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Caribbean Islands

$86+ 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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$139
(Cheapflightsfares)

One-way from

$86
(Priceline)
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 June 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 9/96:00 amJFK - SJU
Nonstop3h 54mFrontier
Fri 9/129:26 pmSJU - JFK
Nonstop4h 03mFrontier
Deal found 6/10$139
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 7/147:00 pmEWR - SJU
Nonstop4h 00mSpirit Airlines
Mon 7/2111:59 pmSJU - EWR
Nonstop4h 12mSpirit Airlines
Deal found 6/11$143
This Priceline deal was found by Cheapflights users on 6/10. 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.
Tue 6/1710:00 pmEWR - SJU
Nonstop4h 01mMultiple Airlines
Thu 6/268:24 pmSJU - EWR
1 stop12h 35mMultiple Airlines
Deal found 6/10$149
This Cheapflightsfares deal was found by Cheapflights users on 6/12. 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 9/1610:00 pmEWR - SJU
Nonstop4h 03mFrontier
Fri 9/264:51 pmSJU - EWR
Nonstop4h 13mFrontier
Deal found 6/12$155
This Delta deal was found by Cheapflights users on 6/11. 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 7/207:30 pmJFK - SJU
Nonstop4h 29mDelta
Sat 7/267:00 amSJU - JFK
Nonstop4h 06mDelta
Deal found 6/11$156
This JetBlue deal was found by Cheapflights users on 6/12. 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 7/44:48 pmEWR - SJU
Nonstop4h 01mJetBlue
Thu 7/109:59 pmSJU - EWR
Nonstop3h 59mJetBlue
Deal found 6/12$166
This Priceline deal was found by Cheapflights users on 6/11. 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.
Sat 8/305:30 pmLGA - SJU
1 stop15h 29mFrontier
Fri 9/53:40 amSJU - LGA
1 stop8h 24mFrontier
Deal found 6/11$167
This FlightHub deal was found by Cheapflights users on 6/11. 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 7/25:30 pmLGA - SJU
1 stop7h 14mMultiple Airlines
Wed 7/93:50 pmSJU - LGA
1 stop7h 36mMultiple Airlines
Deal found 6/11$184
This JetBlue deal was found by Cheapflights users on 6/10. 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.
Sat 6/147:29 pmJFK - SJU
Nonstop4h 21mJetBlue
Tue 6/249:45 pmSJU - JFK
Nonstop3h 56mJetBlue
Deal found 6/10$186
This CheapOair deal was found by Cheapflights users on 6/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/129:24 pmLGA - SJU
1 stop14h 08mSpirit Airlines
Tue 7/153:50 pmSJU - LGA
1 stop7h 36mSpirit Airlines
Deal found 6/12$215
This Delta deal was found by Cheapflights users on 6/10. 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.
Tue 7/156:00 amEWR - SJU
1 stop7h 26mDelta
Fri 8/15:45 pmSJU - EWR
1 stop7h 14mDelta
Deal found 6/10$235
This KAYAK deal was found by Cheapflights users on 6/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/157:43 amJFK - SJU
1 stop10h 22mAmerican Airlines
Fri 6/206:15 amSJU - JFK
1 stop14h 45mAmerican Airlines
Deal found 6/11$245

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 June 12, 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

Tue 9/9

6:00 am-9:54 am

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Fri 9/12

9:26 pm-1:29 am

Nonstop4h 03m

$139

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 7/14

7:00 pm-11:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Mon 7/21

11:59 pm-4:11 am

Nonstop4h 12m

$143

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 8/5

10:05 pm-2:08 am

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Fri 8/8

11:59 pm-4:11 am

Nonstop4h 12m

$152

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 9/16

10:00 pm-2:03 am

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Fri 9/26

4:51 pm-9:04 pm

Nonstop4h 13m

$155

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 7/20

7:30 pm-11:59 pm

Nonstop4h 29m

San Juan Luis Munoz Marin Intl

Sat 7/26

7:00 am-11:06 am

Nonstop4h 06m

$156

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 7/4

4:48 pm-8:49 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Thu 7/10

9:59 pm-1:58 am

Nonstop3h 59m

$166

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 8/30

5:30 pm-8:59 am

1 stop15h 29m

San Juan Luis Munoz Marin Intl

Fri 9/5

3:40 am-12:04 pm

1 stop8h 24m

$167

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 7/2

5:30 pm-12:44 am

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Wed 7/9

3:50 pm-11:26 pm

1 stop7h 36m

$184

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sun 6/29

6:00 am-7:19 pm

1 stop13h 19m

San Juan Luis Munoz Marin Intl

Sun 6/29

2:36 am-11:00 am

1 stop8h 24m

$198

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 7/14

7:20 pm-11:34 pm

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

Sat 7/26

6:00 am-9:59 am

Nonstop3h 59m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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 June is currently the most expensive (average of $339). 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 June 12, 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.

Weekly flight availability from Connecticut to Caribbean Islands

Explore weekly flight availability from Connecticut to Caribbean Islands. 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 June 12, 2025.

The most flights from USCT to zzEPX 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 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 June 12, 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
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

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
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

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
4,287 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

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
7.5
Good
1,451 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

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
1,706 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

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
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

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 $86 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $92 and Delta 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 June is currently the most expensive (average of $339). 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$270FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$100Average$388FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$125Average$289FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$181Average$540FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$543FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$228Average$550FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$277Average$579FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$303Average$716FlexibilityNo cancel feeOn-time63%

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