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Cheap Flights from Caribbean to Hartford

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Hartford

Fri, Dec 11 - Mon, Dec 14
Frontier Logo
8:44 pm - 12:01 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
16h 17m1 stop Orlando
Frontier Logo
8:28 pm - 1:28 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
4h 00mnonstop
$163Frontier
Fri, Oct 30 - Mon, Nov 2
Frontier Logo
1:56 pm - 6:08 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 12mnonstop
Frontier Logo
6:03 pm - 11:06 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
4h 03mnonstop
$165Frontier
Fri, Nov 6 - Sat, Nov 14
Multiple Airlines Logo
1:56 pm - 5:08 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 12mnonstop
Multiple Airlines Logo
7:26 pm - 11:45 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
15h 19m1 stop Tampa
$178Multiple Airlines
Fri, Nov 13 - Sun, Nov 15
Multiple Airlines Logo
1:56 pm - 5:08 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 12mnonstop
Multiple Airlines Logo
7:42 pm - 12:40 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
3h 58mnonstop
$188Multiple Airlines
Thu, Nov 12 - Tue, Nov 17
JetBlue Logo
4:00 pm - 11:38 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
8h 38m1 stop New York John F Kennedy Intl
JetBlue Logo
12:29 pm - 9:21 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
7h 52m1 stop Orlando
$205JetBlue
Thu, Nov 12 - Tue, Nov 17
JetBlue Logo
5:30 pm - 11:59 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
7h 29m1 stop Fort Lauderdale
JetBlue Logo
12:29 pm - 9:21 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
7h 52m1 stop Orlando
$209JetBlue
Wed, Dec 2 - Sun, Dec 6
American Airlines Logo
6:28 am - 5:55 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
12h 27m1 stop Charlotte Douglas
American Airlines Logo
7:35 pm - 1:04 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
16h 29m1 stop Charlotte Douglas
$216American Airlines
Wed, Dec 2 - Sun, Dec 6
American Airlines Logo
7:20 am - 2:27 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
8h 07m1 stop Miami
American Airlines Logo
6:01 am - 9:33 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
14h 32m1 stop Charlotte Douglas
$216American Airlines
Sat, Dec 19 - Mon, Jan 11
Southwest Logo
4:20 pm - 11:50 pmMBJ  Montego Bay Sangster Intl-BDL Hartford Bradley Intl
7h 30m1 stop Baltimore/Washington
Southwest Logo
6:00 am - 2:10 pmBDL  Hartford Bradley Intl-MBJ Montego Bay Sangster Intl
8h 10m1 stop Baltimore/Washington
$367Southwest
Thu, Oct 29 - Tue, Nov 3
Southwest Logo
12:00 pm - 11:00 pmMBJ  Montego Bay Sangster Intl-BDL Hartford Bradley Intl
10h 00m1 stop Orlando
Southwest Logo
7:00 am - 2:25 pmBDL  Hartford Bradley Intl-MBJ Montego Bay Sangster Intl
7h 25m1 stop Baltimore/Washington
$367Southwest
Useful Info

Good to know

Low season

March

Cheapest flight

$101
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from San Juan to Hartford

FAQs for booking flights from Caribbean to Hartford

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

    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 Hartford.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hartford from Caribbean 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 Hartford?

    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 to Hartford with an airline and back to Caribbean with another airline.

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

    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 to Hartford from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Caribbean to Hartford

 
Need help choosing which airline to fly with from Caribbean to Hartford? 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 8649 reviews
8.5Crew
7.8Comfort
7.8Entertainment
7.2Food
8.1Boarding
Airline reviews

Not up to Delta standards. Flight attendant in FC seemed more about just going through the motions than providing friendly customer service. Efficient but mechanical. Never smiled. Never acknowledged pleasantries. Never offered to hang my suit jacket. Just did her tasks. Fine, but not an optimal customer experience. .

4.0 OkayBruce, Oct 2026
Read more Delta reviews

Not up to Delta standards. Flight attendant in FC seemed more about just going through the motions than providing friendly customer service. Efficient but mechanical. Never smiled. Never acknowledged pleasantries. Never offered to hang my suit jacket. Just did her tasks. Fine, but not an optimal customer experience. .

