Caribbean

$67+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Nov 25 — Dec 21
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Cheap flight deals from Connecticut to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Connecticut (USCT) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

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 November 20, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/18. 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.
Tue 12/101:14 pmJFK - SJU
Nonstop3h 57mFrontier
Sat 12/218:10 pmSJU - JFK
Nonstop4h 09mFrontier
Deal found 11/18$122
This FlightHub deal was found by Cheapflights users on 11/19. 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 12/55:59 pmLGA - SJU
1 stop7h 41mFrontier
Tue 12/106:20 amSJU - LGA
1 stop10h 56mFrontier
Deal found 11/19$126
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/105:17 amEWR - SJU
1 stop11h 26mMultiple Airlines
Sat 12/148:43 amSJU - EWR
Nonstop4h 15mMultiple Airlines
Deal found 11/19$139
This Cheapflightsfares deal was found by Cheapflights users on 11/18. 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 12/91:01 pmEWR - SJU
Nonstop3h 58mFrontier
Mon 12/239:10 pmSJU - EWR
Nonstop4h 15mFrontier
Deal found 11/18$142
This Priceline deal was found by Cheapflights users on 11/19. 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 12/55:59 pmLGA - SJU
1 stop7h 41mMultiple Airlines
Fri 12/69:13 pmSJU - LGA
1 stop12h 47mMultiple Airlines
Deal found 11/19$146
This FlightHub deal was found by Cheapflights users on 11/19. 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.
Tue 11/194:09 pmEWR - SJU
1 stop16h 58mSpirit Airlines
Tue 12/246:48 pmSJU - EWR
1 stop14h 11mSpirit Airlines
Deal found 11/19$163
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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 12/68:55 amLGA - SJU
1 stop15h 47mSpirit Airlines
Tue 12/1010:44 pmSJU - LGA
1 stop9h 47mSpirit Airlines
Deal found 11/19$192
This JetBlue deal was found by Cheapflights users on 11/18. 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 12/109:50 pmJFK - SJU
Nonstop3h 51mJetBlue
Fri 12/204:19 amSJU - JFK
Nonstop4h 06mJetBlue
Deal found 11/18$245
This Delta deal was found by Cheapflights users on 11/20. 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.
Sat 12/147:50 pmJFK - SJU
Nonstop4h 09mDelta
Sat 12/213:13 amSJU - JFK
Nonstop4h 16mDelta
Deal found 11/20$255
This United Airlines deal was found by Cheapflights users on 11/19. 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.
Tue 12/107:41 pmEWR - SJU
Nonstop3h 55mUnited Airlines
Thu 12/192:05 amSJU - EWR
Nonstop4h 17mUnited Airlines
Deal found 11/19$273
This FlightHub deal was found by Cheapflights users on 11/20. 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.
Wed 12/41:01 pmEWR - PUJ
1 stop27h 21mFrontier
Mon 12/92:30 pmPUJ - EWR
1 stop11h 17mFrontier
Deal found 11/20$283
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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.
Sun 12/85:20 amEWR - AUA
1 stop9h 20mSpirit Airlines
Tue 12/174:40 pmAUA - EWR
1 stop8h 44mSpirit Airlines
Deal found 11/20$288

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 12/10

1:14 pm-6:11 pm

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Sat 12/21

8:10 pm-11:19 pm

Nonstop4h 09m

$122

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 1/15

5:59 pm-12:23 pm

1 stop17h 24m

San Juan Luis Munoz Marin Intl

Sat 1/18

10:42 am-5:00 pm

1 stop7h 18m

$126

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 12/10

5:17 am-5:43 pm

1 stop11h 26m

San Juan Luis Munoz Marin Intl

Sat 12/14

8:43 am-11:58 am

Nonstop4h 15m

$139

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 12/9

1:01 pm-5:59 pm

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Mon 12/23

9:10 pm-12:25 am

Nonstop4h 15m

$142

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Thu 12/5

5:59 pm-2:40 am

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Fri 12/6

9:13 pm-9:00 am

1 stop12h 47m

$146

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 12/10

5:17 am-5:43 pm

1 stop11h 26m

San Juan Luis Munoz Marin Intl

Tue 12/17

1:42 pm-1:57 pm

2 stops25h 15m

$188

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Fri 12/6

8:55 am-1:42 am

1 stop15h 47m

San Juan Luis Munoz Marin Intl

Tue 12/10

10:44 pm-7:31 am

1 stop9h 47m

$192

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 1/7

11:00 am-1:59 am

2 stops13h 59m

San Juan Luis Munoz Marin Intl

Sat 1/11

9:31 pm-12:40 am

Nonstop4h 09m

$239

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 1/14

9:01 am-12:04 am

1 stop14h 03m

San Juan Luis Munoz Marin Intl

Fri 1/17

6:00 am-2:30 pm

2 stops9h 30m

$246

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 12/14

7:50 pm-12:59 am

Nonstop4h 09m

San Juan Luis Munoz Marin Intl

Sat 12/21

3:13 am-6:29 am

Nonstop4h 16m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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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 November 20, 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 November 20, 2024.
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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.

8.0
Very good
8,756 reviews
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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.

7.8
Good
1,350 reviews
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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.

7.8
Good
1,785 reviews
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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.

7.5
Good
2,004 reviews
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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.

7.4
Good
9,171 reviews
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $67. Users have also found prices from $73 and $101 on Spirit Airlines and JetBlue, respectively.

  • 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.

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$263FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$113Average$405FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$126Average$519FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$196Average$358FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$582FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$226Average$625FlexibilityNo cancel feeOn-time63%
DeltaCheapest$278Average$523FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$289Average$582FlexibilityNo cancel feeOn-time71%
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