$97 Find Cheap Flights from Caribbean to Connecticut - Compare and Save

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Low season

March

Cheapest flight

$97
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from San Juan to Hartford

FAQs for booking flights from Caribbean to Connecticut

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean 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 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 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 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 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 and Connecticut are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (22 flights per week), Avelo Airlines (4 flights per week), and Frontier (3 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 92% 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 Tweed-New Haven Airport (HVN), with an average flight price of $127.

  • What is the cheapest flight to Connecticut?

    The cheapest ticket to Connecticut from Caribbean found in the last 5 days was to Hartford, at $164 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 5 days was $164.

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

    The cheapest month for flights from Caribbean to Connecticut is December, when tickets cost $161 (return) on average. On the other hand, the most expensive months are August and January, when the average cost of round-trip tickets is $267 and $265 respectively.

  • How many cities have direct flights to Connecticut?

    From Caribbean, there are direct flights to Connecticut from 1 city. This city is San Juan and there are 29 direct flights each week.

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

    There are around 5 direct flights from within Caribbean to Connecticut every day. Most flights (55%) depart in the morning.

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

    Each week there are around 29 direct flights from within Caribbean to Connecticut. The most common day for departures is Friday, with 24% of flights taking off on this day.

  • How long is the flight to Connecticut?

    An average nonstop flight from Caribbean to Connecticut takes 6h 35m, covering a distance of 1699 miles. The shortest route is Nassau (NAS) to New York John F Kennedy Intl Airport (JFK) with an average flight time of 2h 59m.

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

    There are not any long-haul (6-12 hour flight duration) or short-haul (up to 3 hour flight duration) flights to Connecticut. Instead, there are 29 medium-haul flights (3-6 hour flight duration), with the most arriving from San Juan.

  • What are the most popular destinations in Connecticut?

    Based on KAYAK flight searches, the most popular destination is New York (93% of total searches to Connecticut). The next most popular destinations are Providence (4%) and Hartford (3%). Searches for flights to New Haven (0%) are also popular.

Reviews of the top 5 airlines serving from Caribbean to Connecticut

 
Need help choosing which airline to fly with from Caribbean 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.
7.8
DeltaOverall score based on 8694 reviews
7.2Food
8.1Boarding
7.8Comfort
7.8Entertainment
8.5Crew
Airline reviews

Delta always provides stellar service. I am always impressed and will try my best to travel via Delta if I can afford it.

10.0 ExcellentCharlean, Oct 2026
Read more Delta reviews

Delta always provides stellar service. I am always impressed and will try my best to travel via Delta if I can afford it.

Amazing, delta One is extraordinary. Worth the money. They took our bags at the door when our driver dropped Us off at Heathrow.. the Virgin CLUBHOUSE lounge was wonderful and the flight was great. Service food our little pod all near perfect.

This flight was the flight we missed due to deltas delay at our first airport going TO Atlanta.

In-flight: great! Efficient & comfortable, no complaints. On the ground: quite the opposite. The flight was delayed with no real explanation. If you can fly direct with Delta that's your best bet. Connecting flights with them when one is delayed, especially if the next flight is to a small airport, really was a mess. They did correct the problem with no cost to us, but it made getting home a 24 hr journey instead of 8. Also, staff at the gate at Minneapolis was NOT kind at all.

Wi-fi was out for the whole flight. I pay a premium to fly Delta because it has wifi and because it was out I didn’t get to work on anything I wanted to. I’ll have to make it up later this week by spending less time with my family.

I enjoyed the whole flight and the crew was amazing i dont usually fly delta

Very nice the whole crew was amazing and very professional. I had an offer for a drink it was handled great and amazing crew and nice flight.

I just wish the boarding process/time to take off after boarding was quicker and more efficient. I also wish that the overhead luggage was managed better. almost every time i fly there is no space for carry ons and they are either checked or I end up having to store it several rows back from my seat. Delta should not offer carryons for all customers if there is not actually space for everyone

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

Flight was delayed due to needing a replacement flight crew. Delta changed the aircraft type in Detroit. One hour delay. But once in the air, good flight

I had bad experience with United airline. No live rep, they only have AI that respond to customers concern

Great flight and crew. Need more legroom and DO NOT allow seats to recline.

Flight and crew were great. Need more legroom and do not allow seats to recline.

