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$40+ Cheap flights from Connecticut 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Nov 5 — Nov 121
1 adult
Tue 11/5
Tue 11/12
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Find flight deals from Connecticut to Caribbean

Cheapest flights from Connecticut to Caribbean
Explore the most affordable flight options available from Connecticut to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This Frontier deal was found by Cheapflights users on 10/31. 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.
Wed 12/111:14 pmJFK - SJU
Nonstop3h 57mFrontier
Wed 12/187:15 amSJU - JFK
Nonstop4h 09mFrontier
Deal found 10/31$116
This Cheapflightsfares deal was found by Cheapflights users on 10/31. 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.
Wed 11/201:01 pmEWR - SJU
Nonstop3h 54mFrontier
Mon 11/2510:06 pmSJU - EWR
Nonstop4h 16mFrontier
Deal found 10/31$124
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/145:05 amEWR - SJU
1 stop12h 49mSpirit Airlines
Mon 11/188:39 pmSJU - EWR
1 stop13h 21mSpirit Airlines
Deal found 10/30$129
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Tue 11/125:29 pmLGA - SJU
1 stop15h 41mMultiple Airlines
Wed 11/208:39 pmSJU - LGA
1 stop13h 21mMultiple Airlines
Deal found 10/29$132
This FlightHub deal was found by Cheapflights users on 10/31. 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 12/71:01 pmEWR - SJU
Nonstop3h 58mMultiple Airlines
Tue 12/108:31 pmSJU - EWR
1 stop15h 19mMultiple Airlines
Deal found 10/31$136
This eDestinos deal was found by Cheapflights users on 10/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/136:30 amLGA - SJU
1 stop12h 19mSpirit Airlines
Wed 11/208:39 pmSJU - LGA
1 stop13h 21mSpirit Airlines
Deal found 10/30$140
This Frontier deal was found by Cheapflights users on 10/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/135:29 pmLGA - SJU
1 stop8h 23mFrontier
Fri 11/153:59 amSJU - LGA
1 stop13h 30mFrontier
Deal found 10/30$142
This JetBlue deal was found by Cheapflights users on 10/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/98:00 amJFK - SJU
1 stop8h 48mJetBlue
Tue 12/1710:25 amSJU - JFK
1 stop6h 53mJetBlue
Deal found 10/30$199
This JetBlue deal was found by Cheapflights users on 10/29. 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.
Tue 12/106:00 amLGA - SJU
1 stop8h 32mJetBlue
Thu 12/124:30 pmSJU - LGA
1 stop7h 30mJetBlue
Deal found 10/29$199
This JetBlue deal was found by Cheapflights users on 10/29. 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 12/96:00 amEWR - SJU
1 stop7h 04mJetBlue
Tue 12/108:37 pmSJU - EWR
Nonstop4h 13mJetBlue
Deal found 10/29$225
This United Airlines deal was found by Cheapflights users on 10/31. 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.
Sun 11/247:41 pmEWR - SJU
Nonstop3h 55mUnited Airlines
Sat 12/72:05 amSJU - EWR
Nonstop4h 17mUnited Airlines
Deal found 10/31$243
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/165:12 amEWR - PUJ
1 stop9h 34mSpirit Airlines
Wed 11/204:51 pmPUJ - EWR
1 stop17h 19mSpirit Airlines
Deal found 10/30$279

Find flights from Connecticut to Caribbean within your budget

Customize your flight search to find flights from Connecticut 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 2,570,725 searches. Data last updated October 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 11/16

1:01 pm-5:55 pm

Nonstop3h 54m

$59

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sun 11/17

6:30 am-7:49 pm

1 stop12h 19m

$74

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 1/1

5:01 am-3:51 pm

1 stop9h 50m

$96

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 11/12

4:54 pm-9:25 am

2 stops39h 31m

$116

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 11/23

6:00 am-10:54 am

Nonstop3h 54m

$61

NewarkOranjestad

EWR - AUA

EWRAUA

Newark

Tue 1/21

5:57 am-4:45 pm

2 stops9h 48m

$123

NewarkOranjestad

EWR - AUA

EWRAUA

Newark

Tue 11/26

10:43 am-4:25 pm

Nonstop4h 42m

$133

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 1/28

10:50 pm-10:33 am

1 stop10h 43m

$61

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 4/27

6:00 am-2:02 pm

1 stop8h 02m

$151

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Thu 11/14

9:04 am-7:49 pm

1 stop9h 45m

$80

Flights are sorted by cheapest first

Deals found on 10/31

Showing 1-10 of 60 results
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Best time to book a flight from Connecticut to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Connecticut 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.

