$60 Find Cheap Flights from Caribbean Islands to Connecticut

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Good to know

Low seasonMarch
High seasonDecember
Cheapest flight$60
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from San Juan Airport to Newark Liberty Airport

FAQs for booking flights from Caribbean Islands to Connecticut

  • How does KAYAK find such low prices on flights from Caribbean Islands to Connecticut?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Connecticut.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Connecticut?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean Islands to Connecticut is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Connecticut?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Caribbean Islands to Connecticut with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Connecticut?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Caribbean Islands to Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Connecticut?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Connecticut is Hartford Bradley Intl Airport (BDL), with an average flight price of $195.

  • What is the cheapest flight to Connecticut?

    The cheapest ticket to Connecticut from Caribbean Islands found in the last 72 hours was to Hartford, at $106 round-trip. The most popular route is Montego Bay (MBJ) to Hartford (BDL) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $106.

  • What is the cheapest month to fly from Caribbean Islands to Connecticut?

    The cheapest month for flights from Caribbean Islands to Connecticut is March, when tickets cost $291 (return) on average. On the other hand, the most expensive months are January and December, when the average cost of round-trip tickets is $763 and $606 respectively.

  • How long is the flight to Connecticut?

    An average nonstop flight from Caribbean Islands to Connecticut takes 5h 54m, covering a distance of 1686 miles. The shortest route is Nassau (NAS) to New York John F Kennedy Intl Airport (JFK) with an average flight time of 2h 55m.

  • What are the most popular destinations in Connecticut?

    Based on KAYAK flight searches, the most popular destination is New York (97% of total searches to Connecticut). The next most popular destinations are Hartford (3%) and Providence (0%). Searches for flights to New Haven (0%) are also popular.

Reviews of the top 5 airlines serving from Caribbean Islands to Connecticut

 
Need help choosing which airline to fly with from Caribbean Islands to Connecticut? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7959 reviews
7.3Food
8.5Crew
7.9Entertainment
7.9Comfort
8.2Boarding
Airline reviews

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

2.0 MediocreMaggie, Jul 2025LIS - JFK
Read more Delta reviews

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Our flight was canceled after several delays. No hotel vouchers offered, minimal help for resolution leave me ultimately to cancel and book on an other airline. Then waited to get bags for more than 3 hours This whole experience has been awful!!!

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

Avelo provided exactly what I expected. They are a low-cost option with no frills but the experience was comfortable and the staff was great! I will be using them in the future for trips when cost is a priority for me.

Expect nothing and you will be fine. Seats are crammed.

Terrible landing. Uncomfortable seats. Great cabin crew-helpful and pleasant!

Tight fit in middle seat but OK for short flight. Crew was more interested in talking to each other than helping passengers - strickingly dissappointing. DAB is a great airport. New Haven sucks! Excellent value for the .

Avelo is definitely a budget airline and you get what you pay for. The plane was packed and the seats were not particularly comfortable. Staff was very nice and both of our flights were on time. The one thing I wish I had known was that the staff does not show up at the airport desk to check your bags until two hours before the flight. We had a 4:30 flight and had to check out of our hotel at noon. Since we have lounge passes we planned to check our bag, go through security and hang out at the lounge until we had to board. But because we could not check our bag until 2:30, when the staff showed up, we could not go through security and access the lounge. Passengers with boarding passes and carry on luggage would not have this issue. I might fly Avelo again but would only do carry on or plan to get to the airport no sooner than two hours before check in. And I would not recommend a long flight on Avelo since there is no food or entertainment and the seats are not comfortable.

No food or entertainment, but flight very comfortable and on time.

Baggage claim was barbaric at Wilmington. I realize that this is a startup airline but if they hope to grow or even survive they need to upgrade this airport. There is no automated luggage carousel and at times you are not only fighting your fellow passengers to get to your bags but also passengers coming in from other flights who cross right in front of you

No frills, i.e., no drinks or snacks. One is charged for everything. The cost really adds up. The crew and flight attendants were excellent and very pleasant.

I always walk by a pallet of Avelo branded mini bottles of water on the tarmac, but I’ve never seen them in flight. Yup, not even water offered on a 3 hour flight. No wi-fi onboard. We just watch the flight crew on their phone for 3 hours every flight. At least a mid-flight trash pickup would be great. Better than my last flight, but they only could have gone up from there. Don’t use for business or ticketed vacation like Disney… too unreliable.

You get what you pay for. The plane was dirty and the seats were awful.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

Delayed flight, so I switched fights to SFO to Phoenix , Phoenix to DSM. Excellent service through American Airlines

I didn't like that my paid for seat was changed 2 hours before my flight.

The flight had a delay that made me being in a real rush to take the second flight. The delay was almost for 2 hours. They moved us from gate to gate in 4 times. Once I arrived to Philadelphia, I got to run thorough all the airport, as the train was already closed by that time. So I got sick with asthma for all the running I had to do. And I was the last one to board, when it was almost closed. So irresponsable with the people

Flight was delayed and after being in the airport for like seven hours, it was canceled.

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

One restroom was unavailable/closed on both routes, going to Charlotte and coming back to Detroit a week later.

Although our flight had delays due to three different reasons, it was good. Staff continued to update us which made every one comfortable. We felt the captain and crew had our safety in mind the entire time and no one seemed to lose their patience.

