$204 Find Cheap Flights from Caribbean to New Haven

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to New Haven departing on 2/19. 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
$204
Avelo Airlines
Thu 2/19Thu 2/26
SJU - HVN • Non-stop
Cheapest one-way
$260
Multiple Airlines
Tue 1/20
PUJ - HVN • 1 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

Thu, Feb 19 - Thu, Feb 26
Avelo Airlines Logo
3:40 am - 6:45 am
SJU
-
HVN
4h 05mnonstop
Avelo Airlines Logo
8:59 pm - 1:49 am
HVN
-
SJU
3h 50mnonstop
$204Avelo Airlines
Thu, Feb 19 - Sat, Feb 28
Avelo Airlines Logo
3:40 am - 6:45 am
SJU
-
HVN
4h 05mnonstop
Avelo Airlines Logo
6:30 am - 11:20 am
HVN
-
SJU
3h 50mnonstop
$254Avelo Airlines
Thu, Jan 29 - Mon, Feb 2
Multiple Airlines Logo
6:00 am - 7:04 pm
SJU
-
HVN
14h 04m1 stop
Multiple Airlines Logo
12:07 pm - 4:25 pm
HVN
-
SJU
27h 18m2 stops
$275Multiple Airlines
Fri, Feb 20 - Thu, Feb 26
Multiple Airlines Logo
7:09 pm - 2:46 pm
SJU
-
HVN
44h 37m2 stops
Multiple Airlines Logo
8:44 pm - 10:17 am
HVN
-
SJU
12h 33m1 stop
$327Multiple Airlines
Sun, Jan 25 - Sun, Feb 1
Multiple Airlines Logo
3:32 pm - 2:32 pm
SDQ
-
HVN
24h 00m1 stop
Multiple Airlines Logo
3:20 pm - 2:27 pm
HVN
-
SDQ
22h 07m1 stop
$419Multiple Airlines
Wed, Jan 14 - Mon, Jan 19
Multiple Airlines Logo
3:32 pm - 2:33 pm
SDQ
-
HVN
24h 01m2 stops
Multiple Airlines Logo
6:30 am - 2:27 pm
HVN
-
SDQ
30h 57m2 stops
$422Multiple Airlines
Wed, Jan 14 - Mon, Jan 19
Multiple Airlines Logo
3:32 pm - 2:33 pm
SDQ
-
HVN
24h 01m2 stops
Multiple Airlines Logo
6:30 am - 2:27 pm
HVN
-
SDQ
30h 57m2 stops
$424Multiple Airlines
Sun, Jan 25 - Sun, Feb 1
Multiple Airlines Logo
11:04 am - 7:04 pm
SDQ
-
HVN
9h 00m1 stop
Multiple Airlines Logo
5:58 pm - 2:27 pm
HVN
-
SDQ
43h 29m2 stops
$441Multiple Airlines
Sun, Jan 25 - Sun, Feb 1
Multiple Airlines Logo
11:04 am - 7:04 pm
SDQ
-
HVN
9h 00m1 stop
Multiple Airlines Logo
5:58 pm - 2:27 pm
HVN
-
SDQ
43h 29m2 stops
$444Multiple Airlines
Tue, Jan 20 - Sun, Feb 8
Multiple Airlines Logo
3:32 pm - 2:23 pm
SDQ
-
HVN
23h 51m2 stops
Multiple Airlines Logo
3:05 pm - 2:27 pm
HVN
-
SDQ
22h 22m2 stops
$447Multiple Airlines
Useful Info

Good to know

Low seasonAugust
Best time to beat the crowds with an average 48% drop in price.
Most popular time to fly and prices are also 4% 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 86 reviews
7.1Comfort
5.1Food
7.7Boarding
5.0Entertainment
8.2Crew
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)