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$59+ Cheap flights from Caribbean to Connecticut

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 11/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BDL
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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Cheap flight deals from Caribbean to Connecticut

Keep the following information in mind while searching for Caribbean to Connecticut flight deals. Data was last updated November 13, 2025.

Round-trip from

$116
(Cheapflightsfares)

One-way from

$59
(Frontier)

Popular in

June

Cheapest in

January

Average price

$292

Good round-trip deal

$203 or less

Good one-way deal

$148 or less
From Caribbean to Connecticut
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One-way flight from Caribbean to Connecticut
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Highest demand for flights based on searches. 8% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Caribbean to Connecticut.
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Price to beat on a one-way flight from Caribbean to Connecticut.
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Find flight deals from Caribbean to Connecticut

Cheapest flights from Caribbean to Connecticut
Explore the most affordable flight options available from Caribbean to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.

This Frontier deal was found by Cheapflights users on 11/13. 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.
Wed 12/107:10 amSJU - EWR
Nonstop4h 25mFrontier
Mon 12/1511:30 amEWR - SJU
Nonstop3h 43mFrontier
Deal found 11/13$111
This Cheapflightsfares deal was found by Cheapflights users on 11/12. 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.
Sat 11/227:10 amSJU - EWR
Nonstop4h 20mFrontier
Sat 11/2911:30 amEWR - SJU
Nonstop3h 58mFrontier
Deal found 11/12$116
This Expedia deal was found by Cheapflights users on 11/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:11 amSJU - JFK
Nonstop3h 54mFrontier
Mon 11/2411:00 amJFK - SJU
Nonstop3h 55mFrontier
Deal found 11/11$117
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:17 pmSJU - EWR
Nonstop4h 13mFrontier
Sat 11/2911:30 amEWR - SJU
Nonstop3h 58mFrontier
Deal found 11/12$124
This Kiwi.com deal was found by Cheapflights users on 11/13. 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.
Sat 11/227:11 amSJU - JFK
Nonstop3h 54mFrontier
Mon 11/2411:00 amJFK - SJU
Nonstop3h 55mFrontier
Deal found 11/13$124
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:49 amSJU - JFK
1 stop15h 39mFrontier
Fri 1/21:00 pmJFK - SJU
Nonstop3h 54mFrontier
Deal found 11/12$125
This Expedia deal was found by Cheapflights users on 11/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/189:00 amSJU - JFK
Nonstop4h 03mFrontier
Sun 11/2311:00 amJFK - SJU
Nonstop3h 55mFrontier
Deal found 11/11$126
This Frontier deal was found by Cheapflights users on 11/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:15 amSJU - JFK
Nonstop4h 15mFrontier
Sat 12/61:29 pmJFK - SJU
Nonstop3h 54mFrontier
Deal found 11/11$127
This Cheapflightsfares deal was found by Cheapflights users on 11/10. 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.
Wed 11/196:17 pmSJU - EWR
Nonstop4h 13mFrontier
Fri 11/2111:30 amEWR - SJU
Nonstop3h 58mFrontier
Deal found 11/10$128
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:15 amSJU - JFK
Nonstop4h 15mFrontier
Sun 12/76:00 amJFK - SJU
1 stop26h 37mFrontier
Deal found 11/12$128
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:17 pmSJU - EWR
Nonstop4h 13mFrontier
Sat 11/2911:30 amEWR - SJU
Nonstop3h 58mFrontier
Deal found 11/11$130
This Kiwi.com deal was found by Cheapflights users on 11/13. 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.
Thu 12/49:15 amSJU - JFK
Nonstop4h 15mFrontier
Sun 12/76:00 amJFK - SJU
1 stop26h 37mFrontier
Deal found 11/13$130

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Connecticut 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 November 13, 2025.
Use the filters below to find and compare flights from Caribbean to Connecticut that are best for you.