I've flown Spirit many times. However, they seem to be getting worse. I don't understand how the contracts with the gates at the airport works, but Spirit never seems to have a gate ready when we land. This happened again on this flight. And once again, baggage took forever to arrive at the baggage claim belt. This time it was about 45 minutes to an hour, late at night, when the airport was not crowded. On a previous trip, they lost the luggage cart and we were all waiting for about 3 hours for our luggage. Plus, I did get a deal through Kayak on a flight that was shown sold out on Spirit's site. However, by the time I added all the luggage, and didn't even pick seats, I could have taken any direct flight I wanted through Delta. I'm about done with Spirit.

I enjoyed my flight, it was pretty smooth and we landed earlier than eta.

Booked through kayak, everything seemed normal but when it came time to go, my flight ticket didn’t exist, so I had to purchase another set of tickets at the airport the day of the flight, for about double. When I reached kayaks customer service, they claimed no responsibility, and pushed me onto another 3rd party booking service, airfare assist, where I have had no luck getting any kind of help or refund. I’ve used kayak many times, but I’ll never again after I’ve been burned by this.

The flight was delayed four and half hours for paperwork on a maintenance issue. Very frustrating.

It was okay delay was long but I made it

Flight was cancelled. No reason given. No apologies. Next available flight is two days later. Ruined our 4th of July plans.

The air fares are good, Charging me for every single thing 😩

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

Book cheap flights from Caribbean Islands to Connecticut

Recent round-trip flight deals

10/30qui
nonstopFrontier
4h 13mSJU-EWR
11/4ter
nonstopFrontier
4h 03mEWR-SJU
$125
9/17qua
nonstopFrontier
4h 11mSJU-EWR
9/20sáb
nonstopFrontier
3h 58mEWR-SJU
$126
9/20sáb
1 stopAmerican Airlines
7h 00mSJU-LGA
9/27sáb
1 stopAmerican Airlines
6h 52mLGA-SJU
$145
9/26sex
1 stopAmerican Airlines
7h 02mSJU-LGA
9/29seg
1 stopAmerican Airlines
9h 22mLGA-SJU
$148
7/31qui
nonstopJetBlue
3h 57mSJU-JFK
8/31dom
nonstopJetBlue
3h 50mJFK-SJU
$158
7/31qui
nonstopSpirit Airlines
4h 12mSJU-EWR
8/4seg
1 stopSpirit Airlines
14h 32mEWR-SJU
$159
7/31qui
nonstopSpirit Airlines
4h 12mSJU-EWR
8/4seg
1 stopSpirit Airlines
14h 32mEWR-SJU
$160
8/14qui
nonstopDelta
4h 06mSJU-JFK
8/18seg
nonstopDelta
4h 26mJFK-SJU
$176
10/31sex
1 stopDelta
9h 15mSJU-LGA
11/8sáb
1 stopDelta
7h 17mLGA-SJU
$235
8/1sex
1 stopJetBlue
13h 29mKIN-JFK
8/19ter
1 stopJetBlue
11h 26mJFK-KIN
$345

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Recent one-way flight deals

7/24qui
nonstopSpirit Airlines
4h 12mSJU-EWR
$60
7/24qui
nonstopSpirit Airlines
4h 12mSJU-EWR
$62
10/7ter
1 stopAmerican Airlines
16h 18mSJU-LGA
$73
10/7ter
1 stopAmerican Airlines
6h 48mSJU-JFK
$73
8/13qua
nonstopJetBlue
3h 55mSJU-JFK
$79
7/22ter
1 stopUnited Airlines
10h 38mSJU-LGA
$84
8/7qui
nonstopDelta
4h 16mSJU-JFK
$88
7/25sex
nonstopDelta
4h 16mSJU-JFK
$93
8/5ter
nonstopJetBlue
3h 55mSJU-JFK
$99
10/28ter
1 stopUnited Airlines
6h 40mSJU-LGA
$118

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Last minute flights from Caribbean Islands to Connecticut

Last minute flight, train and bus deals

7/21seg
nonstopFrontier
4h 12mSJU-EWR
7/26sáb
nonstopFrontier
4h 03mEWR-SJU
$133
7/19sáb
nonstopFrontier
4h 12mSJU-EWR
7/22ter
nonstopFrontier
4h 03mEWR-SJU
$143
7/18sex
nonstopFrontier
4h 12mSJU-EWR
7/23qua
nonstopFrontier
4h 03mEWR-SJU
$169
7/22ter
multi-stopSpirit Airlines
9h 49mSJU-EWR
7/26sáb
multi-stopSpirit Airlines
6h 36mEWR-SJU
$177
7/19sáb
multi-stopAmerican Airlines
7h 04mSJU-LGA
7/22ter
multi-stopAmerican Airlines
9h 32mLGA-SJU
$180
7/21seg
multi-stopSpirit Airlines
9h 11mSJU-EWR
7/26sáb
multi-stopSpirit Airlines
6h 36mEWR-SJU
$187
7/18sex
nonstopJetBlue
3h 54mSJU-JFK
7/29ter
nonstopJetBlue
4h 21mJFK-SJU
$192
7/22ter
nonstopJetBlue
3h 57mSJU-JFK
7/28seg
multi-stopJetBlue
8h 03mJFK-SJU
$203
7/18sex
multi-stopAmerican Airlines
7h 22mSJU-LGA
7/20dom
multi-stopAmerican Airlines
8h 45mLGA-SJU
$205
7/22ter
nonstopDelta
4h 10mSDQ-JFK
8/23sáb
nonstopDelta
4h 22mJFK-SDQ
$378

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Everything you need to know for your flight to Connecticut

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Caribbean Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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