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$82+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$185
(FlightHub)

One-way from

$82
(Cheapflightsfares)
From Hartford Bradley Intl to Caribbean
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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 April 17, 2025.

This FlightHub deal was found by Cheapflights users on 4/17. 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.
Thu 7/109:15 amBDL - SJU
1 stop7h 31mSpirit Airlines
Mon 7/145:41 pmSJU - BDL
1 stop14h 29mSpirit Airlines
Deal found 4/17$185
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Sat 4/262:53 pmBDL - SJU
1 stop8h 53mMultiple Airlines
Tue 5/611:55 amSJU - BDL
Nonstop4h 04mMultiple Airlines
Deal found 4/16$194
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 5/54:59 pmBDL - SJU
Nonstop3h 54mFrontier
Sat 5/1011:55 amSJU - BDL
Nonstop4h 04mFrontier
Deal found 4/16$215
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/812:27 pmBDL - STT
1 stop21h 30mSpirit Airlines
Thu 6/1210:47 amSTT - BDL
1 stop22h 22mSpirit Airlines
Deal found 4/17$251
This JetBlue deal was found by Cheapflights users on 4/16. 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 5/98:03 pmBDL - SJU
Nonstop3h 53mJetBlue
Wed 5/148:35 pmSJU - BDL
Nonstop3h 56mJetBlue
Deal found 4/16$258
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/3012:20 pmBDL - SJU
1 stop11h 34mUnited Airlines
Tue 5/61:05 amSJU - BDL
2 stops13h 10mUnited Airlines
Deal found 4/16$265
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Tue 5/206:16 amBDL - SJU
1 stop6h 29mAmerican Airlines
Sat 5/3111:50 amSJU - BDL
1 stop11h 23mAmerican Airlines
Deal found 4/17$269
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/305:30 amBDL - SJU
1 stop7h 40mDelta
Fri 5/212:50 pmSJU - BDL
1 stop11h 09mDelta
Deal found 4/16$275
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 5/27:00 amBDL - PUJ
Nonstop4h 01mAvelo Airlines
Fri 5/1612:31 pmPUJ - BDL
Nonstop4h 03mAvelo Airlines
Deal found 4/17$276
This Booking.com deal was found by Cheapflights users on 4/16. 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.
Mon 4/287:00 amBDL - PUJ
Nonstop4h 01mMultiple Airlines
Sat 5/312:39 pmPUJ - BDL
1 stop12h 20mMultiple Airlines
Deal found 4/16$286
This Priceline deal was found by Cheapflights users on 4/17. 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 4/265:45 amBDL - PUJ
1 stop5h 59mSpirit Airlines
Fri 5/212:39 pmPUJ - BDL
1 stop11h 36mSpirit Airlines
Deal found 4/17$287
This Southwest deal was found by Cheapflights users on 4/16. 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.
Tue 11/113:40 pmBDL - SJU
1 stop6h 40mSouthwest
Fri 11/146:40 amSJU - BDL
1 stop7h 40mSouthwest
Deal found 4/16$289

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 17, 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

Thu 7/10

9:15 am-4:46 pm

1 stop7h 31m

San Juan Luis Munoz Marin Intl

Mon 7/14

5:41 pm-8:10 am

1 stop14h 29m

$185

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 4/27

5:45 am-4:15 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Tue 5/6

11:55 am-3:59 pm

Nonstop4h 04m

$194

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 5/5

4:59 pm-8:53 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sat 5/10

11:55 am-3:59 pm

Nonstop4h 04m

$215

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sun 6/8

12:27 pm-9:57 am

1 stop21h 30m

Saint Thomas Island Cyril E King

Thu 6/12

10:47 am-9:09 am

1 stop22h 22m

$251

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 5/9

8:03 pm-11:56 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Wed 5/14

8:35 pm-12:31 am

Nonstop3h 56m

$258

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 4/30

12:20 pm-11:54 pm

1 stop11h 34m

San Juan Luis Munoz Marin Intl

Tue 5/6

1:05 am-2:15 pm

2 stops13h 10m

$265

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 5/20

6:16 am-12:45 pm

1 stop6h 29m

San Juan Luis Munoz Marin Intl

Sat 5/31

11:50 am-11:13 pm

1 stop11h 23m

$269

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 4/30

5:30 am-1:10 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Fri 5/2

12:50 pm-11:59 pm

1 stop11h 09m

$275

HartfordPunta Cana

BDL - PUJ

BDLPUJ

Hartford Bradley Intl

Fri 5/2

7:00 am-11:01 am

Nonstop4h 01m

Punta Cana

Fri 5/16

12:31 pm-4:34 pm

Nonstop4h 03m

$276

HartfordPunta Cana

BDL - PUJ

BDLPUJ

Hartford Bradley Intl

Mon 4/28

7:00 am-11:01 am

Nonstop4h 01m

Punta Cana

Sat 5/3

12:39 pm-12:59 am

1 stop12h 20m

$286

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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 December is currently the most expensive (average of $336). 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 17, 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 April 17, 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 April 17, 2025.
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.6
Good
1,409 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 Spirit Airlines. According to our data, you can fly for as low as $82. Users have also found prices from $106 and $129 on Frontier and Avelo 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 - Oranjestad Reina Beatrix or Hartford Bradley Intl - Punta Cana as they are the most popular.

  • What are the cheapest flights from Hartford to Caribbean?

    On average you can expect to pay $254 for a flight from Hartford to Caribbean. The cheapest flight overall is $80 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $185.

  • 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 December is currently the most expensive (average of $336). 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.
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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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$91Average$412FlexibilityNo cancel feeOn-time65%
FrontierCheapest$103Average$281FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$133Average$295FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$176Average$575FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$542FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$568FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$277Average$584FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$303Average$725FlexibilityNo cancel feeOn-time63%

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