Another pleasant experience flying Delta! Boarding was easy and efficient. The gate area was clean and uncrowded, and the gate agent was friendly, courteous, and professional. The flight itself went like clockwork. We experienced a slight delay, but that appeared to be related to operations at LaGuardia rather than Delta. Once underway, the flight was smooth, and the landing was gentle and uneventful. The flight attendants were equally courteous, attentive, and professional throughout the journey. Overall, a very pleasant experience. Thank you, Delta, and well done to the entire crew! 🙏🏽💗

Requested an aisle seat at the gate and got it. The staff so friendly

Aircraft without problems that leave on time, not 2 hours late with last minute gate changes across the terminal

The baseline is to have everything happen as expected. That is what happened with the small exception that climate control in the aircraft sss not turned on when boarding started making the aircraft very hot. All in all great experience!

On time, quick boarding, so nice of them to honor active and retired military with early boarding. Attendants were nice . Plane was clean. A bit crowded like all flights.

My bag was open when I got to Portland and all my clothes were wet and my parking pass was wet

I liked one of the movies ( which I'm not a movie person" but this was so funny. I had to keep my laughter out loud to a muffle.! I felt too squished in my window seat and the man next to me was not big and bulky or heavy. I like the option of only two seats together. It made it much better for bathroom breaks.

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 couldn’t give an honest evaluation, because the Houston airport has a problem and I was stand up for several hours and after a long trip from Munich I feel really very tired

It was very good. the food was varied and tasty, the movie was the same, maybe I would recommend changing the movie selection every month because my flight to Amsterdam was in September and I came back from Munich en October they are flights so long and we need something to see. But however I liked flying with United

A couple flight attendants in business class had bad attitudes and provided poor service. They did provide drinks or refill drinks. They talked to certain passengers for long periods of time and ignored others.

I especially enjoyed having a lightly packed flight which enabled me and my wife to occupy a three seat area with nobody in the middle seat.

Fantastic experience once again flying with United! There was great communication from the cockpit and one of the flight attendants went out of her way to get my two little kids some special treats which elevated our travel experience coming home.

The business class service was very good. The crew was helpful and the food was enjoyable. Boarding was well organized.

1) United economy seats barely recline. 2) I have yet to get United WiFi to work, after numerous flights.

Flight attendants need to know their plane. Seated in first row yesterday. The seat had about a 1 inch recline that was not adjustable. I don't appreciate being awakened to raise a seat that can't go any further forward and such a small recline is either irrelevant or the plane needs to be repaired. Not the way to treat any customer and especially the ones who have paid that level of money for the seats.

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 flight left unexpectedly early. Although I checked in at the gate, the crew made no attempt to contact me to inform me that what had been a delayed flight was now departing before the scheduled departure time. No announcement on the PA, no phone call. When I checked back at the gate for the delay status just before the scheduled departure time, I was told the doors were already locked and the flight had left.

Late boarding, had to check the bag even though there was space on the flight and I was I row 7

Our seats were moved for no reason. The plane was old and wifi and tv were slow. The flight was delayed over an hour for a paperwork issue. Only bright spot was the flight attendants good service.

Unacceptable pre-boarding ticket issues. Paid for and reserved Mint seat approximately a month in advance. Checked in to flight in Mint seat 24 hours before flight. Shortly before flight, was bumped out of Mint entirely, even though other Mint seats were still available and for sale. Was told it was "operational", however seats were still available/being sold. Got to gate and they could not explain it, but the gate agent was able to put me back into Mint (however to a different seat). Nothing proactive done by Jetblue, I would have been bumped had I not arrived at gate early enough to have a helpful gate agent rectify. No explanations from Jetblue.

The crew did not ensure the Evermore seats had their carry on space available. When my family and I boarded, we saw people putting their carry on suitcases in the overhead spaces above our seats and then proceed to the rear part of the plane. This resulted in us having to check our bags and being late to our meetings/events.

Crew was friendly. Free headphones would be nice. Free new movies would be better.

Diana at the gate was unhelpful which was fine, but she was also rude which I did not appreciate at all.

