$136 Find Cheap Flights from Caribbean to New Haven - Compare and Save

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 9/4. 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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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, Sep 4 - Mon, Sep 7
Avelo Airlines Logo
12:08 pm - 4:15 pm
SJU
-
HVN
4h 07mnonstop
Avelo Airlines Logo
7:00 am - 10:57 am
HVN
-
SJU
3h 57mnonstop
$258Avelo Airlines
Mon, Aug 10 - Mon, Aug 17
Avelo Airlines Logo
1:03 pm - 4:55 pm
SJU
-
HVN
3h 52mnonstop
Avelo Airlines Logo
8:00 am - 11:50 am
HVN
-
SJU
3h 50mnonstop
$361Avelo Airlines
Sat, Aug 1 - Sat, Aug 15
Avelo Airlines Logo
12:10 pm - 4:02 pm
SJU
-
HVN
3h 52mnonstop
Avelo Airlines Logo
7:00 am - 10:50 am
HVN
-
SJU
3h 50mnonstop
$371Avelo Airlines
Thu, Jul 30 - Sun, Aug 9
Multiple Airlines Logo
6:45 am - 5:46 pm
SJU
-
HVN
11h 01m
1 stop
Multiple Airlines Logo
6:31 pm - 1:41 pm
HVN
-
SJU
19h 10m
1 stop
$377Multiple Airlines
Fri, Nov 20 - Wed, Dec 2
Avelo Airlines Logo
2:14 pm - 5:25 pm
SJU
-
HVN
4h 11mnonstop
Avelo Airlines Logo
6:30 am - 11:15 am
HVN
-
SJU
3h 45mnonstop
$378Avelo Airlines
Fri, Nov 27 - Sat, Dec 5
Avelo Airlines Logo
2:14 pm - 5:25 pm
SJU
-
HVN
4h 11mnonstop
Avelo Airlines Logo
6:30 am - 11:15 am
HVN
-
SJU
3h 45mnonstop
$380Avelo Airlines
Fri, Sep 4 - Fri, Sep 11
Multiple Airlines Logo
8:57 pm - 2:57 pm
SJU
-
HVN
18h 00m
1 stop
Multiple Airlines Logo
12:15 pm - 11:38 pm
HVN
-
SJU
11h 23m
2 stops
$381Multiple Airlines
Mon, Aug 10 - Mon, Aug 17
Avelo Airlines Logo
1:03 pm - 4:55 pm
SJU
-
HVN
3h 52mnonstop
Avelo Airlines Logo
8:00 am - 11:50 am
HVN
-
SJU
3h 50mnonstop
$383Avelo Airlines
Sat, Jul 18 - Fri, Jul 31
Avelo Airlines Logo
12:10 pm - 4:02 pm
SJU
-
HVN
3h 52mnonstop
Avelo Airlines Logo
8:00 am - 11:50 am
HVN
-
SJU
3h 50mnonstop
$385Avelo Airlines
Wed, Sep 16 - Thu, Sep 24
Multiple Airlines Logo
6:42 pm - 7:14 pm
SJU
-
HVN
24h 32m
1 stop
Multiple Airlines Logo
6:34 pm - 11:57 pm
HVN
-
SJU
29h 23m
2 stops
$388Multiple Airlines
Useful Info

Good to know

Low seasonNovember
Best time to beat the crowds with an average 42% drop in price.
Most popular time to fly and prices are also 21% 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.
7.5
Avelo AirlinesOverall score based on 84 reviews
5.0Entertainment
7.1Comfort
8.2Crew
7.7Boarding
5.1Food
Airline reviews

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.

8.0 ExcellentFamily, Jan 2026
GRR - LAL
Read more Avelo Airlines reviews

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.

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.

I always walk by a pallet of Avelo branded mini bottles of water on the tarmac, but I’ve never seen them in flight. Yup, not even water offered on a 3 hour flight. No wi-fi onboard. We just watch the flight crew on their phone for 3 hours every flight. At least a mid-flight trash pickup would be great. Better than my last flight, but they only could have gone up from there. Don’t use for business or ticketed vacation like Disney… too unreliable.

The stewards going to Tampa were amazing. A few of the ones coming back were cold and distant. The girl at the desk at boarding was actually rude.

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