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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

Wed, Dec 2 - Sat, Dec 12
Frontier Logo
8:30 am - 11:42 amSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 12mnonstop
Frontier Logo
7:38 pm - 12:35 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
3h 57mnonstop
$161Frontier
Fri, Dec 4 - Sun, Dec 6
Frontier Logo
10:04 am - 1:16 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 12mnonstop
Frontier Logo
6:52 pm - 11:49 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
3h 57mnonstop
$166Frontier
Thu, Dec 10 - Mon, Dec 14
JetBlue Logo
8:00 am - 4:30 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
9h 30m1 stop Orlando
JetBlue Logo
5:30 pm - 1:34 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
7h 04m1 stop Orlando
$235JetBlue
Thu, Dec 10 - Sun, Dec 13
JetBlue Logo
5:15 pm - 11:17 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
7h 02m1 stop Orlando
JetBlue Logo
5:30 pm - 1:34 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
7h 04m1 stop Orlando
$235JetBlue
Thu, Dec 10 - Mon, Dec 14
Multiple Airlines Logo
2:42 pm - 5:57 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 15mnonstop
Multiple Airlines Logo
7:05 am - 2:13 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
18h 08m2 stops Norfolk Orlando
$240Multiple Airlines
Fri, Dec 4 - Mon, Dec 7
Multiple Airlines Logo
10:04 am - 1:16 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 12mnonstop
Multiple Airlines Logo
7:05 am - 2:13 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
18h 08m2 stops Norfolk Orlando
$242Multiple Airlines
Wed, Dec 16 - Sat, Jan 2
American Airlines Logo
9:38 am - 11:35 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
14h 57m1 stop Miami
American Airlines Logo
7:02 pm - 12:12 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
16h 10m1 stop Philadelphia
$278American Airlines
Tue, Dec 22 - Sun, Jan 3
American Airlines Logo
3:01 pm - 10:58 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
8h 57m1 stop Philadelphia
American Airlines Logo
7:02 pm - 12:12 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
16h 10m1 stop Philadelphia
$278American Airlines
Fri, Dec 25 - Fri, Jan 1
United Airlines Logo
1:40 pm - 12:52 amAUA  Oranjestad Reina Beatrix-BDL Hartford Bradley Intl
12h 12m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
7:45 pm - 3:10 pmBDL  Hartford Bradley Intl-AUA Oranjestad Reina Beatrix
18h 25m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
$342United Airlines
Fri, Dec 25 - Fri, Jan 1
United Airlines Logo
1:40 pm - 11:46 pmAUA  Oranjestad Reina Beatrix-BDL Hartford Bradley Intl
11h 06m2 stops Newark Washington, D.C. Dulles Intl
United Airlines Logo
9:16 am - 3:10 pmBDL  Hartford Bradley Intl-AUA Oranjestad Reina Beatrix
28h 54m1 stop Chicago O'Hare Intl
$342United Airlines
Useful Info

Good to know

Low season

March

Cheapest flight

$108
Best time to beat the crowds with an average 12% 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 8708 reviews
7.8Comfort
7.8Entertainment
8.5Crew
7.2Food
8.1Boarding
Airline reviews

My experience with Delta is always pleasant. My return flight #1426 from ATL to RIC was very delayed with departure and landing. It also took a substantial amount of time for baggage claim. It was already late at night, so the delays made for a very long day. I did not get home until after 12 midnight.

8.0 ExcellentMaya, Nov 2026
Read more Delta reviews

My experience with Delta is always pleasant. My return flight #1426 from ATL to RIC was very delayed with departure and landing. It also took a substantial amount of time for baggage claim. It was already late at night, so the delays made for a very long day. I did not get home until after 12 midnight.

I had a great flight with delta. Plane was clean and the staff was nice, I would fly again with delta.

After flying with Qatar Airways and Kenya Airlines. Delta leaves a lot to be desired

A 6hr delay is going to put a damper on all reviews. It was almost impossible to get into the Delta club also. Zero conveyance. I could not use my status for anything. Makes me wonder why am I loyal to delta?

I fly coach so there is always the feeling everyone up front has more space than me. Everything was fine - on time which is the most important thing!

Great overall experience and use of the Delta One lounge was amazing!

I used by Skymiles to upgrade to First so that I could comfortably work using my laptop. But WiFi was intermittent and unavailable for long periods. I feel like I wasted 70,000 miles :(

Great as one can be for a one connection 6 hour flight

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

Check in went smoothly. Flight attendant who was assigned my area barely paid any attention to me! She acted as though she was extremely busy and flustered. Maybe she was new?! I told her to change the language on my screen, she said she’d come back to help me but never did so I was able to solve the problem on my own. She came back and said she’d made adjustments on her end. Highly doubt it because I found the setting to change the language! Also, I noticed everyone was eating before we landed so I pushed my help button and she never came so I got up to find her to ask her if I can have breakfast. She said they are not serving breakfast but I can have a sandwich. Yes, that was her response as I saw everyone eating breakfast!!!

Terrible flight attendant. Rushing me as I ate my salad and appetizer. Served my dinner while I was still eating my salad. My dinner was dry and very salty. He asked me what I wanted to drink, I said flavored sparkling water. He said we don’t have that we have plain sparkling water. I’ve flown United many times and I know exactly what they have. 10 minutes later he asked me what flavor sparkling water I wanted. Did this with an attitude as if he was being bothered!

