$111 Find Cheap Flights from Caribbean Islands to Connecticut

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Low seasonMarch
Cheapest flight$111
Best time to beat the crowds but there is an average 9% increase in price.
Flight from San Juan Airport to Hartford

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 airlines fly most frequently to Connecticut?

    Caribbean Islands and Connecticut are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (14 flights per week), Frontier (7 flights per week), and Avelo Airlines (4 flights per week).

  • How many airports are there in Connecticut?

    There are 2 airports in Connecticut. The busiest airport is Bradley Intl Airport (BDL), with 91% of all flights arriving there.

  • 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 $211.

  • What is the cheapest flight to Connecticut?

    The cheapest ticket to Connecticut from Caribbean Islands found in the last 72 hours was to New Haven, at $112 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 $143.

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

    The cheapest month for flights from Caribbean Islands to Connecticut is October, when tickets cost $402 (return) on average. On the other hand, the most expensive months are April and November, when the average cost of round-trip tickets is $616 and $611 respectively.

  • How many cities have direct flights to Connecticut?

    From Caribbean Islands, there are direct flights to Connecticut from 1 city. This city is San Juan and there are 25 direct flights each week.

  • How many direct flights to Connecticut are there each day?

    There are around 4 direct flights from within Caribbean Islands to Connecticut every day. Most flights (56%) depart at night.

  • How many direct flights to Connecticut are there each week?

    Each week there are around 25 direct flights from within Caribbean Islands to Connecticut. The most common day for departures is Monday, with 16% of flights taking off on this day.

  • How long is the flight to Connecticut?

    An average nonstop flight from Caribbean Islands to Connecticut takes 5h 19m, covering a distance of 1675 miles. The shortest route is Nassau (NAS) to New York John F Kennedy Intl Airport (JFK) with an average flight time of 2h 54m.

  • How many long-haul flights are there to Connecticut each week?

    Each week, there are 11 medium-haul flights (3-6 hour flight duration) and 14 short-haul flights (up to 3 hour flight duration) to Connecticut. There aren't any long-haul flights (6-12 hour flight duration).

  • What are the most popular destinations in Connecticut?

    Based on KAYAK flight searches, the most popular destination is New York (96% 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.
7.9
DeltaOverall score based on 8406 reviews
7.9Comfort
7.2Food
8.1Boarding
7.8Entertainment
8.5Crew
Airline reviews

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

8.0 ExcellentPaul A, Apr 2026
ATL - MIA
Read more Delta reviews

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

Flight was smooth. We boarded early and left Grand Rapids about a half hour ahead of schedule. We then arrived in Lakeland about 40 minutes early. Flights attendants (3) were welcoming and pleasant. Wish we would have at least been offered to buy a bottle of water. No beverage service at all.

I really liked the young man who checked me in and took my bags! He was so kind and was very helpful! I told my sister about the great service and him and she said that is why she flies Avelo Air.

The flight was delayed by a lot and the seats are pretty tight

Surprisingly was one of the better flights I’ve been on

Short 2-hour flight, we took off on time, ETA was earlier than stated, no interaction needed with stewards, no food, no entertainment on such a short flight.

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.

Checking in united could not figure out my star alliance gold. Baggage did not get marked priority and didn't receive boarding passes. When got to SFO lounge personal fixed everything Immediately

Meals were poor and service rendered on return flight was mediocre as compared to the flight we took to Germany earlier where the attendants were more attentive, energetic, and mindful of passengers' needs. Thumbs up to crew of UA 58. Thumbs down to UA 59..

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

This was the first flight in the morning. We boarded fine. The cabin door was closed and we were ready to go. We were notified by the Captain that ATC issued and ground stop for 40 minutes. So, without even pushing back from the gate, we were already 40 minutes late. We actually were released to push-back and taxi at 30 minutes. But, some passengers had tight connections and were not going to make their connections. Some passengers asked about the delay and the effect on the connections and were told by the cabin attendant that all flights will be delayed and so they should be OK. However, that was not true. My connecting flight was on time and I arrived at IAH with 21 minutes to make my connection. I did and I'm happy about that, but the flight crew should not have given assurances to the passengers who might have missed their connections.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

The crew was generally professional. Though one of the crew members seemed to be easily annoyed, the others were fine and helpful. The green olives and almonds snack was really good. A great idea, and nice balance of tastes.

It as confusing with the connections and I almost missed my next flight because of the first delay with the first flight. United could have helped passengers go through immigration quicker rather than waiting with everyone else. The flight attendants were super friendly and lovely. The vegetarian food was awful- I did not finish. I would suggest they just do pasta next time

Disaster This is why I stick to delta You get what you pay for

I had a great experience flying with JetBlue and would always choose JetBlue over the other airlines. I am also very bummed that they will discontinue flying to Belize very soon. SAD

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

The plane was very creaky and lots of ringing. Plane was dirty and dingy. I couldn't hear the captain's announcements from the flight deck. Not sure if it was the captain or the audio equipment, but good thing there wasn't an emergency where we needed clear instructions. The overhead compartments were clearly full, but the flight crew allowed people to stand in the back with their carry on luggage. Then after everyone boarded, they had to go to the front to gate check their luggage because there was no room for their bags and then they returned to their seats...such a waste of time when clearly the overhead compartments were full when they originally boarded.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I have been flying American Airlines—almost exclusively—for years. The airline is consistent with fares, timely departures/arrivals, and customer service, whether on the phone or in the air.

Cleared standby and gave up my seat. Terrible policy and boarding experience

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

Checked bag was severely damaged. Whole corner was riped off including 1 of 4 wheels gone. Insulation exposed. This made it not possible to fly with on my next-day American Airlines flight.

The WiFi would not connect enough for me to do my actual work. It permaspooled, disconnected, said it was connected, then wouldn't open an email... it was frustrating. I am not a tall person, 5'4" - and I felt cramped with little room to reach into my bag under the seat in front of me. I feel sorry for anyone taller than me having to fly. the one positive thing I will add, is the overhead bins are roomy enough to manage more bags than other carriers.

Air condition was not working for long both after boarding and also after landing ; unbearably hot and suffocating

On time flight, good communication about boarding, lines didn't form unnecessarily for boarding before their group was announced (kept aisles clear), friendly flight attendants and service

Flight was extremely hot and they made us check our bags when the space was nowhere near full

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.