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$82+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
abr. 22 — abr. 291
mar. 4/22
mar. 4/29
1 adult, Economy
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Cheap flight deals from Connecticut to Caribbean

Keep the following information in mind while searching for Connecticut to Caribbean flight deals. Data was last updated abril 17, 2025.

Round-trip from

$163
(eDestinos)

One-way from

$82
(Cheapflightsfares)

Good round-trip deal

$235 or less

Good one-way deal

$127 or less
From Connecticut to Caribbean
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One-way flight from Connecticut to Caribbean
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Price to beat on a round-trip flight from Connecticut to Caribbean.
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Price to beat on a one-way flight from Connecticut to Caribbean.
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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 abril 17, 2025.

This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/111:24 amEWR - SJU
Nonstop4h 00mFrontier
lun. 5/129:30 pmSJU - EWR
Nonstop4h 07mFrontier
Deal found 4/17$163
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.
mar. 5/136:00 amJFK - SJU
Nonstop4h 00mFrontier
mar. 5/139:30 pmSJU - JFK
Nonstop4h 05mFrontier
Deal found 4/16$170
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/138:07 pmEWR - SJU
1 stop15h 24mMultiple Airlines
vie. 5/169:30 pmSJU - EWR
Nonstop4h 07mMultiple Airlines
Deal found 4/17$183
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/35:30 pmJFK - SJU
Nonstop4h 00mJetBlue
mar. 6/33:33 amSJU - JFK
Nonstop3h 57mJetBlue
Deal found 4/17$191
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.
lun. 5/266:10 amJFK - SJU
1 stop8h 30mAmerican Airlines
jue. 5/296:10 amSJU - JFK
1 stop7h 39mAmerican Airlines
Deal found 4/17$195
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.
lun. 5/266:00 amLGA - SJU
1 stop14h 09mAmerican Airlines
jue. 5/296:10 amSJU - LGA
1 stop11h 56mAmerican Airlines
Deal found 4/17$195
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/1210:55 amEWR - SJU
Nonstop4h 01mJetBlue
vie. 5/1610:40 pmSJU - EWR
Nonstop4h 06mJetBlue
Deal found 4/17$196
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.
mar. 4/297:53 pmEWR - SJU
Nonstop4h 04mUnited Airlines
jue. 5/81:05 amSJU - EWR
Nonstop4h 09mUnited Airlines
Deal found 4/16$201
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/33:17 pmLGA - SJU
1 stop8h 37mUnited Airlines
jue. 5/87:00 amSJU - LGA
1 stop12h 09mUnited Airlines
Deal found 4/17$210
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.
sáb. 5/31:06 pmLGA - SJU
1 stop19h 20mSpirit Airlines
vie. 5/91:33 amSJU - LGA
1 stop13h 27mSpirit Airlines
Deal found 4/17$212
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.
sáb. 5/108:07 pmEWR - SJU
1 stop15h 24mSpirit Airlines
lun. 5/128:12 pmSJU - EWR
1 stop12h 55mSpirit Airlines
Deal found 4/17$216
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/196:40 pmJFK - SJU
Nonstop4h 02mDelta
lun. 9/225:24 pmSJU - JFK
Nonstop4h 08mDelta
Deal found 4/17$238

Cheapflights Fare Finder

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 2,558,603 searches. Data last updated abril 17, 2025.
Use the filters below to find and compare flights from Connecticut to Caribbean that are best for you.

Fly from

Connecticut

Fly to

Caribbean

Route

Depart

Return

Price

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

jue. 5/1

11:24 am-3:24 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

lun. 5/12

9:30 pm-1:37 am

Nonstop4h 07m

$163

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

mar. 5/13

6:00 am-10:00 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

mar. 5/13

9:30 pm-1:35 am

Nonstop4h 05m

$170

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

mar. 5/13

8:07 pm-11:31 am

1 stop15h 24m

San Juan Luis Munoz Marin Intl

vie. 5/16

8:12 pm-9:07 am

1 stop12h 55m

$183

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

dom. 5/11

11:24 am-3:24 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

mar. 5/13

1:59 am-8:56 am

1 stop6h 57m

$185

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

mar. 6/3

5:30 pm-9:30 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

mar. 6/3

3:33 am-7:30 am

Nonstop3h 57m

$191

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

lun. 5/26

6:59 am-8:09 pm

1 stop13h 10m

San Juan Luis Munoz Marin Intl

jue. 5/29

6:10 am-1:49 pm

1 stop7h 39m

$195

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

lun. 5/26

6:00 am-2:40 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

vie. 5/30

11:50 am-9:00 pm

1 stop9h 10m

$195

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

lun. 5/12

10:55 am-2:56 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

vie. 5/23

10:40 pm-2:46 am

Nonstop4h 06m

$196

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

mar. 4/29

7:53 pm-11:57 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

jue. 5/8

1:05 am-5:14 am

Nonstop4h 09m

$201

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

sáb. 5/3

3:17 pm-11:54 pm

1 stop8h 37m

San Juan Luis Munoz Marin Intl

jue. 5/8

7:00 am-7:09 pm

1 stop12h 09m

$210

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 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.

Cheapflights Insights

Everything you need to know about your flight from Connecticut to Caribbean

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 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 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 abril 17, 2025.

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.

Weekly flight availability from Connecticut to Caribbean

Explore weekly flight availability from Connecticut 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 abril 17, 2025.

The most flights from USCT 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 abril 17, 2025.
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

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
7,917 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

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.
Southwest
8.0
Very good
4,280 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

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
7.6
Good
1,409 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

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.
LATAM Airlines
7.5
Good
1,761 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

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
8,667 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

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 $82. Users have also found prices from $93 and $95 on JetBlue and Spirit Airlines, 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 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

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 Connecticut to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Fort Lauderdale flights
Newark to Orlando flights
LaGuardia to Fort Lauderdale flights
Newark to Cancún flights
John F Kennedy Intl to Miami flights
LaGuardia to Miami flights
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Los Angeles to John F Kennedy Intl flights
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John F Kennedy Intl to Dallas/Fort Worth flights
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John F Kennedy Intl to San Francisco flights
Newark to Heathrow flights
Dallas/Fort Worth to O'Hare Intl flights
Los Angeles to Haneda flights
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to Cancún flights
Dallas/Fort Worth to LaGuardia flights
Newark to Las Vegas flights
John F Kennedy Intl to O'Hare Intl flights
O'Hare Intl to Las Vegas flights
John F Kennedy Intl to Charles de Gaulle flights
O'Hare Intl to Dallas/Fort Worth flights
Los Angeles to Honolulu flights
John F Kennedy Intl to Orlando flights
O'Hare Intl to LaGuardia flights
Newark to Seattle flights
John F Kennedy Intl to Leonardo da Vinci/Fiumicino flights
Los Angeles to Boston flights
LaGuardia to Dallas/Fort Worth flights
LaGuardia to Orlando flights
Newark to Charles de Gaulle flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Gatwick flights
O'Hare Intl to Cancún flights
John F Kennedy Intl to Seattle flights
LaGuardia to Atlanta flights
John F Kennedy Intl to Mexico City flights
Seattle to Los Angeles flights
George Bush Intcntl to Cancún flights
Los Angeles to Seattle flights
Fort Lauderdale to Newark flights

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 2,558,603 searches. Data last updated abril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$258FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$91Average$412FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$133Average$294FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$176Average$550FlexibilityNo 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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