$437 Find Cheap Flights from New Haven to Jamaica

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Haven to Jamaica departing on 10/29. 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

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Cheap Flights from New Haven to Jamaica

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay1 stop$437
Montego Bay
Montego Bay1 stop$437

Book Cheap New Haven to Jamaica Plane Tickets

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

Wed, Oct 29 - Wed, Nov 5
Multiple Airlines Logo
6:30 am - 1:20 pmHVN-MBJ
7h 50m1 stop
Multiple Airlines Logo
1:12 pm - 1:07 pmMBJ-HVN
23h 55m2 stops
$437Multiple Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
Multiple Airlines Logo
6:30 am - 1:20 pmHVN-MBJ
7h 50m1 stop
Multiple Airlines Logo
1:12 pm - 10:51 pmMBJ-HVN
33h 39m3 stops
$462Multiple Airlines
Find Deal
Tue, Oct 14 - Tue, Oct 21
Multiple Airlines Logo
7:30 am - 11:00 amHVN-MBJ
28h 30m2 stops
Multiple Airlines Logo
12:09 pm - 1:08 pmMBJ-HVN
23h 59m2 stops
$470Multiple Airlines
Find Deal
Tue, Oct 14 - Tue, Oct 21
Multiple Airlines Logo
7:30 am - 11:00 amHVN-MBJ
28h 30m2 stops
Multiple Airlines Logo
12:09 pm - 3:45 pmMBJ-HVN
26h 36m3 stops
$489Multiple Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
Multiple Airlines Logo
10:15 am - 11:00 amHVN-MBJ
25h 45m3 stops
Multiple Airlines Logo
1:12 pm - 1:07 pmMBJ-HVN
23h 55m2 stops
$516Multiple Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
Multiple Airlines Logo
10:15 am - 11:00 amHVN-MBJ
25h 45m3 stops
Multiple Airlines Logo
1:12 pm - 10:51 pmMBJ-HVN
33h 39m3 stops
$541Multiple Airlines
Find Deal
Tue, Oct 14 - Tue, Oct 21
Multiple Airlines Logo
7:30 am - 1:20 pmHVN-MBJ
30h 50m3 stops
Multiple Airlines Logo
12:09 pm - 3:45 pmMBJ-HVN
26h 36m3 stops
$622Multiple Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for New Haven to Jamaica flights

Get data-powered insights and trends into flights from New Haven to Jamaica to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from New Haven to Jamaica take?

The duration of a flight to Jamaica depends on your arrival airport. The shortest routes to Jamaica from New Haven are to Montego Bay, which takes 7h 50m, and Kingston, which takes 28h 39m.

Good to know

Cheapest flight$437
Flight from New Haven to Montego Bay

FAQs - booking Jamaica flights

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

    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 Jamaica.

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

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

    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 from New Haven to Jamaica with an airline and back with another airline.

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

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

  • What is the cheapest time of day to fly to Jamaica?

    The cheapest time of day to fly to Jamaica is generally in the morning, when round-trip flights cost $362 on average. The most expensive time of day to fly to Jamaica is generally in the morning, which is peak travel time and where the average cost of a ticket is $362.

Reviews of the top airline flying from New Haven to Jamaica

 
Need help choosing which airline to fly with from New Haven to Jamaica? 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.
7.2
JetBlueOverall score based on 2914 reviews
7.6Comfort
7.2Entertainment
8.0Crew
7.4Boarding
6.7Food
Airline reviews

very difficult boarding process - aggressive passengers not the friendliest crew

6.0 Gooddavid, Sep 2025PBI - BOS
Read more JetBlue reviews

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

Everything you need to know for your flight from New Haven to Jamaica

Information on your arrival and departure airports

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