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Caribbean Islands

$81+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jul 1 — Jul 81
Tue 7/1
Tue 7/8
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 26, 2025.

Round-trip from

$146
(Kiwi.com)

One-way from

$81
(FlightHub)
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 June 26, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/710:00 pmEWR - SJU
Nonstop4h 03mMultiple Airlines
Fri 7/1111:59 pmSJU - EWR
Nonstop4h 12mMultiple Airlines
Deal found 6/25$146
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/217:00 pmEWR - SJU
Nonstop4h 00mSpirit Airlines
Thu 7/3111:59 pmSJU - EWR
Nonstop4h 12mSpirit Airlines
Deal found 6/25$148
This Cheapflightsfares deal was found by Cheapflights users on 6/26. 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 9/910:00 pmEWR - SJU
Nonstop3h 58mFrontier
Thu 9/114:51 pmSJU - EWR
Nonstop4h 11mFrontier
Deal found 6/26$155
This Cheapflightsfares deal was found by Cheapflights users on 6/25. 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.
Sun 8/316:30 amLGA - SJU
1 stop7h 56mFrontier
Sat 9/63:21 pmSJU - LGA
1 stop8h 11mFrontier
Deal found 6/25$156
This JetBlue deal was found by Cheapflights users on 6/26. 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.
Sun 7/204:45 pmEWR - SJU
Nonstop4h 01mJetBlue
Fri 7/259:59 pmSJU - EWR
Nonstop3h 59mJetBlue
Deal found 6/26$156
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 7/156:00 amJFK - SJU
Nonstop4h 02mFrontier
Fri 7/189:30 pmSJU - JFK
Nonstop4h 03mFrontier
Deal found 6/26$159
This JetBlue deal was found by Cheapflights users on 6/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/298:40 pmJFK - SJU
Nonstop4h 14mJetBlue
Fri 8/13:05 amSJU - JFK
Nonstop3h 57mJetBlue
Deal found 6/25$166
This Orbitz deal was found by Cheapflights users on 6/25. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1012:59 pmLGA - SJU
1 stop11h 11mMultiple Airlines
Sun 7/1310:14 pmSJU - LGA
1 stop11h 46mMultiple Airlines
Deal found 6/25$183
This FlightHub deal was found by Cheapflights users on 6/26. 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.
Sun 7/136:00 amLGA - SJU
1 stop15h 09mSpirit Airlines
Wed 7/161:37 amSJU - LGA
1 stop13h 58mSpirit Airlines
Deal found 6/26$206
This Delta deal was found by Cheapflights users on 6/26. 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.
Fri 9/1911:15 amJFK - SJU
1 stop10h 53mDelta
Fri 9/267:00 amSJU - JFK
Nonstop3h 50mDelta
Deal found 6/26$221
This United Airlines deal was found by Cheapflights users on 6/24. 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.
Tue 9/237:28 amLGA - SJU
2 stops13h 10mUnited Airlines
Tue 9/304:55 pmSJU - LGA
1 stop6h 48mUnited Airlines
Deal found 6/24$225
This American Airlines deal was found by Cheapflights users on 6/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/179:00 amLGA - SJU
1 stop6h 52mAmerican Airlines
Fri 9/194:43 pmSJU - LGA
1 stop7h 02mAmerican Airlines
Deal found 6/25$226

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 26, 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

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 7/7

10:00 pm-2:03 am

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Fri 7/11

11:59 pm-4:11 am

Nonstop4h 12m

$146

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 7/21

7:00 pm-11:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Thu 7/31

11:59 pm-4:11 am

Nonstop4h 12m

$148

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 9/9

10:00 pm-1:58 am

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Thu 9/11

4:51 pm-9:02 pm

Nonstop4h 11m

$155

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 7/20

4:45 pm-8:46 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Fri 7/25

9:59 pm-1:58 am

Nonstop3h 59m

$156

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sun 8/31

6:30 am-2:26 pm

1 stop7h 56m

San Juan Luis Munoz Marin Intl

Sat 9/6

3:21 pm-11:32 pm

1 stop8h 11m

$156

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 7/15

6:00 am-10:02 am

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Fri 7/18

9:30 pm-1:33 am

Nonstop4h 03m

$159

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 7/29

8:40 pm-12:54 am

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

Fri 8/1

3:05 am-7:02 am

Nonstop3h 57m

$166

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 7/12

5:38 pm-4:07 pm

1 stop22h 29m

San Juan Luis Munoz Marin Intl

Fri 7/18

1:37 am-3:35 pm

1 stop13h 58m

$166

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 7/9

6:00 am-3:30 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Sun 7/13

10:14 pm-10:00 am

1 stop11h 46m

$191

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 7/6

7:30 pm-11:54 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Fri 8/15

12:50 pm-1:06 am

1 stop12h 16m

$201

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

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 26, 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 26, 2025.

The most flights from USCT to zzEPX are scheduled on a Wednesday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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 26, 2025.
See what other customers who have flown with Delta, Southwest, and KLM from Connecticut to Caribbean Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

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
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

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
4,276 reviews
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

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.
KLM
7.8
Good
1,365 reviews
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

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
1,461 reviews
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

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
1,717 reviews
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

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 $81 on Frontier. Other airlines that offer cheap prices include Delta from $83 and JetBlue from $87 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 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$268FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$100Average$387FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$116Average$290FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$181Average$538FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$540FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$228Average$563FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$277Average$579FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$289Average$705FlexibilityNo cancel feeOn-time63%

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