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Find cheap flights from Caribbean Islands to Connecticut from $60

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Caribbean Islands to Connecticut departing on 5/3. 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
0 bags
Sun 5/19
Sun 5/26

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Good to know

Low season

February

High season

December

Cheapest flight

$60
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from San Juan Airport to Hartford

FAQs for booking flights from Caribbean Islands to Connecticut

  • How does KAYAK find such low prices on flights from Caribbean Islands to Connecticut?

    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 Connecticut.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Connecticut 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 Connecticut?

    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 Connecticut 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 Connecticut?

    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 Connecticut from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Caribbean Islands to Connecticut

 
Need help choosing which airline to fly with from Caribbean Islands to Connecticut? 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
Caribbean AirlinesOverall score based on 192 reviews
7.6comfort
6.7food
6.8entertainment
8.2boarding
8.4crew
Airline reviews

Their bar selection could be greatly improved; they only had one spirit option

10.0 ExcellentChris, Apr 2024KIN - YYZ
Read more about Caribbean Airlines reviews

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

Checking in was seamless Flight left on time Flight arrived 45 minutes ahead of time, Overall, it was a good experience

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

The best experience that I have had traveling with JetBlue!

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

Crew was just ok. Flight was packed. On a 3/4 hour flight I would hope they would come around more than once to see if you needed anything further. Not very attentive.

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

Nothing. Jet Blue is a great choice for me And I’m going to miss flying with them Since I travel to Lima Peru very often 😞😞😞

I had back trouble prior to my flight and everyone was great about helping me.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

After 14 hour delaybwith departure time changed 9 times then announcing the flight was canceled. Another later announcement said the cancelation was in error. Also after paying a higher fare to leave in the afternoon then departing at 4am was not right.

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Terrible. Seats are bad and the baggage policy is inconsistent

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

I paid for extra leg room. The flimsy plastic seat underneath the floatation seat did not line up with the arm rests. It seemed as if the plastic part was zip tied on but immovable. This caused severe uncomfortable for the duration of the flight.

Left Denver late, then sat on tarmac 30 min after arrival

Better than I expected but I did pay for a seat and carry on bags ahead of time.

Crew members are very rude and not cooperate with passengers.

30 minute delay due to boarding and settling of a family.

If you take this airline, they WILL change the flight time, and make you miss your connection. It has happened every time I used it. It's so unreliable that I think it shouldn't be offered on Kayak. You will regret it!

In addition to the fact that Silver changed the flight time several days before the trip without offering any choices , I was sick with Covid and unable to go on the trip. I tried to ask Silver for a credit for a flight when I’d recooperated but they don’t do credits, even for illness. I will Never fly on Silver again

I canceled due to a 7 hour delay. Was forced to book another airline last minute , very expensive. Silver Aorways sucks

Our pilot and flight attendant, Desiree, were great. I always fly this route and this crew was better than most.

The worst flight ever; 1st and last flying to this airlines

Easy boarding and deplaning. Short flight. Water was given but that was it.

Flight was delayed a bit since booking but otherwise everything was very good.

While this is a VERY SMALL plane; take-off to landing was fine. It's the constant departure time changes that wore me out and I'll try to never use this inconsistent airway again. Four delays in one day. Done!!!!!!

This has been, by far, my worst experience with an airline company. I had a reservation for a Tuesday at 8:30 pm departure from Gainesville, FL (1.5 hours - direct flight) I received an email on Monday that my flight had been changed to Monday at night to depart from Jacksonville, FL (and it was an 11 .5 hours flight ). There was no way I would have had the time to gather my things, drive 1.5 hours to the Jacksonville airport, and make it on time to board the plane. Besides, I had a full day of work on Tuesday. The only good thing I xan say about Silver airlines is that they did give me a refund, but I had to wait about 4 hours for a call back

Thank you so much for initiating these much needle in state flights especially to Gainesville. Your service and personnel are ALL awesome.

