$92 Find Cheap Flights from Caribbean to Hartford

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Hartford departing on 6/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from Caribbean to Hartford

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Hartford that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Hartford

Thu, Aug 28 - Sun, Aug 31
Spirit Airlines Logo
5:41 pm - 8:10 amSJU-BDL
14h 29m1 stop
Spirit Airlines Logo
9:15 am - 4:46 pmBDL-SJU
7h 31m1 stop
$184Spirit Airlines
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Thu, Aug 21 - Mon, Aug 25
Spirit Airlines Logo
5:41 pm - 8:10 amSJU-BDL
14h 29m1 stop
Spirit Airlines Logo
9:15 am - 4:46 pmBDL-SJU
7h 31m1 stop
$185Spirit Airlines
Find Deal
Sat, Aug 16 - Mon, Aug 25
Frontier Logo
9:30 pm - 8:07 pmSJU-BDL
22h 37m1 stop
Frontier Logo
1:11 pm - 11:54 pmBDL-SJU
10h 43m1 stop
$202Frontier
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Sun, Jun 8 - Sat, Jun 14
Frontier Logo
3:40 am - 7:35 pmSJU-BDL
15h 55m1 stop
Frontier Logo
8:43 pm - 8:25 pmBDL-SJU
23h 42m1 stop
$203Frontier
Find Deal
Thu, Sep 11 - Mon, Sep 15
JetBlue Logo
3:50 pm - 7:52 pmSJU-BDL
4h 02mnonstop
JetBlue Logo
7:30 am - 11:23 amBDL-SJU
3h 53mnonstop
$270JetBlue
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Tue, Jun 3 - Sat, Jun 7
American Airlines Logo
5:25 am - 1:58 pmSJU-BDL
8h 33m2 stops
American Airlines Logo
3:16 pm - 10:55 pmBDL-SJU
7h 39m1 stop
$288American Airlines
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Thu, Sep 11 - Mon, Sep 15
JetBlue Logo
7:00 am - 10:55 amSJU-BDL
3h 55mnonstop
JetBlue Logo
6:30 am - 12:12 pmBDL-SJU
5h 42m1 stop
$307JetBlue
Find Deal
Thu, Jul 10 - Wed, Jul 16
American Airlines Logo
6:04 am - 11:18 pmSJU-BDL
17h 14m1 stop
American Airlines Logo
6:00 am - 6:10 pmBDL-SJU
12h 10m2 stops
$322American Airlines
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Sun, Sep 14 - Sun, Sep 21
Delta Logo
2:49 pm - 11:46 pmSTT-BDL
8h 57m1 stop
Delta Logo
6:00 am - 1:39 pmBDL-STT
7h 39m1 stop
$329Delta
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Fri, Oct 24 - Sun, Oct 26
Delta Logo
3:15 pm - 11:46 pmSDQ-BDL
8h 31m1 stop
Delta Logo
6:00 am - 1:53 pmBDL-SDQ
7h 53m1 stop
$506Delta
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Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$92
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from San Juan Airport 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.

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.
8.0
DeltaOverall score based on 7951 reviews
8.2Boarding
8.5Crew
7.9Comfort
7.3Food
7.9Entertainment
Airline reviews

Delta changed our flight a few months prior to our trip and we couldn’t get as good of seats on the new flight. Because of that we couldn’t sit together which was very disappointing. On the flight after a few hrs the bathrooms were filthy. The seats were comfortable - we were in comfort plus. The food was not good. The dinner was average but the morning snack was uneatable with horrible coffee. We have always preferred Delta comfort plus for our overseas travel and usually the food is decent, but not this trip.

6.0 GoodAnonymous, May 2025MAD - ATL
Read more Delta reviews

Delta changed our flight a few months prior to our trip and we couldn’t get as good of seats on the new flight. Because of that we couldn’t sit together which was very disappointing. On the flight after a few hrs the bathrooms were filthy. The seats were comfortable - we were in comfort plus. The food was not good. The dinner was average but the morning snack was uneatable with horrible coffee. We have always preferred Delta comfort plus for our overseas travel and usually the food is decent, but not this trip.

They boarded very early. We rushed to transfer and got to the gate 5 minutes after boarding was scheduled to start, however they were making a last call and holding signs for “all customers” to board. They were helpful at the gate, but I was surprised to see that we were some of the last to board at 5 minutes after scheduled boarding was to begin.

Subject: Complaint Regarding Disrespectful Behavior by Delta Air Lines Staff at Boarding Gate Dear Delta Air Lines Team, I am writing to formally file a complaint regarding the behavior of a staff member at the boarding gate today, May 14, 2025, at Las Américas International Airport. While we were preparing to board flight DL-1829 to New York, scheduled for 2:28 PM at gate T-11, we were informed that the aircraft was experiencing water system issues and that passengers were advised to use the restroom before boarding. I politely approached one of the Delta staff members to ask whether the lavatory would be partially or completely unavailable during the flight, as I am traveling with a baby in my arms. The employee’s response was extremely rude and arrogant. He replied, in an unnecessarily hostile tone, something along the lines of: “It’s either that or we cancel the flight — do you want us to cancel the flight?” This response lacked any empathy or professionalism. I understand that technical issues can arise, but that does not excuse such inappropriate treatment of passengers. I felt deeply disrespected and disappointed by the interaction. I sincerely hope appropriate measures are taken, and that all staff members receive the necessary training to treat passengers with courtesy, especially in delicate situations like this one.

Good flights. On time. They had a gluten free snack option which was nice

Take this flight once or twice a month. Just don’t cut it from the schedule.