Bathrooms broken, Wifi not working, Direct TV stuck in a United credit card loop for whole flight

We arrived to Chicago nearly 30 minutes early, which was great, but then was on the ground for over an hour because the gate was not available. The issue I had was the pilot estimation was frustrating. First he said he was informed it would be 20 minutes but he said "it will probably be more like 10 minutes". After 30 minutes he came back on the comm and said it would be another 10 minutes, maybe 20. I understand he was only giving estimates but he also layered in his own gut feel. We were never told why we didn't have a gate even after our scheduled entry.

Just sat on the run way after we arrived early

New Max 10, first class seats have been shrunk. End of a 20 hour journey, it was United not Lufthansa, just glad to get home

The Code Share with Air Canada was not very streamlined. I had to check in at airport (not online) on the outbound and return flights

Tired of being nickel and dimed for every little thing, especially carry-on luggage.

Late start, late arrival and very uncomfortable seats. No legroom, no elbow room because the person next to me was fat. I had to press myself toward the aisle or be rubbing arms with them. As a result, I was bumped every time someone passed in the aisle. But I couldn't get away from the hip encroachment. Who wants to rub hips with an oversized stranger for over 2 hours? I'm not fat, just tall and larger-than-average frame so I need to leg room but it would be nice if other peoples' body parts weren't squeezing under and over the arm of the seating. Why should it cost me so much for simple comfort so United can get a little more profit?

The boarding agent and checked bag agent were both rude. It only takes a second to be kind. However, the flight crew was amazing. I got a turkey sandwich and it wasn't bad---not great but not bad. The internet was my biggest problem. This was a work trip and I REALLY needed the internet to meet a deadline but it didn't work for 80% of the trip. Very disappointing.

I tried to check in beforehand from Ireland. The Jet Blue website sent me to the Aer Lingus website and vice versa. I tried to get a boarding pass at Dublin Airport as well, but they said they couldn't help me either. I had to wait until I arrived at the gate in Boston to secure a boarding pass...it was a bit nerve wracking.

Great flight. Best in years. Very clean craft. Easy boarding. Communicative pilot. Friendly flight attendants. Absolutely smooth take off, in flight and landing. Very comfortable seats. Smoothest flight I've experienced in years. THANK YOU JET BLUE!

I was asked to pony up an additional $239 (over the $735 paid originally) for a one way middle seat, which was very uncomfortable. Where did you expect me to sit?

Jet Blue sevice was good. Just don't understand why they charge for earphones to listen to flight entertainment. Other than that, everything was excellent.

The whole experience at the airport in Istanbul should be made known beforehand. Four passport checks and a huge check-in line as I could not check in online made it a very lengthy and frustrating experience. The flights on Turkish Airlines however were just fine.

Mostly good, flight take off in time and land earlier I can’t ask for more..

The crew was not nice this time. I asked for a drink one time and the girl didn’t say anything to me and just got me the hot drink while walking super fast to the back. We were sitting in the back and she wasn’t doing anything except socializing. She was upset I asked for something and she had to do her job. I also didn’t fully have it in my hands when she handed it to me so it was dangerous. She was abrupt and rude. She wouldn’t allow for people to spread out like previous flights we had been on if they were empty, and there were empty rows. It was strange and she enjoyed being angry at us.

Not having an assigned seat until boarding and then having to check my bag.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

Cabin staff were very disengaged, spoke with no eye contact, dismissive. Disappointing compared to my United experiences.

awful delay, awful communication, zero updates throughout the experience of a giant delay

It was decent, there was no WiFi on the flight but the FA’s gave everyone a warning once we boarded the plane. Unfortunately it didn't give me enough time to download my entertainment content.

Delayed and WIFI was not working for most of flight.

I am generally an American Airlines loyalist but this flight was not good. I was seated in an aisle seat and the gentleman in front of my had his seat fully reclined which made it impossible to work on my laptop, eat or drink.. The gentleman in the middle seat was watching something on his phone without headphones.

Disorganized boarding. Mandatory to gate check bags. Curt flight staff. No space for cabin bag, even when I was in first class.