Travel insights for flights from Connecticut to Caribbean

Get recent, data-driven insights about flights from Connecticut to Caribbean including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Connecticut to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Connecticut to Caribbean (average of $254). Flying from Connecticut to Caribbean in March is currently the most expensive (average of $335). 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 CT to CB?

Find hourly flight availability from Connecticut 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 31, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Connecticut to Caribbean as you normally would.

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 October 31, 2024.
Delta
8.0
Very good
8,835 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Delta
8.0
Very good
8,835 reviews
Delta
8.0
Very good
8,835 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Copa Airlines
7.8
Good
1,885 reviews
Delta
8.0
Very good
8,835 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Aeromexico
7.5
Good
2,032 reviews
Delta
8.0
Very good
8,835 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

JetBlue
7.5
Good
3,514 reviews
Delta
8.0
Very good
8,835 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

United Airlines
7.4
Good
9,240 reviews
Delta
8.0
Very good
8,835 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Connecticut to Caribbean for under $100 on Cheapflights?

    Yes, there are multiple flights from Connecticut to Caribbean for under $100. The cheapest flight booked recently is on Frontier for just $91, but on average you can expect to pay $197.

  • Are there nonstop flights from Connecticut to Caribbean for under $100 on Cheapflights?

    Cheapflights has at least 20 direct flights from Connecticut to Caribbean under $100. A good price for a nonstop flight from Connecticut to Caribbean is less than $278.

  • Are there last-minute flights available from Connecticut to Caribbean for under $200?

    There are currently 20+ open flights from Connecticut to Caribbean within the next 7 days for less than $200.

  • What days are nonstop flights available from Connecticut to Caribbean?

    Nonstop flights can be found on the following days: Sunday, Monday, Thursday, Saturday.

  • How many flights depart from Connecticut to Caribbean on average per day?

    3 flight departures from Connecticut to Caribbean per day on average.
    Evening (6pm - Midnight) - 100% of flight departures

  • How long is the flight from Connecticut to Caribbean?

    A quick flight from Connecticut to Caribbean can take about 3h 54m. Frontier provides one of the quickest options available for as low as $91. The distance between Connecticut and Caribbean is about 1679 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Connecticut to Caribbean one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $40. Users have also found prices from $48 and $96 on Frontier and JetBlue, respectively.

  • What does BDL to SJU mean?

    This is defined as Hartford Bradley Intl Airport (BDL) and San Juan Luis Munoz Marin Intl Airport (SJU). Codes like San Juan Luis Munoz Marin Intl Airport are often used to just call airports uniquely. Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Nassau Intl Airport (NAS) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Connecticut to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Connecticut to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Connecticut to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Connecticut to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Connecticut to Caribbean that include hotel bookings?

    Yes. In addition to deals on Connecticut to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Caribbean.

  • Can I find deals for business class flights from Connecticut to Caribbean?

    Yes. Cheapflights offers flight deals from Connecticut 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.

  • Can I find deals for flights from Connecticut to Caribbean that allow pets onboard?

    Many airlines flying from Connecticut to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Connecticut to Caribbean?

    Yes, you can often find last-minute deals on Connecticut to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Connecticut to Caribbean flight deals updated?

    The Connecticut to Caribbean flight deals you see on this page were last updated on 10/31.

  • What is the cheapest month to book a flight from Connecticut to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Connecticut to Caribbean (average of $254). Flying from Connecticut to Caribbean in March is currently the most expensive (average of $335). 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 Connecticut 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 Connecticut to Caribbean

Discover the top 8 airlines that operate flights from Connecticut 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$63Average$260FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$114Average$293FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$131Average$488FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$196Average$412FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$579FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$226Average$591FlexibilityNo cancel feeOn-time63%
DeltaCheapest$278Average$523FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$289Average$578FlexibilityNo cancel feeOn-time71%
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