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Caribbean Islands

$63+ Cheap flights from Connecticut to Caribbean Islands

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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
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Cheap flight deals from Connecticut to Caribbean Islands

Keep the following information in mind while searching for Connecticut to Caribbean Islands flight deals. Data was last updated April 3, 2025.

Round-trip from

$120
(Kissandfly.com)

One-way from

$63
(Cheapflightsfares)
From Connecticut to Caribbean Islands
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One-way flight from Connecticut to Caribbean Islands
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Find flight deals from Connecticut to Caribbean Islands

Cheapest flights from Connecticut to Caribbean Islands
Explore the most affordable flight options available from Connecticut to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 3, 2025.

This Kissandfly.com deal was found by Cheapflights users on 4/2. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/276:00 amJFK - SJU
Nonstop3h 52mFrontier
Wed 4/306:15 amSJU - JFK
Nonstop4h 10mFrontier
Deal found 4/2$120
This eDestinos deal was found by Cheapflights users on 4/3. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/711:25 amEWR - SJU
Nonstop3h 50mFrontier
Thu 4/109:30 pmSJU - EWR
Nonstop4h 10mFrontier
Deal found 4/3$129
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 4/282:55 pmEWR - SJU
1 stop17h 31mSpirit Airlines
Wed 4/305:10 pmSJU - EWR
1 stop15h 39mSpirit Airlines
Deal found 4/2$130
This Kiwi.com deal was found by Cheapflights users on 4/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/275:59 amEWR - SJU
Nonstop3h 50mMultiple Airlines
Wed 4/305:10 pmSJU - EWR
1 stop15h 39mMultiple Airlines
Deal found 4/2$132
This JetBlue Airways deal was found by Cheapflights users on 4/3. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/105:30 pmJFK - SJU
Nonstop4h 00mJetBlue
Sat 5/103:33 amSJU - JFK
Nonstop3h 57mJetBlue
Deal found 4/3$181
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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.
Tue 4/296:00 amLGA - SJU
1 stop9h 35mSpirit Airlines
Fri 5/91:33 amSJU - LGA
1 stop13h 27mSpirit Airlines
Deal found 4/2$184
This United Airlines deal was found by Cheapflights users on 4/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/55:55 amEWR - SJU
1 stop8h 49mUnited Airlines
Wed 5/71:05 amSJU - EWR
Nonstop4h 09mUnited Airlines
Deal found 4/2$191
This United Airlines deal was found by Cheapflights users on 4/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/261:15 pmLGA - SJU
1 stop10h 39mUnited Airlines
Thu 5/17:45 amSJU - LGA
1 stop10h 30mUnited Airlines
Deal found 4/2$214
This Delta deal was found by Cheapflights users on 4/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/67:16 pmJFK - SJU
Nonstop4h 13mDelta
Thu 4/101:10 pmSJU - JFK
Nonstop4h 25mDelta
Deal found 4/3$221
This American Airlines deal was found by Cheapflights users on 4/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/17:00 amJFK - SJU
1 stop7h 47mAmerican Airlines
Tue 10/75:27 pmSJU - JFK
1 stop15h 35mAmerican Airlines
Deal found 4/2$227
This JetBlue deal was found by Cheapflights users on 4/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/29:50 pmEWR - SJU
Nonstop4h 01mJetBlue
Fri 5/910:40 pmSJU - EWR
Nonstop4h 06mJetBlue
Deal found 4/2$228
This American Airlines deal was found by Cheapflights users on 4/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2611:25 amLGA - SJU
1 stop9h 03mAmerican Airlines
Sat 5/35:30 amSJU - LGA
1 stop6h 37mAmerican Airlines
Deal found 4/2$235

Cheapflights Fare Finder

Customize your flight search to find flights from Connecticut to Caribbean Islands 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 April 3, 2025.
Use the filters below to find and compare flights from Connecticut to Caribbean Islands that are best for you.

Fly from

Connecticut

Fly to

Caribbean Islands

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 4/27

6:00 am-9:52 am

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Wed 4/30

6:15 am-10:25 am

Nonstop4h 10m

$120

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 4/26

5:59 am-9:49 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sat 5/3

6:15 am-10:22 am

Nonstop4h 07m

$129

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 4/28

2:55 pm-8:26 am

1 stop17h 31m

San Juan Luis Munoz Marin Intl

Wed 4/30

5:10 pm-8:49 am

1 stop15h 39m

$130

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 4/27

5:59 am-9:49 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Wed 4/30

5:10 pm-8:49 am

1 stop15h 39m

$132

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 5/10

5:30 pm-9:30 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Sat 5/10

3:33 am-7:30 am

Nonstop3h 57m

$181

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 4/29

6:00 am-3:35 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Fri 5/9

1:33 am-3:00 pm

1 stop13h 27m

$184

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 5/5

5:55 am-2:44 pm

1 stop8h 49m

San Juan Luis Munoz Marin Intl

Wed 5/7

1:05 am-5:14 am

Nonstop4h 09m

$191

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 4/26

1:15 pm-11:54 pm

1 stop10h 39m

San Juan Luis Munoz Marin Intl

Thu 5/1

7:45 am-6:15 pm

1 stop10h 30m

$214

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 9/24

5:57 am-4:20 pm

1 stop10h 23m

San Juan Luis Munoz Marin Intl

Tue 9/30

3:55 pm-10:29 pm

1 stop6h 34m

$227

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 5/2

9:50 pm-1:51 am

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Fri 5/9

10:40 pm-2:46 am

Nonstop4h 06m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, September is the cheapest month in which you can book a flight from Connecticut to Caribbean Islands (average of $254). Flying from Connecticut to Caribbean Islands 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 EPX?

Find hourly flight availability from Connecticut to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 3, 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 Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 3, 2025.
See what other customers who have flown with Delta, Southwest and Copa Airlines from Connecticut to Caribbean Islands have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,897 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

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
7,897 reviews
Delta
8.0
Very good
7,897 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

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
4,274 reviews
Delta
8.0
Very good
7,897 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

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
1,400 reviews
Delta
8.0
Very good
7,897 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

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.
Aeromexico
7.5
Good
1,701 reviews
Delta
8.0
Very good
7,897 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

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
1,754 reviews
Delta
8.0
Very good
7,897 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

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 Islands. 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 Islands one-way?

    One-way options have recently been found by users for as low as $63 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $64 and JetBlue from $93 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Connecticut to Caribbean Islands 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 Islands?

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

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Alternative routes for Connecticut to Caribbean Islands

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 Islands

Discover the top 8 airlines that operate flights from Connecticut to Caribbean Islands. 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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$258FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$91Average$445FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$126Average$546FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$133Average$292FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$197Average$537FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$580FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$277Average$593FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$303Average$735FlexibilityNo cancel feeOn-time63%

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