$105 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 5/1. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Hartford

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Useful Info
Flight Deals

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

Wed, May 6 - Mon, May 11
Frontier Logo
12:59 am - 5:10 am
SJU
-
BDL
4h 11mnonstop
Frontier Logo
5:44 pm - 2:08 am
BDL
-
SJU
8h 24m
1 stop
$138Frontier
Wed, Apr 29 - Sat, May 2
Frontier Logo
12:59 am - 5:05 am
SJU
-
BDL
4h 06mnonstop
Frontier Logo
6:00 am - 9:53 am
BDL
-
SJU
3h 53mnonstop
$146Frontier
Wed, Apr 29 - Sun, May 3
American Airlines Logo
12:25 pm - 11:59 pm
STT
-
BDL
11h 34m
1 stop
American Airlines Logo
6:00 am - 12:35 pm
BDL
-
STT
6h 35m
1 stop
$280American Airlines
Thu, May 7 - Sun, May 10
United Airlines Logo
2:40 pm - 11:44 pm
MBJ
-
BDL
32h 04m
2 stops
United Airlines Logo
6:00 am - 1:30 pm
BDL
-
MBJ
32h 30m
2 stops
$312United Airlines
Wed, May 6 - Mon, Jun 22
United Airlines Logo
2:40 pm - 9:55 am
MBJ
-
BDL
18h 15m
2 stops
United Airlines Logo
6:00 am - 3:10 pm
BDL
-
MBJ
10h 10m
1 stop
$313United Airlines
Tue, May 12 - Wed, Sep 9
American Airlines Logo
12:56 pm - 11:59 pm
MBJ
-
BDL
10h 03m
1 stop
American Airlines Logo
6:06 am - 10:50 am
BDL
-
MBJ
5h 44m
1 stop
$321American Airlines
Thu, May 14 - Sun, May 17
JetBlue Logo
1:08 pm - 7:53 pm
NAS
-
BDL
6h 45m
1 stop
JetBlue Logo
6:00 am - 5:25 pm
BDL
-
NAS
11h 25m
1 stop
$395JetBlue
Mon, May 4 - Sun, May 10
Delta Logo
1:13 pm - 10:16 pm
NAS
-
BDL
9h 03m
1 stop
Delta Logo
7:15 pm - 11:51 am
BDL
-
NAS
16h 36m
1 stop
$422Delta
Sat, May 30 - Sat, Jun 6
JetBlue Logo
6:12 pm - 11:36 pm
NAS
-
BDL
5h 24m
1 stop
JetBlue Logo
7:15 am - 1:29 pm
BDL
-
NAS
6h 14m
1 stop
$431JetBlue
Sat, May 9 - Mon, Jun 1
Delta Logo
9:00 am - 12:33 am
KIN
-
BDL
14h 33m
1 stop
Delta Logo
2:07 pm - 8:00 pm
BDL
-
KIN
6h 53m
1 stop
$459Delta
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$105
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 7% lower on average.
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.

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.
7.9
DeltaOverall score based on 8422 reviews
7.8Entertainment
7.9Comfort
7.2Food
8.5Crew
8.1Boarding
Airline reviews

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

6.0 GoodCarlos, Apr 2026
ICT - ATL
Read more Delta reviews

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

Transparency from pilots, quick boarding and exiting the plane, staff greeted to each and everyone,

Didn't like sitting on the waiting pad for 30 minutes right after departing the gate. If you're going to do that, just don't board so people can still get up and walk around in the terminal. My luggage was damaged by the baggage handlers.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

The WiFi was horrific. I fly delta often and love their (usually reliable and free) WiFi. On this flight it was intermittent and when it did connect was extremely slow. I couldn’t get any work done while I was on the flight which was extremely frustrating. I was also in the exit row seat where there is now immediate seat in front of you, so while the leg room was nice, I couldn’t even watch the TV when the internet wasn’t working. Finally, for the last 20 mins of the flight, the announcement indicator came on the TV screens and took them over, even though no announcement was being made. Really disappointed.

The flight was way too HOT! And the plane did not have any in-flight TV entertainment.

The tray table was broken and the food was terrible.

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.

Avelo provided exactly what I expected. They are a low-cost option with no frills but the experience was comfortable and the staff was great! I will be using them in the future for trips when cost is a priority for me.

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.

Entertainment and wifi were very sub-par - audio issues and no wifi

Disaster This is why I stick to delta You get what you pay for

I had a great experience flying with JetBlue and would always choose JetBlue over the other airlines. I am also very bummed that they will discontinue flying to Belize very soon. SAD

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

It was good. However, I didn’t expect for a delayed flight. Need to catch bus or ride going to Bakersfield since I need to be there the funeral of my Uncle.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

The seat was comfortable, the attendants were very nice and WiFi made my life so much easier with work. Kudos!

AA was a very good experience. The employees are wonderful

Flight was 3 hours delayed. They gave our plan to two other routes. Need to knock that off.

To have arrived on time and not 3 hours late after having already spent $100 to change to an earlier flight, only to arrive back home close to the original flight time.

No gate in Rome. Had stairs. Got separated from my wife in a wheel chair. Customs was a zoo. If AA doesnt have landing rights, it should be advertised.

I almost missed my flight and they helped me out enormously

Business class was very good, one of my best flights

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Traveling to a place near Hartford?

Book flights to Hartford if you plan to visit one of these locations
Springfield
Norwich
Southington
Chicopee
Lee
Windsor
Farmington
New Britain
Rocky Hill
Avon
Newington
Vernon
Westfield
Waterford
Colchester
Ashford
Canton
Sunderland

Everything you need to know for your flight to Hartford

Information on the airport you'll fly into in Hartford