Connecticut

$124+ 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BDL
Aug 2 — Aug 91
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Cheap 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 July 3, 2026.

This eDestinos deal was found by Cheapflights users on 6/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:10 pm
SDQ
-
EWR
Nonstop4h 20m
Arajet
Tue 10/2012:59 am
EWR
-
SDQ
Nonstop4h 30m
Arajet
Deal found 6/30$247
This eDestinos deal was found by Cheapflights users on 6/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Tue 7/281:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Deal found 6/28$248
This eDestinos deal was found by Cheapflights users on 7/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Mon 8/31:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Deal found 7/1$251
This Frontier deal was found by Cheapflights users on 6/29. 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.
Thu 7/308:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Tue 9/11:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Deal found 6/29$252
This eDestinos deal was found by Cheapflights users on 6/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:10 am
SDQ
-
EWR
Nonstop4h 20m
Arajet
Mon 10/2612:59 am
EWR
-
SDQ
Nonstop4h 30m
Arajet
Deal found 6/29$253
This Frontier deal was found by Cheapflights users on 6/29. 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 9/98:30 am
SJU
-
BDL
Nonstop4h 13m
Frontier
Mon 9/211:38 pm
BDL
-
SJU
Nonstop4h 00m
Frontier
Deal found 6/29$255
This eDestinos deal was found by Cheapflights users on 6/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:10 am
SDQ
-
EWR
Nonstop4h 20m
Arajet
Mon 10/512:59 am
EWR
-
SDQ
Nonstop4h 30m
Arajet
Deal found 6/30$256
This Frontier deal was found by Cheapflights users on 6/29. 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.
Fri 7/108:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Sun 7/191:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Deal found 6/29$256
This eDestinos deal was found by Cheapflights users on 6/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Sun 7/121:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Deal found 6/29$258
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 7/158:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Wed 7/221:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Deal found 6/30$259
This eDestinos deal was found by Cheapflights users on 6/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/178:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Sun 7/261:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Deal found 6/30$260
This eDestinos deal was found by Cheapflights users on 6/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:10 am
SDQ
-
EWR
Nonstop4h 20m
Arajet
Fri 11/611:59 pm
EWR
-
SDQ
Nonstop4h 26m
Arajet
Deal found 6/30$261

Find flight deals from Caribbean to Connecticut

Keep the following information in mind while searching for Caribbean to Connecticut flight deals. Data was last updated July 3, 2026.

Round-trip from

$247
(eDestinos)

One-way from

$124
(eDestinos)

Popular in

June

Cheapest in

February

Average price

$352

Good round-trip deal

$250 or less

Good one-way deal

$169 or less
From Caribbean to Connecticut
One-way flight from Caribbean to Connecticut
Highest demand for flights based on searches. 7% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in July 2026
Price to beat on a round-trip flight from Caribbean to Connecticut.
Price to beat on a one-way flight from Caribbean to Connecticut.

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 July 3, 2026.
Use the filters below to find and compare flights from Caribbean to Connecticut that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Fri 10/2

7:30 am-11:23 am

Nonstop3h 53m

New York John F Kennedy Intl

Sun 10/4

7:28 pm-11:48 pm

Nonstop4h 20m

$292

Santo DomingoNewark

SDQ - EWR

SDQEWR

Santo Domingo Las Americas

Thu 9/17

1:45 pm-11:30 pm

1 stop9h 45m

Newark

Tue 9/22

12:59 am-5:29 am

Nonstop4h 30m

$299

San JuanNew York

SJU - LGA

SJULGA

San Juan Luis Munoz Marin Intl

Thu 9/17

10:00 am-8:20 pm

2 stops10h 20m

New York LaGuardia

Tue 9/22

10:55 am-10:00 pm

2 stops11h 05m

$316

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Tue 9/1

5:05 am-2:30 pm

1 stop9h 25m

Newark

Wed 9/2

6:00 am-9:58 am

Nonstop3h 58m

$319

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Sat 10/10

4:45 pm-8:53 pm

Nonstop4h 08m

Newark

Tue 10/13

9:00 am-1:08 pm

Nonstop4h 08m

$321
Quickest round-trip

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Thu 10/29

6:00 am-10:02 am

Nonstop4h 02m

New York John F Kennedy Intl

Mon 11/2

12:00 pm-4:51 pm

Nonstop3h 51m

$321

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Tue 9/1

12:50 pm-9:57 pm

1 stop9h 07m

New York John F Kennedy Intl

Wed 9/2

8:29 am-12:27 pm

Nonstop3h 58m

$323

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Sun 8/23

5:50 pm-10:04 pm

Nonstop4h 14m

New York John F Kennedy Intl

Wed 8/26

12:40 pm-4:33 pm

Nonstop3h 53m

$337

San JuanNew York

SJU - LGA

SJULGA

San Juan Luis Munoz Marin Intl

Fri 8/21

4:55 pm-11:30 pm

1 stop6h 35m

New York LaGuardia

Mon 8/24

6:10 am-8:38 pm

2 stops14h 28m

$344

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Thu 11/5

3:05 pm-6:23 pm

Nonstop4h 18m

Newark

Sun 11/8

9:50 am-2:40 pm

Nonstop3h 50m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Showing 1-10 of 60 resultsSorted by cheapest first
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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, January is the cheapest month in which you can book a flight from Caribbean to Connecticut (average of $58). Flying from Caribbean to Connecticut in May is currently the most expensive (average of $536). 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 July 3, 2026.

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 35% versus a flight in the afternoon.

How far ahead should I book a flight from Caribbean to Connecticut?

Booking 56 days in advance of your planned departure date is, on average, the best time to get cheap flights from Caribbean to Connecticut. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 June 27, 2026.

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

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 July 3, 2026.
Peruse reviews from past customers who have flown with Delta,Avelo Airlines, andAmerican 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.

Food

7.2

Entertainment

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

7.8

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

Food

7.2

Entertainment

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

7.8

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Avelo Airlines
7.5
Good

Food

7.2

Entertainment

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

7.8

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

Food

7.2

Entertainment

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

7.8

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

Food

7.2

Entertainment

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

7.8

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

Food

7.2

Entertainment

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Overall

7.8

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

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 $292, Delta can have you in Connecticut from Caribbean in 3h 53m. 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 Avelo Airlines. According to our data, you can fly for as low as $77. Users have also found prices from $89 and $109 on Frontier and JetBlue, 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, January is the cheapest month in which you can book a flight from Caribbean to Connecticut (average of $58). Flying from Caribbean to Connecticut in May is currently the most expensive (average of $536). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Caribbean to Connecticut

Discover the top 6 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 July 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$118Average$260FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$149Average$247FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$183Average$418FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$235Average$448FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$291Average$353FlexibilityNo cancel feeOn-time69%
DeltaCheapest$305Average$488FlexibilityNo cancel feeOn-timeN/A

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