United staff were very communicative, the new starlink Wifi is amazing as I was able to work easily.

Starlink internet made the flight time shrink and I was able to work.

Seats are made for children. An 8 hour flight with tiny seats is more like a cattle car. Lost bags at Rome airport caused a 7 hour delay.

We sat on the tarmac in Denver for over 30 minutes because a plane was in our gate. The pilot kept saying it will just be 5 minutes or less. However, we sat for over 30 minutes. Experiences like this make customers not trust what the pilot is saying.

Waited on tarmac for approximately 15-25 minutes before taking off. When landing, the time it took to taxi to our gate was the also 15-25 minutes.

Waited on tarmac to take off for approximately 15-25 minutes. When landing, the taxi to our gate took a similar amount of time. This happened on both of my United 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?

1/2 full flight, nice and comfy flight. On time, good service

Both ways the people in the rear section of the plane were forced to check their carry on bags. I would understand this if the size and number of bags were not limited, but I do not understand why there is not room for one small overhead bag per person, even if the flight is full. I could watch the baggage handlers loading the extra luggage from my window and I’m pretty sure mine wouldn’t have survived undamaged, even though it is new and sturdy.

Entertainment, clean plane and funny pilot over the intercom was excellent… however, gate agent was rude and was probably a Spirit employee before they went bankrupt… there were 3 flight attendants - 2 of them didn’t want to be there the other one was kind and nice… I want you to recognize how you have to compete with Delta or South West airlines or even American Airlines which would choose over you at any given day from here on out. Please treat people respectfully. If you hate working in this industry - go and work somewhere else. The flight was very empty and it shouldn’t be hard to crack a smile once in a while. Very disappointing… I remember flying Jet Blue back in the day from Dulles IAD to LAX and you guys were super cool and fancy and made flying fun again - truly elevated the experience. Don’t become the next most hated airline… you can do better . I want you to succeed…

Free wifi was almost impossible to get, kept dropping the connection

Not good - we boarded and taxied for an hour before they told us there were technical issues with the plane. They told us we were going to need to deplane, parked back at the gate but then didn’t tell us we didn’t have to anymore. There was just a lot of uncertainties with poor communication.

3.5 hour delay because of “mundane” mx issue. Aircraft had to be towed 3 times.

Overall great experience, though my screen for entertainment was not working and I could see that others were.

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.

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.

I have generally had positive experiences with American Airlines (outside a handful of delayed flights), which is why I wanted to share this feedback constructively. On my recent flight, my travel experience was extremely uncomfortable because my seat mate significantly encroached into my assigned seat space for the duration of the flight. As a result, I was forced to sit partially sideways, with much of my shoulder and upper body extending into the aisle. Unfortunately, my back still hurts from maintaining that awkward position.I recognize that this is a sensitive and challenging issue for airlines and cabin crews to address. Everyone deserves to travel with dignity and respect, and I understand that individual circumstances can vary. However, fairness also requires that all passengers have reasonable access to the seat space they have paid for. When one passenger's use of space substantially impacts another passenger's ability to sit safely and comfortably, there should be a practical solution available.I appreciate the complexities involved, but I hope American Airlines will continue exploring ways to ensure that all passengers can travel comfortably and equitably. This experience detracted significantly from what should have been a routine flight.

The crew was great! The issue for me is the aircraft. The Airbus A32x is just not comfortable enough and the entertainment delivery via personal devices is problematic.

The crew was dis respectful even in business class. I will not recommend AA to anyone and will also fly only when there is no choice

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.

Airport staff was terrible, they made up excusses on how I can get to my terminal, I missed my flight then had to pay for A whole other flight! Worst experience ever, even A employee also loughed and said yea sorry for our poor training.

THE BARE METAL SEATS AT THE FRONTIER GATE IN CLEVELAND HOPKINS AIRPORT ARE DISGUSTING...BUT JUST A LITTLE BETTER THAN THE SEAT MATERIALS ON THE PLANE! THE "COMMERCIAL" ANNOUNCMENT PUSHING THE CREDIT CARD DEAL IS OBNOXIOUS AND UNWELCOME! THE VOLUME OF THE OFFER ANNOUNCMENET BLARES LOUDLY AND IS FILLED WITH A HYPED UP, CANNED SCRIPT. BOTTOM LINE IS THE FLIGHT AND THE CREW WERE VERY GOOD EXCEPT FOR THE ABOVE.

Maximizing profits is one way to a healthy bottom line, the other is repeat business and referrals from satisfied customers. Frontier has clearly chosen the former. One of many examples: Family emergency required me to cut trip short. Headed to the airport to fly standby for the return trip I had already paid for (yes I understand prices vary with demand etc). Was told there is no standby and that I would need to pay for, despite what it's called by the company, what amounts to a new ticket. And surprise surprise, there turned out to be dozens of empty seats on that flight. To say nothing of the sleazy third and fourth party resellers, the flight/ticket insurance I elected and thought I had paid for that mysteriously wasn't there when I needed it before I left, and on and on with third world sleazy management decisions. The inflight coffee (that I had to pay for) was very good though.

You have to be super careful when purchasing as *everything*, a carryon or a sip of soda, has a fee. They relentlessly chip away at you with surcharges and extra costs … and it’s not always clear what you are getting when you buy your ticket. Will not fly them again. And … crew were not friendly until off boarding .. like they don’t like working for Frontier.

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.

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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