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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, Oct 9 - Mon, Oct 12
Frontier Logo
4:28 pm - 8:42 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 14mnonstop
Frontier Logo
9:37 pm - 1:37 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
4h 00mnonstop
$196Frontier
Wed, Oct 14 - Mon, Oct 26
Frontier Logo
3:41 pm - 7:54 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 13mnonstop
Frontier Logo
9:37 pm - 1:37 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
4h 00mnonstop
$203Frontier
Wed, Oct 14 - Mon, Oct 26
JetBlue Logo
4:40 pm - 11:58 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
7h 18m1 stop Fort Lauderdale
JetBlue Logo
6:00 am - 1:46 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
7h 46m1 stop New York John F Kennedy Intl
$216JetBlue
Fri, Oct 9 - Mon, Oct 26
JetBlue Logo
2:30 pm - 6:29 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
3h 59mnonstop
JetBlue Logo
6:00 am - 1:46 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
7h 46m1 stop New York John F Kennedy Intl
$229JetBlue
Wed, Oct 21 - Tue, Oct 27
Multiple Airlines Logo
3:41 pm - 7:54 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 13mnonstop
Multiple Airlines Logo
6:30 am - 10:31 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
4h 01mnonstop
$241Multiple Airlines
Wed, Oct 7 - Sat, Oct 10
Multiple Airlines Logo
4:28 pm - 8:30 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 02mnonstop
Multiple Airlines Logo
7:36 pm - 11:33 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
3h 57mnonstop
$250Multiple Airlines
Thu, Oct 1 - Mon, Oct 5
American Airlines Logo
2:58 pm - 11:39 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
8h 41m1 stop Miami
American Airlines Logo
7:20 pm - 12:09 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
16h 49m1 stop Charlotte Douglas
$274American Airlines
Thu, Oct 1 - Wed, Oct 7
American Airlines Logo
2:58 pm - 11:39 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
8h 41m1 stop Miami
American Airlines Logo
5:37 am - 3:38 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
10h 01m2 stops Washington, D.C. Reagan-National Miami
$279American Airlines
Fri, Oct 23 - Tue, Oct 27
United Airlines Logo
12:52 pm - 5:53 pmMBJ  Montego Bay Sangster Intl-BDL Hartford Bradley Intl
28h 01m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
9:37 am - 1:14 pmBDL  Hartford Bradley Intl-MBJ Montego Bay Sangster Intl
28h 37m2 stops Chicago O'Hare Intl Newark
$314United Airlines
Fri, Oct 23 - Tue, Oct 27
United Airlines Logo
12:52 pm - 5:53 pmMBJ  Montego Bay Sangster Intl-BDL Hartford Bradley Intl
28h 01m3 stops Newark Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
9:37 am - 1:14 pmBDL  Hartford Bradley Intl-MBJ Montego Bay Sangster Intl
28h 37m2 stops Chicago O'Hare Intl Newark
$314United Airlines
Useful Info

Good to know

Low season

March

Cheapest flight

$103
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 20% increase in price.
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 8579 reviews
7.8Comfort
8.1Boarding
7.2Food
7.8Entertainment
8.5Crew
Airline reviews

Sat in the plane at the gate in SLC for 2+ hours before take off, getting me home nearly 3 hours later than planned.

2.0 MediocreAndrew, Sep 2026
Read more Delta reviews

Sat in the plane at the gate in SLC for 2+ hours before take off, getting me home nearly 3 hours later than planned.

I was impressed with how quickly the baggage transfers were made.

The Airline Attendant found us in flight and moved us to seats in the front of economy due to the short time we would have to make our connecting flight. We really appreciated it.

For some reason, there was very little volume on the cabin announcements. You could not hear what the pilot or crew were saying.

Carmen was an absolute delight on the flight staff! Everyone was lovely and made it a very pleasant flight.

Flight was delayed at airport with large backlog and WiFi was spotty

I don’t like mushrooms and that’s all they had with pasta

I Love Delta but one of the flight crew training in courtesy snd hospitality.

