$121 Find Cheap Flights from Caribbean Islands to Hartford - Compare and Save

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 9/6. 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 Islands to Hartford

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands 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 Islands to Hartford

Sat, Aug 29 - Tue, Sep 1
Frontier Logo
8:45 am - 12:47 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 02mnonstop
Frontier Logo
1:42 pm - 5:46 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
4h 04mnonstop
$235Frontier
Thu, Nov 12 - Mon, Nov 16
JetBlue Logo
3:35 pm - 10:18 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
7h 43m1 stop Atlanta Hartsfield-Jackson
JetBlue Logo
5:30 am - 2:00 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
7h 30m1 stop Detroit Metropolitan Wayne County
$235JetBlue
Fri, Nov 13 - Tue, Nov 17
JetBlue Logo
3:10 pm - 11:42 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
9h 32m1 stop Detroit Metropolitan Wayne County
JetBlue Logo
6:00 am - 2:20 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
7h 20m1 stop Atlanta Hartsfield-Jackson
$235JetBlue
Fri, Sep 11 - Sat, Sep 12
Multiple Airlines Logo
4:28 pm - 8:30 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 02mnonstop
Multiple Airlines Logo
2:06 pm - 6:04 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
3h 58mnonstop
$236Multiple Airlines
Thu, Sep 3 - Mon, Sep 7
Frontier Logo
3:10 am - 11:32 amSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
8h 22m1 stop Orlando
Frontier Logo
1:42 pm - 5:46 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
4h 04mnonstop
$236Frontier
Sat, Aug 29 - Mon, Sep 7
Multiple Airlines Logo
6:35 am - 10:55 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
16h 20m2 stops Fort Lauderdale Jacksonville
Multiple Airlines Logo
1:42 pm - 5:46 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
4h 04mnonstop
$237Multiple Airlines
Thu, Sep 3 - Sun, Sep 6
American Airlines Logo
3:47 pm - 11:51 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
8h 04m2 stops Charlotte Douglas Washington, D.C. Reagan-National
American Airlines Logo
6:01 am - 6:33 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
12h 32m1 stop Miami
$241American Airlines
Thu, Sep 3 - Sun, Sep 6
American Airlines Logo
7:03 am - 2:14 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
7h 11m1 stop Philadelphia
American Airlines Logo
8:03 am - 2:53 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
6h 50m1 stop Charlotte Douglas
$241American Airlines
Fri, Nov 20 - Mon, Dec 7
United Airlines Logo
1:25 pm - 10:43 amMBJ  Montego Bay Sangster Intl-BDL Hartford Bradley Intl
21h 18m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
7:51 pm - 1:46 pmBDL  Hartford Bradley Intl-MBJ Montego Bay Sangster Intl
17h 55m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
$344United Airlines
Fri, Nov 20 - Mon, Dec 7
United Airlines Logo
2:54 pm - 10:43 amMBJ  Montego Bay Sangster Intl-BDL Hartford Bradley Intl
19h 49m1 stop Chicago O'Hare Intl
United Airlines Logo
12:10 pm - 1:46 pmBDL  Hartford Bradley Intl-MBJ Montego Bay Sangster Intl
25h 36m1 stop Chicago O'Hare Intl
$344United Airlines
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Good to know

Low season

September

Cheapest flight

$121
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 24% increase in price.
Flight from San Juan Airport to Hartford

FAQs for booking flights from Caribbean Islands to Hartford

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hartford from Caribbean Islands 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 Islands 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 Islands with another airline.

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

 
Need help choosing which airline to fly with from Caribbean Islands 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 8505 reviews
8.5Crew
8.1Boarding
7.2Food
7.8Comfort
7.8Entertainment
Airline reviews

Pushing back flight and ultimately cancelling it after multiple changes and hours of delays. Comm were terrible as to what was going on and what options were available.

2.0 MediocreEugene, Aug 2026
Read more Delta reviews

Pushing back flight and ultimately cancelling it after multiple changes and hours of delays. Comm were terrible as to what was going on and what options were available.

Even though we arrived early and checked in, for some unexplained reason, our bags were removed from the plane and put on the next flight. It took over 12 hours after arriving to get our bags.

WiFi was not working. Flight was delayed in Paris as luggage needed to be removed from the plane that didn’t match a passenger on board. Upon arrival in Detroit the plane couldn’t get to the gate as the pilot turned onto a runway with construction in progress . We waited to be towed back onto the runway. We were almost an hour late causing many passengers to miss their connecting flights.

Stewardess was not accommodating when I requested a second drink.

