 8/2711:17 amSJU - BDL
Nonstop4h 00mFrontier
Deal found 6/22$216
This FlightHub deal was found by Cheapflights users on 6/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1410:47 amBDL - STT
1 stop5h 42mMultiple Airlines
Fri 7/184:05 pmSTT - BDL
2 stops23h 08mMultiple Airlines
Deal found 6/23$277
This JetBlue deal was found by Cheapflights users on 6/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:20 pmBDL - SJU
Nonstop3h 50mJetBlue
Sat 11/16:00 amSJU - BDL
Nonstop3h 56mJetBlue
Deal found 6/23$280
This FlightHub deal was found by Cheapflights users on 6/21. 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.
Sat 8/305:30 pmBDL - STT
1 stop16h 44mSpirit Airlines
Mon 9/89:40 amSTT - BDL
1 stop6h 21mSpirit Airlines
Deal found 6/21$287
This Cheapflightsfares deal was found by Cheapflights users on 6/21. 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.
Thu 11/137:00 amBDL - MBJ
Nonstop4h 11mAvelo Airlines
Sun 11/1612:11 pmMBJ - BDL
Nonstop3h 55mAvelo Airlines
Deal found 6/21$298
This Cheapflightsfares deal was found by Cheapflights users on 6/21. 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 8/187:00 amBDL - PUJ
Nonstop3h 59mAvelo Airlines
Fri 8/2212:29 pmPUJ - BDL
Nonstop3h 59mAvelo Airlines
Deal found 6/21$306
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Fri 10/36:00 amBDL - SJU
2 stops12h 15mAmerican Airlines
Tue 10/71:55 pmSJU - BDL
2 stops9h 33mAmerican Airlines
Deal found 6/21$329
This CheapOair deal was found by Cheapflights users on 6/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1811:35 amBDL - PUJ
1 stop26h 55mSpirit Airlines
Fri 8/2211:06 amPUJ - BDL
1 stop12h 00mSpirit Airlines
Deal found 6/23$331

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 June 23, 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 7/14

10:47 am-4:29 pm

1 stop5h 42m

Saint Thomas Island Cyril E King

Fri 7/18

5:14 pm-10:20 am

1 stop17h 06m

$146

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Sat 8/23

11:44 am-10:58 am

1 stop23h 14m

Ponce Mercedita

Thu 8/28

10:14 am-10:49 am

1 stop24h 35m

$169

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 8/30

2:45 pm-12:44 am

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Sat 9/6

5:41 pm-8:10 am

1 stop14h 29m

$198

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 9/1

9:09 pm-1:04 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Mon 9/8

5:41 pm-8:10 am

1 stop14h 29m

$203

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 8/24

9:09 pm-1:04 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Wed 8/27

11:17 am-3:17 pm

Nonstop4h 00m

$216

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 7/14

10:47 am-4:29 pm

1 stop5h 42m

Saint Thomas Island Cyril E King

Fri 7/18

4:05 pm-3:13 pm

2 stops23h 08m

$277

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 9/14

5:20 pm-9:10 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 9/19

6:33 pm-10:29 pm

Nonstop3h 56m

$280

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sat 8/30

5:30 pm-10:14 am

1 stop16h 44m

Saint Thomas Island Cyril E King

Mon 9/8

9:40 am-4:01 pm

1 stop6h 21m

$287

HartfordPunta Cana

BDL - PUJ

BDLPUJ

Hartford Bradley Intl

Mon 8/18

7:00 am-10:59 am

Nonstop3h 59m

Punta Cana

Fri 8/22

12:29 pm-4:28 pm

Nonstop3h 59m

$306

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 9/21

6:00 am-2:59 pm

1 stop8h 59m

San Juan Luis Munoz Marin Intl

Sun 9/28

6:10 am-10:57 pm

1 stop16h 47m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/22

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, September is the cheapest month in which you can book a flight from Hartford to Caribbean Islands (average of $254). Flying from Hartford to Caribbean Islands 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 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 June 23, 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 Islands as you normally would.

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 June 23, 2025.

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

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 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 June 23, 2025.
To help decide which airline to fly from Hartford to Caribbean Islands, see what other customers have to say about Southwest, Delta and Aeromexico. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,278 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,965 reviews
Southwest
8.0
Very good
4,278 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Aeromexico
7.5
Good
1,717 reviews
Southwest
8.0
Very good
4,278 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Avelo Airlines
7.4
Good
Southwest
8.0
Very good
4,278 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,831 reviews
Southwest
8.0
Very good
4,278 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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 ($84), Spirit Airlines ($118), and Avelo Airlines ($129).

  • 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 - Montego Bay Sangster Intl and Hartford Bradley Intl - Oranjestad Reina Beatrix.

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

    While on average a flight from Hartford to Caribbean Islands is generally $279, our data shows the cheapest flight currently is $126. When looking at the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $198 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, September is the cheapest month in which you can book a flight from Hartford to Caribbean Islands (average of $254). Flying from Hartford to Caribbean Islands 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.

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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 June 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$385FlexibilityNo cancel feeOn-time65%
FrontierCheapest$101Average$289FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$125Average$291FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$181Average$567FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$541FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$228Average$562FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$277Average$580FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$289Average$705FlexibilityNo cancel feeOn-time63%

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