$83 Find Cheap Flights from Caribbean to New Haven

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to New Haven departing on 1/30. 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

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Everything you should know

Cheapest round-trip
$157
Avelo Airlines
Fri 1/30Mon 2/2
SJU - HVN • Non-stop
Cheapest one-way
$83
Typical prices: $181-$495
Avelo Airlines
Fri 1/30
SJU - HVN • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to New Haven

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

Fri, Jan 30 - Mon, Feb 2
Avelo Airlines Logo
7:54 pm - 10:59 pm
SJU
-
HVN
4h 05mnonstop
Avelo Airlines Logo
1:55 pm - 6:53 pm
HVN
-
SJU
3h 58mnonstop
$157Avelo Airlines
Wed, Mar 25 - Sun, Mar 29
Avelo Airlines Logo
11:30 am - 3:35 pm
SJU
-
HVN
4h 05mnonstop
Avelo Airlines Logo
8:59 pm - 12:49 am
HVN
-
SJU
3h 50mnonstop
$205Avelo Airlines
Fri, Jan 30 - Mon, Feb 2
Multiple Airlines Logo
6:00 am - 12:56 pm
SJU
-
HVN
7h 56m1 stop
Multiple Airlines Logo
1:55 pm - 6:53 pm
HVN
-
SJU
3h 58mnonstop
$218Multiple Airlines
Thu, Mar 26 - Sun, Apr 12
Avelo Airlines Logo
2:40 am - 6:45 am
SJU
-
HVN
4h 05mnonstop
Avelo Airlines Logo
8:59 pm - 12:49 am
HVN
-
SJU
3h 50mnonstop
$232Avelo Airlines
Wed, Jan 21 - Sun, Jan 25
Multiple Airlines Logo
8:05 pm - 7:04 pm
SJU
-
HVN
23h 59m1 stop
Multiple Airlines Logo
7:44 pm - 11:33 pm
HVN
-
SJU
26h 49m1 stop
$241Multiple Airlines
Wed, Jan 21 - Sun, Jan 25
Multiple Airlines Logo
8:05 pm - 7:04 pm
SJU
-
HVN
23h 59m1 stop
Multiple Airlines Logo
7:44 pm - 5:58 pm
HVN
-
SJU
21h 14m2 stops
$247Multiple Airlines
Sat, Mar 28 - Tue, Mar 31
Multiple Airlines Logo
11:30 am - 3:35 pm
SJU
-
HVN
4h 05mnonstop
Multiple Airlines Logo
6:30 am - 10:03 pm
HVN
-
SJU
15h 33m1 stop
$274Multiple Airlines
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
4:36 pm - 2:33 pm
SJU
-
HVN
22h 57m1 stop
Multiple Airlines Logo
1:55 pm - 2:53 am
HVN
-
SJU
11h 58m2 stops
$279Multiple Airlines
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
1:55 pm - 2:33 pm
SJU
-
HVN
25h 38m2 stops
Multiple Airlines Logo
1:55 pm - 2:53 am
HVN
-
SJU
11h 58m2 stops
$281Multiple Airlines
Wed, Jan 21 - Sun, Jan 25
Multiple Airlines Logo
8:05 pm - 1:27 pm
SJU
-
HVN
18h 22m2 stops
Multiple Airlines Logo
3:05 pm - 3:35 pm
HVN
-
SJU
23h 30m2 stops
$304Multiple Airlines
Useful Info

Good to know

Low seasonAugust
Best time to beat the crowds with an average 49% drop in price.
Most popular time to fly and prices are also 6% lower on average.

FAQs for booking flights from Caribbean to New Haven

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

    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 New Haven.

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

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

    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 New Haven 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 New Haven?

    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 New Haven 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 airline flying from Caribbean to New Haven

 
Need help choosing which airline to fly with from Caribbean to New Haven? 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
Avelo AirlinesOverall score based on 87 reviews
5.0Entertainment
7.7Boarding
8.2Crew
5.0Food
7.1Comfort
Airline reviews

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.

8.0 ExcellentDeborah, Dec 2025
TPA - ILM
Read more Avelo Airlines reviews

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.

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

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Everything you need to know for your flight to New Haven

Information on the airport you'll fly into in New Haven

New Haven (HVN)