Some of the passengers are coming on board with luggage so overstuffed and/or too large that have no business going into the overhead bins.

I am in a wheelchair The gate agent knew exactly how to boarding A wheelchair first also the flight attendant knew exactly what she was doing

I am ina wheelchair and the gate agent knew exactly what to do when boarding just the the one of the flight attendants

There is consistently no communication/updated time slots in the app on when a flight will board when its delayed, which is the most frustrating as a consumer trying to understand if they need to get food now, or if there is actually a chance for them to eat during their layover. This keeps being my experience with delta and a potential reason to change airlines.

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

Packed old plane with uncomfortable seats. Great crew, especially Tara who was helpful to many. No water offered. Hard landing. Discount pricing is the benefit!

Flight was smooth. We boarded early and left Grand Rapids about a half hour ahead of schedule. We then arrived in Lakeland about 40 minutes early. Flights attendants (3) were welcoming and pleasant. Wish we would have at least been offered to buy a bottle of water. No beverage service at all.

I really liked the young man who checked me in and took my bags! He was so kind and was very helpful! I told my sister about the great service and him and she said that is why she flies Avelo Air.

The flight was delayed by a lot and the seats are pretty tight

Surprisingly was one of the better flights I’ve been on

Short 2-hour flight, we took off on time, ETA was earlier than stated, no interaction needed with stewards, no food, no entertainment on such a short flight.

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.

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.

The stewards going to Tampa were amazing. A few of the ones coming back were cold and distant. The girl at the desk at boarding was actually rude.

the seat has a problem. the back had a hole.

The back to back mechanical delays from Denver to San Diego and then on my return flight from Denver to Great Falls it added extra time both ways

Really old place. Not as clean as it should be, tray tables needed better cleaning. The items, trays and some other items need to b6 engineered. Anything task you or crew may do is incredibly load, seriously engineer for quiet smooth, easy. Just opening and closing the tray table is actually dangerous and can easily injure a finger. I'm sure it happens as it happened to me! First time I used United and likely will be the last!

The website check in was poor. Baggage fees were in US dollars but registered in Canadian dollars. The site would not accept my credit card. Scanning the passport was the worst. Someone from United needs to try the process. I’m not a novice with tech and I have to say this was a bad experience. Everything else was great.

Like the fact that the boarding was expedited. But the delay and chaos around the onboarding was not appreciated.

Flight was 2.5 late. Maybe not United’s fault but late none the less. We were late as well on the first leg. WiFi quit working with an hour left.

Seats are complete BS for 10 hrs. The guy at counter canceled our return flight from europe. Lufthansa on the way back made United look like a trailer park gathering. If given the opportunity, I will never fly united again. Lufthansa seats werent much better to be fair but the service was a 10 out of 10. Incant express how difficult umited made my trip.

Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.

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?

Little bit of trouble getting my KTN and pre-check status onto the ticket, but otherwise the counter staff were friendly and truly concerned to get it right.

Plane was delayed for 3 hours, due to situation within aa control. Information was shared poorly. We sat on tarmac for over 40 minutes after the 3 hour delay.

Couldn't make the flight because connecting flight was canceled.

The flight could have actually taken place. Canceled flight and no option to rebook that day.

Missed connection from delays and times changing multiple times and then involuntarily booked on another airline next day

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.

JetBlue cancelled the flight along with hundreds of others, for no apparent reason. no recourse, no rebooking options. never booking with them again

Jet Blue cancelled my flight after I had boarded. They attempted to rebook me for a new flight two days later. I was able to rebook with a different airline, but not until the next morning. As such, I was forced to get an expensive hotel and missed important work meetings Monday morning. I am very disappointed with the customer service and will be pursuing full reimbursement for my hotel cost.

You did a great job rescheduling my cancelled flight. However, you made me pay for two seats for $118 even though the seats on the original flight were free. I think that was a very unfair thing to do.

They cancelled the flight after 5 hours at the airport and the only flight they offered was for the next day with a 7.5 layover in fll. This was not going to work for me as this was only a weekend trip and getting into providence at 10 pm a day later caused me to lose Mo ey on hotels money on airport parking a dog sitter etc. they wouldn’t offer any type of a voucher or anything else. All they did was refund the flight which didn’t help me with all the money in time I lost. I was going to see my very sick father

The plane took off very late upon arrival and departure

The flight was on time the crew was courteous that makes for a good flight.

A more comfortable seat. Padding would be really helpful but I've read the airlines don't want customers to be satisfied with economy seats.

Everything was good except checking bags . I had paid for two bags but it didn’t show so we had to do it again while people waited and we were struggling to get to our flight

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.

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