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Find cheap flights from New Haven to Caribbean Islands from $148

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Haven to Caribbean Islands departing on 5/16. 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
Tue 6/4
Tue 6/11

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In the last 7 days travelers have searched 42,830,901 times on KAYAK, and here is why:

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Good to know

Low season

September

High season

February

Cheapest flight

$148
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from New Haven to San Juan

FAQs - booking Caribbean Islands flights

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

    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 New Haven to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean Islands from New Haven 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 New Haven to Caribbean Islands?

    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 Caribbean Islands with an airline and back to New Haven with another airline.

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

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

See more FAQs

Top airline flying from New Haven to Caribbean Islands

 
Need help choosing which airline to fly with from New Haven to Caribbean Islands? 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.
7.6
JetBlueOverall score based on 4544 reviews
7.9Comfort
8.3Crew
7.8Boarding
7.5Entertainment
7.2Food
Airline reviews

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

10.0 ExcellentAdelaide, Apr 2024DTW - JFK
Read more about JetBlue reviews

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

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.

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.

at the time for boarding the lady just call Group A and no other goups and everybody from A to F go inside without the right turn,and when we get in theres no more spsce for carry on , the ones that get in at not correct group from the back occupy our space !!!!! a mess !!!!

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.

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

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

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

Book cheap flights from New Haven to Caribbean Islands

Recent round-trip flight deals

5/29Wed
nonstopAvelo Airlines
3h 55mHVN-SJU
6/5Wed
nonstopAvelo Airlines
4h 05mSJU-HVN
$265
6/1Sat
nonstopAvelo Airlines
3h 55mHVN-SJU
6/8Sat
nonstopAvelo Airlines
4h 05mSJU-HVN
$314
5/29Wed
2 stops
25h 07mHVN-SJU
6/5Wed
2 stops
20h 39mSJU-HVN
$324
5/25Sat
3 stops
16h 56mHVN-SJU
5/30Thu
2 stops
13h 48mSJU-HVN
$327
5/29Wed
2 stops
25h 07mHVN-SJU
6/5Wed
3 stops
41h 05mSJU-HVN
$328
5/25Sat
3 stops
16h 56mHVN-SJU
5/29Wed
2 stops
13h 45mSJU-HVN
$329
5/29Wed
1 stop
15h 45mHVN-SJU
6/5Wed
2 stops
20h 39mSJU-HVN
$330
5/29Wed
2 stops
25h 07mHVN-SJU
6/4Tue
3 stops
40h 10mSJU-HVN
$347
5/29Wed
3 stops
35h 49mHVN-SJU
6/5Wed
3 stops
41h 05mSJU-HVN
$350
5/29Wed
1 stop
15h 45mHVN-SJU
6/4Tue
3 stops
40h 10mSJU-HVN
$353

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Recent one-way flight deals

5/16Thu
nonstopAvelo Airlines
3h 55mHVN-SJU
$148

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Last minute flights from New Haven to Caribbean Islands

Last minute flight, train and bus deals

5/8Wed
multi-stop
15h 45mHVN-SJU
5/15Wed
multi-stop
13h 48mSJU-HVN
$544
5/8Wed
nonstopAvelo Airlines
3h 55mHVN-SJU
5/15Wed
nonstopAvelo Airlines
4h 05mSJU-HVN
$559
5/8Wed
multi-stop
14h 05mHVN-SJU
5/15Wed
multi-stop
13h 48mSJU-HVN
$590
5/8Wed
multi-stop
15h 45mHVN-SJU
5/14Tue
multi-stop
32h 15mSJU-HVN
$646
5/8Wed
multi-stop
14h 05mHVN-SJU
5/15Wed
multi-stop
27h 35mSJU-HVN
$671
5/8Wed
multi-stop
15h 45mHVN-SJU
5/14Tue
multi-stop
14h 16mSJU-HVN
$693
5/8Wed
multi-stop
14h 05mHVN-SJU
5/14Tue
multi-stop
32h 15mSJU-HVN
$696
5/8Wed
multi-stop
31h 11mHVN-SJU
5/15Wed
multi-stop
27h 35mSJU-HVN
$774
5/8Wed
multi-stop
31h 11mHVN-SJU
5/14Tue
multi-stop
32h 15mSJU-HVN
$796

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