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

This is speaking of the original flight leaving on April 30th(DL 1957) not the rebooked the following morning DL 9887. On April 30th, it was unusually crowded at Sangster International Airport (MBJ) the morning my mother and I arrived for our flight. She had to exceedingly long time for a wheelchair, once a wheelchair attendant arrived to take us to thru immigration and security then to go to gate the flight was boarding. We stayed on board for 3 1/2 hrs until the flight crew notified the passengers that flight indefinitely delayed so we had to stay by gate area. Before that my mom had to wait an additional 20-30 mins to deboard the plane. Was given food vouchers, by the time I came back the gate agents said the flight was gonna to reboard, so all the wheelchair passengers lined up. We waited an additional 45 mins, while I received a notification from kayak that the flight was cancelled. And on my delta app updated that flight was being detoured to Miami then from Miami back to JFK. We boarded the plane started to eat, then the flight crew notified us the flight was indeed being detoured & that how come the gate agents didn’t notified the passengers. We stayed on board for another 30-40 mins then was told by the captain that they tried all avenues to get the passengers back to JFK but the crew couldn’t continue the journey and the flight was cancelled. So we deboarded the plane again. Was told that we were going to be setup in hotels for the night. The hotel that we setup to go to wasn’t suitable for my mother’s needs and requested one nearby we were located in Jamaica. So any we had called a taxi to come to take us back where we stayed in Jamaica, that we had to pay out of own pockets.

Food from the flight from Atlanta to Santiago was very poor..

Flight was delayed due to weather. Crew did a nice job of making us comfortable. No complain complaints.

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

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.

No food or entertainment, but flight very comfortable and on time.

Baggage claim was barbaric at Wilmington. I realize that this is a startup airline but if they hope to grow or even survive they need to upgrade this airport. There is no automated luggage carousel and at times you are not only fighting your fellow passengers to get to your bags but also passengers coming in from other flights who cross right in front of you

No frills, i.e., no drinks or snacks. One is charged for everything. The cost really adds up. The crew and flight attendants were excellent and very pleasant.

I always walk by a pallet of Avelo branded mini bottles of water on the tarmac, but I’ve never seen them in flight. Yup, not even water offered on a 3 hour flight. No wi-fi onboard. We just watch the flight crew on their phone for 3 hours every flight. At least a mid-flight trash pickup would be great. Better than my last flight, but they only could have gone up from there. Don’t use for business or ticketed vacation like Disney… too unreliable.

You get what you pay for. The plane was dirty and the seats were awful.

Nightmare airline. Avoid Avelo. Understaffed at check-in with long, slow lines. Inexplicably had two flights and only one plane. Not weather or maintenance related apparently. One was supposed to go to Myrtle Beach and one to Orlando. I imagine someone thought it would be better to fly the available plane to Myrtle Beach and back and then go to Orlando since that round-trip was shorter. This didn’t account for the human factor of an end-of-week Orlando flight being 85% Disney passengers and putting the flight on a six-hour delay in New Haven airport… which, if you’ve been there, is tiny and has nothing to do for 50 kids excited to get to Disney. This delay was announced at the time of departure. No one realized before the time of departure there was no plane on the ground? And no one thought… hey I think the Myrtle Beach crowd might be a better one to have wait if we’re going to make a choice here (mind you the initial inbound plane was coming from Orlando and supposed to be out aircraft… they literally said let just grab this plane because it’s here to get this other group out at the last second). There is/was zero customer service desk for Avelo in HVN and there were no updates/announcements throughout the day. Plane still gets back late and we finally leave. No wi-fi on these planes, no snack or even water. I know this is budget airline, but expected at least a water after 8 hours of travel day. This should have been offered in terminal too. We land… hooray. Would you believe there is no ground crew to get the plane in to the gate… for 27 minutes. 27 minutes!!! At this point the rental car center is closing in 10 minutes, kids on the plane are crying again, and everyone is talking about how they’re never flying Avelo again. Finally get off. Bags are out at baggage claim right away (finally something right?), but they’ve stopped the carousel immediately and there is no baggage service rep. People are climbing over the carousel to get to the far side (if you’ve ever been to MCO you’ve seen it) because obviously they just stopped it immediately once all the bags were out. This airline is a dumpster fire. Icing on the cake was that while everyone was stuck in HVN, they were setting up for a celebration of their millionth passenger tomorrow. I bet 995,000 of those will never fly the airline again. Don’t fly Avelo. You’ve been warned.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

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 inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It was too hot in the cabin. The AC did not help.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

Everything was great except British airways lost our luggage that was gate checked all the way through to Italy. No one knows currently where one is and the other one may be in route to Amsterdam to meet us but not sure. If you can Hale’s it would be awesome. The website is not helpful.

Staff lovely , economy seats very uncomfortable , wheelchair assistance wonderful in Heathrow awful in Nashville !

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

DFW-LHR Toilets not kept clean Too cramped. Aisles so narrow crew were constantly banging into people on the aisle seats. Even then, the carts used are reduced width. Other than that it was a decent flight on both legs

The new seating in BC was a joy. My vegetarian pasta dish was excellent, very creative. The chicken potpie was ..... The crew was extremely focused and impersonal, but everything worked.

Eventless. It was a good flight and good crew. Can’t complaint.

At the beginning of the flight there was some turbulence and the announcement was made that there would be no beverage service. The turbulence only last about 5 minutes then it was smooth sailing. I noticed that first class got their service, but the rest of us did not.

The flight was two hours late to take off. The captain kept making announcements in English, but the volume on the speakers was low and we could not hear him. The flight attendant’s French translation was loud and clear, but we couldn’t understand French. The crew was nowhere to be found to relay what the captain was announcing. Very frustrating experience. American has to do better.

Update departure times in a more timely manner. We are not boarding on time if the plane isn’t arriving until after our scheduled departure time.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

I guess you get what you pay for. The seats are very uncomfortable and very little space. The snacks were pricey.

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

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