Book cheap flights from Caribbean Islands to Connecticut

Recent round-trip flight deals

5/3Fri
nonstopFrontier
3h 59mSJU-BDL
5/4Sat
1 stopFrontier
14h 48mBDL-SJU
$117
5/2Thu
nonstopFrontier
3h 59mSJU-BDL
5/5Sun
nonstopFrontier
3h 48mBDL-SJU
$118
5/2Thu
nonstopFrontier
3h 59mSJU-BDL
5/4Sat
nonstopFrontier
3h 48mBDL-SJU
$119
5/22Wed
nonstopJetBlue
4h 06mSJU-BDL
5/26Sun
nonstopJetBlue
3h 51mBDL-SJU
$219
5/3Fri
1 stopAmerican Airlines
6h 51mSJU-BDL
5/5Sun
2 stopsAmerican Airlines
11h 05mBDL-SJU
$227
5/2Thu
1 stopAmerican Airlines
6h 51mSJU-BDL
5/5Sun
2 stopsAmerican Airlines
11h 05mBDL-SJU
$232
5/5Sun
nonstopJetBlue
4h 06mSJU-BDL
5/13Mon
nonstopJetBlue
3h 51mBDL-SJU
$238
5/2Thu
1 stopSpirit Airlines
17h 48mSJU-BDL
5/4Sat
2 stopsSpirit Airlines
21h 47mBDL-SJU
$277
5/2Thu
1 stopSpirit Airlines
17h 48mSJU-BDL
5/5Sun
2 stopsSpirit Airlines
20h 10mBDL-SJU
$283
6/26Wed
1 stopAir Canada
22h 50mKIN-BDL
7/16Tue
1 stopAir Canada
25h 35mBDL-KIN
$553

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Recent one-way flight deals

5/3Fri
nonstopFrontier
3h 59mSJU-BDL
$60
5/9Thu
nonstopFrontier
3h 59mSJU-BDL
$69
5/15Wed
1 stopFrontier
21h 31mSJU-BDL
$70
5/2Thu
nonstopJetBlue
4h 03mSJU-BDL
$110
4/25Thu
1 stopAmerican Airlines
9h 20mSJU-BDL
$117
5/16Thu
nonstopJetBlue
4h 06mSJU-BDL
$129
4/30Tue
1 stopSpirit Airlines
21h 48mSJU-BDL
$143
4/26Fri
2 stopsSpirit Airlines
14h 07mSJU-BDL
$145
4/25Thu
2 stopsAmerican Airlines
19h 21mSJU-BDL
$158
8/17Sat
1 stopAir Canada
19h 59mMBJ-BDL
$319

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Last minute flights from Caribbean Islands to Connecticut

Last minute flight, train and bus deals

4/24Wed
multi-stopFrontier
29h 23mSJU-BDL
4/28Sun
nonstopFrontier
3h 48mBDL-SJU
$187
4/24Wed
multi-stopFrontier
22h 32mSJU-BDL
4/28Sun
nonstopFrontier
3h 48mBDL-SJU
$197
4/24Wed
multi-stop
11h 08mSJU-BDL
4/29Mon
nonstop
3h 48mBDL-SJU
$265
4/24Wed
multi-stop
11h 08mSJU-BDL
5/1Wed
nonstop
3h 48mBDL-SJU
$297
4/24Wed
multi-stopAmerican Airlines
10h 56mSJU-BDL
4/29Mon
multi-stopAmerican Airlines
11h 05mBDL-SJU
$298
4/24Wed
multi-stopAmerican Airlines
6h 31mSJU-BDL
4/28Sun
multi-stopAmerican Airlines
11h 05mBDL-SJU
$299
4/24Wed
nonstopJetBlue
4h 02mSJU-BDL
4/28Sun
nonstopJetBlue
3h 54mBDL-SJU
$312
4/24Wed
nonstopJetBlue
4h 02mSJU-BDL
4/28Sun
nonstopJetBlue
3h 54mBDL-SJU
$342
4/24Wed
multi-stopSpirit Airlines
14h 33mSJU-BDL
5/3Fri
multi-stopSpirit Airlines
25h 04mBDL-SJU
$356
4/24Wed
multi-stopSpirit Airlines
14h 33mSJU-BDL
5/3Fri
multi-stopSpirit Airlines
30h 33mBDL-SJU
$413

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