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

For the Singapore to CA flight, nearly 16 hours long was miserable. We sat on the tarmac for one hour to burn fuel. The flight attendant girls were mean. They would yell at people who stood up to try to stretch their legs. One time the drinks came thru and the lady judged us and made a comment about how much sugar was in apple juice when we ordered it once. She was rude and inappropriate. The entire flight was frustrating. You'd think a long haul like that the airline would try to make you comfortable. I just don't understand why the ladies were so snappy. I have never experienced rude flight attendants like that. It was the longest flight I've had to sit on before. We were not impressed. Raymond on the other hand was amazing! By far the best person working that flight!

premium economy is expensive but worth it for the comfort and food on a long flight

Very disappointing that on an international business class flight they would not give me access to the lounge in Boston. They said it was because it was a codeshare flight. International business class should include lounge access regardless of codeshare.

They did not have free WIFI and I was not okay with that!

Flight was on time, clean, etc. Despite connecting to your wi fi I was unable to use your app to watch entertainment.

Awful!!!. I do not recommend United. The flight staff are unhappy and don't attempt to make the passengers feel comfortable or welcome. The food is not edible, and the seats are miserable. My expensive luggage was destroyed, and the ticket prices are too much for the experience.

Even though the incoming flight was delayed by 20 minutes they managed to get us to SFO 15 minutes early.

On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.

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?

Had to pay for WiFi, delayed start, and sat on the runway forever.

As with most flights these days it was delayed by about 30 min.

The airline company should manage their crew for the plane on better schedule so people don’t have to wait in the plane. And this flight that I had had no snacks offered, and if you would like a water, you had to come see somebody and ask for. If airline would let people know that they are no longer providing or offering any food. At least people could bring their own if they wish.

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.

KUDOS TO ALL THE CREW PROVIDING ASSISTANCE WITH PASSENGERS ON A WHEELCHAIR. ON BOTH FLIGHTS THEY HUSTLED TO TAKE MY RELATIVE TO CONNECTION ON TIME. THEY DESERVE A LOT OF CREDIT!

Good experience with this flight. Boarding was smooth with no issues. The short flight was good with quick drink & snack service. Nice easy way to get back from DC.

Staff was very responsive and nice. Long delay because of mechanical issues was a problem.

Very good flight that left on time and arrived earlier than anticipated, which was a plus! The crew members were very welcoming and helpful. However, the temperature on the flight was very cold - almost to the point of extreme discomfort. Additionally, requiring passengers to pay $8 for headphones to access the JetBlue entertainment was disappointing. Those earbud jacks are not used with most technology and would not be able to be used. There was no option to use Bluetooth for my own earbuds. Beyond those inconveniences, the flight was good.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

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.

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!!!

Frontier is good until they cancel your flight. Way too many cancellations.

I know Frontier is a “no-frills” airline. I understand the concept. However, I jumped on some tickets for our family vacation, expecting to play a bit of a game to figure out the family bags and not over spend. In the end, I got the short end of this deal by far. 1. I did not expect them to charge the baggage fee for each direction. It makes the fee look high-ish at a glance, but reasonable. Then when you get to checkout and realize you have to pay it twice to come home with your luggage, it becomes ridiculous. 2. The low checked bag weight limit. I am used to packing a 50lb bag with my preferred airline. Frontier’s artificially low 40lb limit more quickly triggers the extra weight fee, which almost DOUBLES the price of the bag if you go over ($79 for the bag/$75 for the next 10 lbs) 3. The fee for a carry-on bag is the same as a checked bag but with a lower size and weight limit. Make it make sense! 4. The seats are terrible. My 2.5 hour flight almost had me losing my mind. I’m 6’3” and my femurs barely fit in the space provided. My knees had to wiggle just right to jam into the crack next to the armrest of the seat in front of me. The cushioning was thin and inadequate. I am tall but I’m not a freak. These seats are unacceptable. 5. I overheard the woman next to me speaking with the gate agent about being charged a $25 fee for not checking in online - she checked in at the airport counter when she arrived. That’s ridiculous. She was old and in a wheelchair. She had a paper boarding pass, and was obviously not tech savvy. She should not be punished for that. 6. They do not have good placement in the terminals. It was always out on the end or down on a subfloor, and we had to walk out on the tarmac almost every time. In Denver. Their home airport! 7. Every time I loaded a new page on the website while buying my tickets or my bags, it was constantly trying to upsell me on some esoteric bundle. Like, a pop-up every time. Very annoying. 8. No screens in the boarding area (at least where we were) to confirm you’re in the right place. Just static gate number signs. I am sure these are standard practices for Frontier, and I should have read more about them before I purchased tickets, but as a result of this single round trip, I do not plan to ever use this cut-rate airline again. I would rather pay the normal amount for a ticket and be treated like a customer instead of a mark.

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

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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