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Caribbean Islands

$68+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
abr. 30 — may. 71
mié. 4/30
mié. 5/7
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 abril 25, 2025.

Round-trip from

$137
(Cheapflightsfares)

One-way from

$68
(eDestinos)
From Connecticut to Caribbean Islands
Search Deals
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 abril 25, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/24. 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.
sáb. 5/1011:29 amJFK - SJU
Nonstop4h 00mFrontier
sáb. 5/109:30 pmSJU - JFK
Nonstop4h 05mFrontier
Deal found 4/24$137
This Frontier deal was found by Cheapflights users on 4/24. 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.
sáb. 5/105:59 amEWR - SJU
Nonstop4h 00mFrontier
sáb. 5/109:30 pmSJU - EWR
Nonstop4h 07mFrontier
Deal found 4/24$139
This FlightHub deal was found by Cheapflights users on 4/24. 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.
dom. 5/115:15 amEWR - SJU
1 stop13h 52mMultiple Airlines
sáb. 5/176:15 amSJU - EWR
Nonstop4h 07mMultiple Airlines
Deal found 4/24$161
This JetBlue deal was found by Cheapflights users on 4/24. 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. 5/2712:20 pmJFK - SJU
Nonstop3h 55mJetBlue
mar. 5/273:33 amSJU - JFK
Nonstop3h 57mJetBlue
Deal found 4/24$191
This Delta deal was found by Cheapflights users on 4/24. 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.
sáb. 6/1412:25 pmJFK - SJU
Nonstop4h 03mDelta
sáb. 6/217:00 amSJU - JFK
Nonstop4h 07mDelta
Deal found 4/24$196
This JetBlue deal was found by Cheapflights users on 4/24. 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.
dom. 5/189:45 pmEWR - SJU
Nonstop4h 01mJetBlue
vie. 5/2310:40 pmSJU - EWR
Nonstop4h 06mJetBlue
Deal found 4/24$196
This United Airlines deal was found by Cheapflights users on 4/24. 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. 5/107:53 pmEWR - SJU
Nonstop4h 04mUnited Airlines
mié. 5/141:05 amSJU - EWR
Nonstop4h 09mUnited Airlines
Deal found 4/24$201
This American Airlines deal was found by Cheapflights users on 4/23. 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. 5/127:59 amJFK - SJU
1 stop7h 01mAmerican Airlines
sáb. 5/171:30 pmSJU - JFK
1 stop7h 32mAmerican Airlines
Deal found 4/23$209
This Cheapflightsfares deal was found by Cheapflights users on 4/25. 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.
dom. 5/116:00 amLGA - SJU
1 stop13h 07mSpirit Airlines
vie. 5/161:33 amSJU - LGA
1 stop13h 27mSpirit Airlines
Deal found 4/25$210
This American Airlines deal was found by Cheapflights users on 4/24. 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.
sáb. 5/39:30 amEWR - SJU
1 stop10h 58mAmerican Airlines
mié. 5/73:50 pmSJU - EWR
1 stop7h 12mAmerican Airlines
Deal found 4/24$214
This United Airlines deal was found by Cheapflights users on 4/24. 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. 5/67:25 amLGA - SJU
2 stops13h 13mUnited Airlines
vie. 5/97:45 amSJU - LGA
1 stop9h 30mUnited Airlines
Deal found 4/24$215
This Cheapflightsfares deal was found by Cheapflights users on 4/25. 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. 5/209:55 pmEWR - SJU
1 stop12h 50mSpirit Airlines
mar. 5/276:09 amSJU - EWR
1 stop18h 20mSpirit Airlines
Deal found 4/25$216

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 abril 25, 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

sáb. 5/10

11:29 am-3:29 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

sáb. 5/10

9:30 pm-1:35 am

Nonstop4h 05m

$137

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

sáb. 5/10

5:59 am-9:59 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

sáb. 5/10

9:30 pm-1:37 am

Nonstop4h 07m

$139

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

dom. 5/11

5:15 am-7:07 pm

1 stop13h 52m

San Juan Luis Munoz Marin Intl

sáb. 5/17

6:15 am-10:22 am

Nonstop4h 07m

$161

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

mar. 5/27

12:20 pm-4:15 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

mar. 5/27

3:33 am-7:30 am

Nonstop3h 57m

$191

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

dom. 5/18

9:45 pm-1:46 am

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

sáb. 5/10

7:53 pm-11:57 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

mié. 5/14

1:05 am-5:14 am

Nonstop4h 09m

$201

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

lun. 5/12

7:59 am-3:00 pm

1 stop7h 01m

San Juan Luis Munoz Marin Intl

sáb. 5/17

1:30 pm-9:02 pm

1 stop7h 32m

$209

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

dom. 5/11

6:00 am-7:07 pm

1 stop13h 07m

San Juan Luis Munoz Marin Intl

vie. 5/16

1:33 am-3:00 pm

1 stop13h 27m

$210

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

sáb. 5/3

8:15 am-8:28 pm

1 stop12h 13m

San Juan Luis Munoz Marin Intl

jue. 5/8

2:30 pm-11:02 pm

1 stop8h 32m

$214

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

mar. 5/6

3:17 pm-11:54 pm

1 stop8h 37m

San Juan Luis Munoz Marin Intl

vie. 5/9

7:45 am-5:15 pm

1 stop9h 30m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

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 abril 25, 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 abril 25, 2025.
See what other customers who have flown with Caribbean Airlines, Delta and Alaska 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.
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Caribbean Airlines
8.2
Very good
151 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Delta
8.0
Very good
7,920 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Alaska Airlines
8.0
Very good
9,927 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Southwest
8.0
Very good
4,289 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Copa Airlines
7.6
Good
1,411 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Comfort

7.9

Overall

8.2

Entertainment

6.8

Crew

8.5

Boarding

8.2

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

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 $68 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $79 and Delta from $98 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 abril 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$257FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$91Average$428FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$133Average$294FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$176Average$548FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$542FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$567FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$277Average$586FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$303Average$722FlexibilityNo cancel feeOn-time63%

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