Like all of the flights I took to get down to Dallas. They were delayed

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

Good communication at the gate and very nice crew in the flight

Unfortunately we had turbulence because of the weather and when we were about to land in Miami, the pilot brought the aircraft quickly up because another plane was in its way. The pilot was remarkable however we weren’t told until we started our second descent. Our flight was GOOD. The flight from Miami to Hartford was packed, so many people. It was late at night and we were tired and just wanted to be home. Obviously, the aviation staff preformed well.

Air was off while waiting on the runway and the temperatures became very uncomfortably hot. Flight attendants were very loud and rude the entire flight.

I booked tickets from San Diego to Cincinnati months in advance to attend my sister’s wedding, a wedding where I was serving as the officiant. At 10:00 PM the night before my 6:00 AM flight (just 8 hours before departure), I received an alert that my first leg to Denver was delayed, causing me to miss my connecting flight to Cincinnati. When I called Frontier customer service, they informed me that they couldn't get me on any other flight that would get me there in time for the Saturday wedding, let alone the rehearsal dinner. Because I had a critical role in the wedding, I was forced to buy a last-minute ticket on another airline for three times the original price, costing me well over $1,000 extra. Even with the emergency flight, I still missed the rehearsal dinner entirely. When I spoke with Frontier, they agreed to refund my original ticket, but showed zero care or accountability for the massive financial burden and distress they caused. Their "compensation" for causing me to spend an extra $1,000+ and miss an irreplaceable family event? A $75 Frontier voucher. Frontier completely dropped the ball. Their customer service showed zero empathy, and their reliability is non-existent. I will never fly Frontier again, and no one else should either if they actually need to get where they want to go. Tip for anyone flying from Denver to Cincinnati: Avoid Frontier connecting flights or layovers at all costs, especially for time-sensitive events. Book direct flights with an airline that actually offers reliable customer support and rebooking options when delays occur.

I booked tickets from San Diego to Cincinnati months in advance to attend my sister’s wedding, a wedding where I was serving as the officiant. At 10:00 PM the night before my 6:00 AM flight (just 8 hours before departure), I received an alert that my first leg to Denver was delayed, causing me to miss my connecting flight to Cincinnati. When I called Frontier customer service, they informed me that they couldn't get me on any other flight that would get me there in time for the Saturday wedding, let alone the rehearsal dinner. Because I had a critical role in the wedding, I was forced to buy a last-minute ticket on another airline for three times the original price, it costing me well over $1,000 extra. Even with the emergency flight, I still missed the rehearsal dinner entirely. When I spoke with Frontier, they agreed to refund my original ticket, but showed zero care or accountability for the massive financial burden and distress they caused. Their "compensation” for causing me to spend an extra $1,000+ and miss an irreplaceable family event? A $75 Frontier voucher. Frontier completely dropped the ball. Their customer service showed zero empathy letting me know that it was Frontier who was the real victim by refunding my ticket price, and their reliability is non-existent. I will never fly Frontier again, and I strongly advise anyone who actually needs to arrive at their destination on time for an important event to book with literally any other airline.

Flight delayed and missed connection. Next available flight was a 10 hour delay.

It got me to my destination? However we were an hour delayed departing, and we never received any updates or notifications from staff. Poor communication and customer service.

Frontier didn’t give us enough notice that our flight had been delayed. I was just entering the airport when I received the notice, less than 2hrs before my scheduled flight. They delayed it 1hr 22min because another jet left late out of Vegas. Frontier needs better communication with customers because I could have eaten at home and had someone drive me instead of paying for an Uber.

Great flight, no problems. I wish they would increase the checked bag weight limit. Packing was very stressful.

My experience with Frontier was terrible. We were delayed for 2 hours. At one point during the wait at the gate I left to go get a sandwich - I was gone probably 15 minutes. In my absence, they decided to move our flight up, boarded and left. When I came back the two attendants were very rude and I unavoidably had to purchase another ticket on the next flight. During this whole time, the Frontier app did not update the departure time, so I was SOL.

Flight delayed 9 hours. On tarmac for over an hour after arrival. Will never book with Frontier under any circumstances ever again.

Pro: The stuff was great. Friendly, patient and caring. Our seat row was clean. The bath room was clean. Our flights were close to on time. Con: The leg room is too small. No blankets or pillows. No entertainment devices at all. I can’t remember to have a food choice. I would fly again with frontier for short distances.

More options for your flight to Connecticut

Complete your trip to Connecticut with a hotel stay or car rental