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$99+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$185
(Priceline)

One-way from

$99
(Expedia)
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 July 3, 2025.

This Priceline deal was found by Cheapflights users on 6/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2411:05 amBDL - SJU
1 stop15h 45mFrontier
Sat 8/304:24 pmSJU - BDL
Nonstop4h 00mFrontier
Deal found 6/30$185
This Priceline deal was found by Cheapflights users on 6/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2111:05 amBDL - SJU
1 stop15h 45mMultiple Airlines
Wed 8/272:11 amSJU - BDL
1 stop9h 10mMultiple Airlines
Deal found 6/30$186
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Mon 8/186:45 amBDL - SJU
1 stop7h 32mSpirit Airlines
Wed 8/202:11 amSJU - BDL
1 stop9h 10mSpirit Airlines
Deal found 7/2$204
This Booking.com deal was found by Cheapflights users on 7/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/44:08 pmBDL - STT
1 stop17h 40mSpirit Airlines
Tue 8/1210:43 amSTT - BDL
1 stop12h 46mSpirit Airlines
Deal found 7/3$262
This Priceline deal was found by Cheapflights users on 7/1. 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.
Sun 7/278:43 pmBDL - BQN
1 stop13h 38mFrontier
Sun 8/32:59 amBQN - BDL
1 stop16h 54mFrontier
Deal found 7/1$264
This Cheapflightsfares deal was found by Cheapflights users on 7/3. 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.
Mon 8/187:00 amBDL - PUJ
Nonstop3h 59mAvelo Airlines
Fri 8/2212:29 pmPUJ - BDL
Nonstop3h 59mAvelo Airlines
Deal found 7/3$276
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Thu 11/137:00 amBDL - MBJ
Nonstop4h 11mAvelo Airlines
Sun 11/1612:11 pmMBJ - BDL
Nonstop3h 55mAvelo Airlines
Deal found 7/2$298
This Priceline deal was found by Cheapflights users on 7/3. 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 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 7/3$302
This JetBlue deal was found by Cheapflights users on 7/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/243:23 pmBDL - BQN
1 stop8h 36mJetBlue
Thu 7/315:01 amBQN - BDL
1 stop9h 27mJetBlue
Deal found 7/1$314
This CheapOair deal was found by Cheapflights users on 7/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1812:53 pmBDL - PUJ
1 stop26h 07mSpirit Airlines
Fri 8/224:05 pmPUJ - BDL
1 stop18h 20mSpirit Airlines
Deal found 7/3$319
This American Airlines deal was found by Cheapflights users on 7/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/15:50 amBDL - STT
1 stop10h 10mAmerican Airlines
Fri 9/55:10 pmSTT - BDL
2 stops19h 23mAmerican Airlines
Deal found 7/3$339
This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1512:53 pmBDL - MBJ
1 stop23h 21mSpirit Airlines
Fri 8/2212:19 pmMBJ - BDL
1 stop21h 06mSpirit Airlines
Deal found 7/2$345

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 July 3, 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

Sun 8/24

11:05 am-2:50 am

1 stop15h 45m

San Juan Luis Munoz Marin Intl

Sat 8/30

4:24 pm-8:24 pm

Nonstop4h 00m

$185

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Thu 8/21

11:05 am-2:50 am

1 stop15h 45m

San Juan Luis Munoz Marin Intl

Wed 8/27

2:11 am-11:21 am

1 stop9h 10m

$186

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 8/18

6:45 am-2:17 pm

1 stop7h 32m

San Juan Luis Munoz Marin Intl

Wed 8/20

2:11 am-11:21 am

1 stop9h 10m

$204

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 8/4

4:08 pm-9:48 am

1 stop17h 40m

Saint Thomas Island Cyril E King

Tue 8/12

10:43 am-11:29 pm

1 stop12h 46m

$262

HartfordAguadilla

BDL - BQN

BDLBQN

Hartford Bradley Intl

Sun 7/27

8:43 pm-10:21 am

1 stop13h 38m

Aguadilla Borinquen

Sun 8/3

2:59 am-7:53 pm

1 stop16h 54m

$264

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

$276

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Thu 11/13

7:00 am-11:11 am

Nonstop4h 11m

Montego Bay Sangster Intl

Sun 11/16

12:11 pm-4:06 pm

Nonstop3h 55m

$298

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

$302

HartfordAguadilla

BDL - BQN

BDLBQN

Hartford Bradley Intl

Thu 7/24

3:23 pm-11:59 pm

1 stop8h 36m

Aguadilla Borinquen

Thu 7/31

5:01 am-2:28 pm

1 stop9h 27m

$314

HartfordPunta Cana

BDL - PUJ

BDLPUJ

Hartford Bradley Intl

Mon 8/18

12:53 pm-3:00 pm

1 stop26h 07m

Punta Cana

Fri 8/22

4:05 pm-10:25 am

1 stop18h 20m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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 July 3, 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.

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 July 3, 2025.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Southwest, Delta, and Copa Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

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
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

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
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

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.
Copa Airlines
7.5
Good
1,467 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

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
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

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
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

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. 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 Avelo Airlines. According to our data, you can fly for as low as $99. Users have also found prices from $100 and $132 on Spirit Airlines and Frontier, 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 - Montego Bay Sangster Intl as they are the most popular.

  • What are the cheapest flights from Hartford to Caribbean?

    On average you can expect to pay $292 for a flight from Hartford to Caribbean. The cheapest flight overall is $139 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $203.

  • 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

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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$309FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$100Average$380FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$116Average$293FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$181Average$566FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$539FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$228Average$553FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$277Average$579FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$289Average$705FlexibilityNo cancel feeOn-time63%

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