Fly from

Caribbean

Fly to

Connecticut

Route

Depart

Return

Price

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Tue 12/23

1:59 am-5:01 am

Nonstop4h 02m

New York John F Kennedy Intl

Tue 12/30

9:55 pm-2:59 am

Nonstop4h 04m

$176

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Thu 1/29

6:27 pm-12:55 am

1 stop7h 28m

Newark

Mon 2/2

7:00 am-5:17 pm

1 stop9h 17m

$185

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Mon 12/29

5:40 pm-9:00 pm

Nonstop4h 20m

Newark

Fri 1/2

10:00 pm-2:59 am

Nonstop3h 59m

$196

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Tue 3/31

1:59 am-6:00 am

Nonstop4h 01m

New York John F Kennedy Intl

Tue 4/7

6:40 pm-10:47 pm

Nonstop4h 07m

$196

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Thu 1/15

2:05 am-5:24 am

Nonstop4h 19m

Newark

Sun 1/18

5:30 am-4:36 pm

1 stop10h 06m

$201

San JuanNew York

SJU - LGA

SJULGA

San Juan Luis Munoz Marin Intl

Fri 1/23

5:50 pm-11:43 pm

1 stop6h 53m

New York LaGuardia

Mon 1/26

10:15 am-10:22 pm

2 stops11h 07m

$205

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Thu 3/5

7:00 am-10:14 am

Nonstop4h 14m

New York John F Kennedy Intl

Tue 3/10

8:05 am-12:07 pm

Nonstop4h 02m

$216

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Fri 3/6

6:22 pm-9:30 pm

Nonstop4h 08m

New York John F Kennedy Intl

Tue 3/10

10:59 pm-2:55 am

Nonstop3h 56m

$217

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Mon 12/22

6:14 am-9:30 am

Nonstop4h 16m

Newark

Thu 1/1

7:36 pm-12:42 am

Nonstop4h 06m

$218

San JuanNew York

SJU - LGA

SJULGA

San Juan Luis Munoz Marin Intl

Thu 1/29

8:35 am-5:13 pm

1 stop9h 38m

New York LaGuardia

Mon 2/2

10:15 am-10:22 pm

2 stops11h 07m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

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

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

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

Currently, April is the cheapest month in which you can book a flight from Caribbean to Connecticut (average of $84). Flying from Caribbean to Connecticut in September is currently the most expensive (average of $260). 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 CB to CT?

Find hourly flight availability from Caribbean to Connecticut. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.

When flying from Caribbean to Connecticut, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 31% versus a flight in the afternoon.

What is the cheapest day to fly from Caribbean to Connecticut?

Use this chart to determine the cheapest time to fly round-trip from Caribbean to Connecticut. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Caribbean to Connecticut flight should consider departing on Sunday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Caribbean to Connecticut

Explore weekly flight availability from Caribbean to Connecticut. 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 November 13, 2025.

The most flights from 0CB to USCT are scheduled on a Monday (2 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 Connecticut

Get insights into the airlines that provide service to Connecticut. 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 Connecticut. Reviews last updated November 13, 2025.
Peruse reviews from past customers who have flown with Delta, Avelo Airlines, and American Airlines from Caribbean to Connecticut to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Avelo Airlines
7.6
Good
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,050 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,906 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Frontier
5.8
Fair
3,112 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Connecticut. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Caribbean to Connecticut?

    For as low as $176, JetBlue can have you in Connecticut from Caribbean in 4h 02m. The distance from Caribbean to Connecticut is about 1601 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Caribbean to Connecticut one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $88. Users have also found prices from $88 and $88 on United Airlines and Delta, respectively.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Caribbean to Connecticut (average of $84). Flying from Caribbean to Connecticut in September is currently the most expensive (average of $260). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Caribbean to Connecticut

Discover the top 7 airlines that operate flights from Caribbean to Connecticut. 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$98Average$220FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$163Average$260FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$174Average$420FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$212Average$381FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$289Average$507FlexibilityNo cancel feeOn-time63%
DeltaCheapest$316Average$457FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$348Average$543FlexibilityNo cancel feeOn-time71%

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