Multiple delays, poor communication, dismissive staff, chaotic boarding, broken seat back entertainment. Not really much to like.

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.

The crew were diligent about ensuring that our pet dog remained in his carrier for the entire flight, as is their mandate. I wish that mandate was changed so that our poor, scared pets can be comforted during a flight, whereas service animals get to stay out and about for the whole flight. Thank you.

first leg from san diego to chicago, only had cookies for snack. 1 flavor of sparkling water chicago to washington dc had option of cookies, pretzels, or gold fish. had 2 flavors of sparkling water. 2nd flight better however the best part was there was no delays!!! Got to chicago and washington dc early. That was wonderful!!!!

Multiple delays and made us miss the connecting flight and lost our bags

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.

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.

My ATL–CVG Frontier flight was disappointing due to both an operational issue and unprofessional customer service. After everyone had boarded and the aircraft had pushed back from the gate, we were delayed because the passenger count did not match the flight manifest. The crew counted passengers approximately six times before the aircraft returned to the gate and gate agents boarded to help resolve the discrepancy. We were ultimately advised that a family had been allowed to board but not all of their boarding passes had been properly scanned. This resulted in a departure delay of nearly an hour. I did appreciate that the pilot kept passengers informed and tried to reassure us that some of the delay could be recovered during the flight. My greater concern was the customer-service experience. I am a Frontier Elite Platinum member and was seated within the first five rows. When I boarded, the overhead bins near my seat were already closed. I opened two bins to see whether my small backpack would fit. A female flight attendant sharply told me that a closed bin meant it was full, although the second bin clearly had available space. When I tried to ask whether I could simply place my backpack in that available space, she ignored me. Later, while the gate agents were working to resolve the passenger-count problem, I heard the same flight attendant make jokes about how many gate agents it takes to count passengers. She then made unnecessary comments about the male gate agent doing the count, men thinking they can do things better than women, and women knowing better and outliving men. Later in the flight, she also commented that passengers should know that the first thing they need to do is always be nice to the flight attendants. Courtesy absolutely should go both ways. Flight attendants deserve respect from passengers, but passengers also deserve respectful and professional treatment from the crew. Joking about colleagues who were actively trying to correct an operational problem, making gender-based comments in front of passengers, and being dismissive toward a passenger asking a simple baggage question were unnecessary and unprofessional. I fly enough to understand that delays and mistakes happen. What determines the quality of the experience is how those situations are handled. Unfortunately, the customer-service attitude on this flight made an already frustrating operational delay considerably worse.

Did not get on the flight, they had a gate change and my app never updated me! Trying to get flight credit

Flight was delayed by about an hour, once we arrived at LAX we had to take a shuttle to the baggage claim - it was completely disorganized. The agents at the shuttles were rude and unable to provide any information. Frontier charges extra for everything from bags to drinks - at the end it ends up being more expensive than flying the better airlines

Sat in the airport waiting for my flight for 5 hours. Finally got on the plane only to be thrown off and told that my flight was cancelled. Zero customer service. Nobody spoke to us. Just the worst

When I was boarding my departure from Raleigh to Orlando I was inappropriately scolded by a female dog named Mia because I didn’t pay in advance for my carry on bag ($75). Frontiers website is confusing regarding pre-paying for carryons so it was a simple mistake. I also had paid for “upfront plus” meaning me and my son were seated in the front row with no one in the middle seat ($450 upgrade). When we were boarding Mia said “sir, you didn’t pay for your carryon” in a not so polite tone and told me to get out of line and come back to the counter to pay for my carryon. The way they had the retractable rope left me no room to circle back without making the people behind me move so I just stood there and then she said a second time “sir!! Go pay for your carryon” in an embarrassing tone. I then moved their rope so I could get back to the counter when a second female dog then asked “are you done!?!?” because I had said “do you want me to bulldoze the people behind me?” I then said you do realize I paid over $400 for upfront plus so I was certainly not trying to sneak a carryon bag without paying. Long story short, I am soooo done with discount airlines!!! By the time you pay for all the “extras” you might as well have paid for Delta Southwest or American! Frontier airlines sucks and I was embarrassed by a female dog named Mia!!!

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.

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