HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$120+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Hartford to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 October 14, 2025.

Round-trip from

$232
(Cheapflightsfares)

One-way from

$120
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$330
From Hartford Bradley Intl to Caribbean
Search Deals
One-way flight from Hartford Bradley Intl to Caribbean
Search Deals
High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 14, 2025.

This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:36 pmBDL - SJU
1 stop12h 18mFrontier
Thu 11/203:12 pmSJU - BDL
Nonstop4h 05mFrontier
Deal found 10/12$233
This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/97:39 pmBDL - SJU
2 stops18h 35mFrontier
Thu 11/203:12 pmSJU - BDL
Nonstop4h 05mFrontier
Deal found 10/12$239
This CheapOair deal was found by Cheapflights users on 10/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/237:12 pmBDL - SJU
Nonstop3h 58mFrontier
Sun 12/76:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 10/11$240
This Trip.com deal was found by Cheapflights users on 10/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/44:15 pmBDL - SJU
Nonstop3h 55mJetBlue
Thu 11/201:46 pmSJU - BDL
1 stop9h 27mJetBlue
Deal found 10/12$241
This Priceline deal was found by Cheapflights users on 10/13. 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 10/267:00 amBDL - SJU
1 stop27h 25mJetBlue
Fri 10/315:25 amSJU - BDL
1 stop17h 04mJetBlue
Deal found 10/13$242
This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:39 pmBDL - SJU
1 stop12h 16mFrontier
Mon 12/86:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 10/12$243
This JetBlue deal was found by Cheapflights users on 10/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/274:15 pmBDL - SJU
Nonstop3h 55mJetBlue
Fri 10/312:31 pmSJU - BDL
1 stop7h 58mJetBlue
Deal found 10/12$244
This SmartFares deal was found by Cheapflights users on 10/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/207:10 amBDL - SJU
1 stop7h 44mJetBlue
Sat 11/12:31 pmSJU - BDL
1 stop7h 58mJetBlue
Deal found 10/12$245
This Trip.com deal was found by Cheapflights users on 10/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/94:10 pmBDL - SJU
Nonstop3h 55mJetBlue
Thu 11/203:59 pmSJU - BDL
Nonstop4h 08mJetBlue
Deal found 10/12$248
This CheapOair deal was found by Cheapflights users on 10/12. 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.
Sun 11/307:12 pmBDL - SJU
Nonstop3h 58mFrontier
Sun 12/76:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 10/12$250
This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1210:03 amBDL - SJU
Nonstop3h 56mFrontier
Fri 12/196:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 10/12$251
This Priceline deal was found by Cheapflights users on 10/13. 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 10/267:00 amBDL - SJU
1 stop27h 25mJetBlue
Thu 11/135:04 pmSJU - BDL
Nonstop4h 07mJetBlue
Deal found 10/13$252

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 October 14, 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

Fri 12/5

7:02 am-3:22 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Sun 12/14

6:06 pm-9:07 pm

Nonstop4h 01m

$257

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 11/12

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Wed 11/19

7:45 am-11:59 pm

2 stops17h 14m

$263

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 11/4

12:10 pm-11:20 pm

1 stop10h 10m

San Juan Luis Munoz Marin Intl

Thu 11/20

3:55 pm-10:10 pm

1 stop7h 15m

$281

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 11/3

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Wed 11/12

2:05 am-2:11 pm

2 stops13h 06m

$288

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 10/31

7:00 am-2:21 pm

1 stop7h 21m

San Juan Luis Munoz Marin Intl

Wed 11/5

3:34 pm-11:59 pm

1 stop9h 25m

$290

HartfordChristiansted

BDL - STX

BDLSTX

Hartford Bradley Intl

Sat 12/6

7:05 pm-3:17 pm

2 stops19h 12m

Christiansted Henry Rohlsen

Sat 12/13

5:13 pm-12:26 am

1 stop8h 13m

$299

HartfordOranjestad

BDL - AUA

BDLAUA

Hartford Bradley Intl

Mon 11/10

6:00 am-1:40 pm

1 stop6h 40m

Oranjestad Reina Beatrix

Wed 11/12

5:35 pm-11:59 pm

1 stop7h 24m

$300

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 12/8

4:15 pm-9:10 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sat 12/13

7:00 am-10:05 am

Nonstop4h 05m

$300

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 12/5

5:40 pm-10:31 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Tue 12/9

7:00 am-10:05 am

Nonstop4h 05m

$300

HartfordPunta Cana

BDL - PUJ

BDLPUJ

Hartford Bradley Intl

Wed 11/12

6:00 am-5:25 pm

1 stop10h 25m

Punta Cana

Wed 11/19

5:20 pm-11:59 pm

1 stop7h 39m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 60 results
1
2
3
...
6

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, November is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $91). Flying from Hartford to Caribbean in February is currently the most expensive (average of $206). 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 October 14, 2025.

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 32% on your trip compared to booking a flight in the morning.

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 December 16, 2024.

Travelers seeking maximum savings on their Hartford to Caribbean flight should consider departing on Monday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 14, 2025.

The most flights from BDL to 0CB are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

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 October 14, 2025.
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.
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
8.0
Very good
7,977 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Avelo Airlines
7.5
Good
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,044 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
JetBlue
7.2
Good
2,905 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Frontier
5.8
Fair
3,135 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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?

    JetBlue, United Airlines, and Southwest can get you from Hartford to Caribbean in just under 6h 17m. Your travel time can differ by up to 3h 53m. There are 1669 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 American Airlines. According to our data, you can fly for as low as $123. Users have also found prices from $128 and $132 on United Airlines and Southwest, 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 $334 for a flight from Hartford to Caribbean. The cheapest flight overall is $119 while the most popular route, (Hartford Bradley Intl - San Juan Luis Munoz Marin Intl) is currently priced at $225.

  • 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, November is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $91). Flying from Hartford to Caribbean in February is currently the most expensive (average of $206). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hartford to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Cancún flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Orlando flights
LaGuardia to Dallas/Fort Worth flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Mexico City flights
Newark to Cancún flights
John F Kennedy Intl to O'Hare Intl flights
Newark to Miami flights
Newark to Orlando flights
LaGuardia to Miami flights
John F Kennedy Intl to Heathrow flights
Newark to Los Angeles flights
John F Kennedy Intl to San Francisco flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Heathrow flights
John F Kennedy Intl to Atlanta flights
Newark to Las Vegas flights
John F Kennedy Intl to Charles de Gaulle flights
John F Kennedy Intl to Tampa flights
John F Kennedy Intl to Hobby flights
Newark to San Francisco flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to Haneda flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to New Orleans flights
Newark to Charles de Gaulle flights
Newark to Mexico City flights
Newark to Hobby flights
LaGuardia to Cancún flights
John F Kennedy Intl to Sky Harbor Intl flights
LaGuardia to Atlanta flights
John F Kennedy Intl to Santiago de los Caballeros flights
LaGuardia to Tampa flights
LaGuardia to Los Angeles flights
John F Kennedy Intl to Denver flights
Newark to Luis Munoz Marin Intl flights
LaGuardia to O'Hare Intl flights
Newark to Tampa flights
LaGuardia to Hobby flights
Newark to Haneda flights
John F Kennedy Intl to Austin flights
LaGuardia to New Orleans flights

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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$417FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$368FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$110Average$525FlexibilityNo cancel feeOn-time69%
Avelo AirlinesCheapest$116Average$296FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$197Average$537FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$211Average$548FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$262Average$691FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$277Average$575FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
Cookie settings©2025 Cheapflights