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Caribbean Islands

$49+ 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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Round-trip from

$90
(Cheapflightsfares)

One-way from

$49
(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 February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
Sat 3/13:01 pmJFK - SJU
Nonstop3h 51mFrontier
Thu 3/610:30 pmSJU - JFK
Nonstop4h 15mFrontier
Deal found 2/19$90
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
Wed 2/261:03 pmEWR - SJU
Nonstop3h 47mFrontier
Wed 3/58:45 amSJU - EWR
Nonstop4h 18mFrontier
Deal found 2/19$90
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 3/21:03 pmEWR - SJU
Nonstop3h 47mMultiple Airlines
Tue 3/1112:49 pmSJU - EWR
1 stop11h 59mMultiple Airlines
Deal found 2/19$95
This Booking.com deal was found by Cheapflights users on 2/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/59:55 amLGA - SJU
1 stop6h 45mSpirit Airlines
Tue 3/113:38 amSJU - LGA
1 stop10h 34mSpirit Airlines
Deal found 2/19$109
This FlightHub deal was found by Cheapflights users on 2/19. 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.
Tue 3/46:55 amLGA - SJU
1 stop9h 06mMultiple Airlines
Wed 3/125:05 amSJU - LGA
1 stop11h 11mMultiple Airlines
Deal found 2/19$110
This Frontier deal was found by Cheapflights users on 2/19. 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.
Mon 3/105:25 pmLGA - SJU
1 stop8h 31mFrontier
Tue 3/186:00 amSJU - LGA
1 stop9h 01mFrontier
Deal found 2/19$118
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Mon 3/108:20 pmEWR - SJU
1 stop20h 14mSpirit Airlines
Tue 3/1812:49 pmSJU - EWR
1 stop11h 59mSpirit Airlines
Deal found 2/19$134
This JetBlue deal was found by Cheapflights users on 2/20. 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 4/45:59 pmJFK - SJU
Nonstop3h 57mJetBlue
Fri 4/412:58 amSJU - JFK
Nonstop4h 02mJetBlue
Deal found 2/20$153
This United Airlines deal was found by Cheapflights users on 2/19. 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 3/297:41 pmEWR - SJU
Nonstop3h 55mUnited Airlines
Fri 4/41:05 amSJU - EWR
Nonstop4h 09mUnited Airlines
Deal found 2/19$186
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/12:30 pmJFK - SJU
1 stop13h 39mAmerican Airlines
Wed 3/56:00 amSJU - JFK
1 stop6h 53mAmerican Airlines
Deal found 2/19$192
This United Airlines deal was found by Cheapflights users on 2/19. 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 2/228:15 amLGA - SJU
2 stops13h 07mUnited Airlines
Thu 2/278:10 amSJU - LGA
2 stops11h 10mUnited Airlines
Deal found 2/19$211
This JetBlue deal was found by Cheapflights users on 2/20. 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 3/88:45 pmEWR - SJU
Nonstop3h 52mJetBlue
Wed 3/123:25 pmSJU - EWR
Nonstop4h 23mJetBlue
Deal found 2/20$221

Find flights from Connecticut to Caribbean Islands within your budget

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 February 20, 2025.

Fly from

Connecticut

Fly to

Caribbean Islands

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 3/1

3:01 pm-7:52 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Tue 3/4

10:44 am-1:59 pm

Nonstop4h 15m

$90

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 2/26

1:03 pm-5:50 pm

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Wed 3/5

8:45 am-12:03 pm

Nonstop4h 18m

$90

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 3/2

1:03 pm-5:50 pm

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Tue 3/11

12:49 pm-12:48 am

1 stop11h 59m

$95

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 3/5

9:55 am-5:40 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Tue 3/11

3:38 am-2:12 pm

1 stop10h 34m

$109

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 3/4

6:55 am-5:01 pm

1 stop9h 06m

San Juan Luis Munoz Marin Intl

Wed 3/12

5:05 am-4:16 pm

1 stop11h 11m

$110

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 3/10

5:25 pm-1:56 am

1 stop8h 31m

San Juan Luis Munoz Marin Intl

Tue 3/18

6:00 am-3:01 pm

1 stop9h 01m

$118

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 3/10

8:20 pm-4:34 pm

1 stop20h 14m

San Juan Luis Munoz Marin Intl

Tue 3/18

12:49 pm-12:48 am

1 stop11h 59m

$134

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 4/4

5:59 pm-9:56 pm

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Fri 4/4

12:58 am-5:00 am

Nonstop4h 02m

$153

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 3/2

6:59 pm-11:59 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Wed 3/5

7:00 am-10:11 am

Nonstop4h 11m

$158

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 2/26

7:35 am-11:55 pm

1 stop15h 20m

San Juan Luis Munoz Marin Intl

Thu 2/27

8:15 am-7:59 pm

1 stop12h 44m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

Travel insights for flights from Connecticut to Caribbean Islands

Get recent, data-driven insights about flights from Connecticut to Caribbean Islands including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 2025.

The most flights from USCT to zzEPX are scheduled on a Wednesday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 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 February 20, 2025.
See what other customers who have flown with Delta, Copa Airlines and Austrian 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
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
8,220 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
1,510 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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.

Austrian Airlines
7.6
Good
773 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
1,771 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
8,766 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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 $49 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $50 and JetBlue from $79 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 March is currently the most expensive (average of $363). 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$260FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$91Average$394FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$133Average$292FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$164Average$583FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$534FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$600FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$236Average$727FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$317Average$586FlexibilityNo cancel feeOn-time71%
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