Find cheap flights from Stewart Intl. to Jamaica

Find cheap flights from Stewart Intl. to Jamaica

Search hundreds of travel sites at once for deals on flights to Jamaica. Bundle your flight + hotel and save!

Round-trip
Economy
New Windsor (SWF)
Jamaica
Fri 8/6
Fri 8/13
Any month
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There are travel restrictions to Jamaica. Learn more
Stay informed and receive email updates for when travel restrictions ease for Jamaica.

Top tips for finding cheap flights to Jamaica

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to Jamaica is August.
  • Morning departure is around 1% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Jamaica flights

How long is the flight to Jamaica from Stewart Intl.?

What is the cheapest flight to Jamaica from Stewart Intl.?

Can I fly to Jamaica? Are there any travel restrictions when entering Jamaica?

Can I fly to Jamaica without having to quarantine on arrival?

Do I need to take a coronavirus (Covid-19) test before flying to Jamaica?

Can vaccinated people travel to Jamaica?

What documents do I need to fly to Jamaica?

What other coronavirus (Covid-19) restrictions are there in Jamaica?

How does KAYAK find such low prices on flights to Jamaica?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Jamaica?

What is the Hacker Fare option on flights to Jamaica?

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

Top airline flying New Windsor Stewart to Jamaica

Scores according to KAYAK customer reviews

7.2
American Airlines
Overall score based on 46,012 reviews
7.5
Boarding
7.1
Comfort
7.8
Crew
6.8
Entertainment
6.7
Food
Airline reviews

Cons: "Very good I like it👌"

Pros: "Overall the experience was okay."
Cons: "Flight attendant was the most intense covid person I’ve experienced on any flight... militantly going up and down the isles making sure everyone’s mask was perfect. Annoying to say the least."

Cons: "Lady at the gate barely paid any attention to the line. I had to ask her whether or now I can proceed"

Cons: "Flight was 2 hours late, and forced a full on sprint to get to a very distant gate in Philly for layover"

Cons: "Ability to download premade events apple calendar and apple wallet tickets was seemingly impossible. Send me one email with each of those items as it’s one of the number one thing customers care about"

Pros: "My seat"

Pros: "Once boarding, we didn’t wait long for take off."
Cons: "Being on time."

Cons: "On line booked ticket in wrong name and they would not change or refund"

Pros: "On time,"
Cons: "WiFi didn't work."

Pros: "Plane was clean, wifi worked"
Cons: "Flight was delayed 2.5hrs, had to wait on tarmac 30min to take off and 15min to get to gate, bumpy flight. Jerky inputs from pilot."

Cons: "Nothing, it was fast and we arrived ahead of schedule"

Cons: "Two hour delayed."

Pros: "That I could watch movies"
Cons: "How complicated it was to watch movies. Look at Netflix, they know how to do it right."

Cons: "Because our first flight was delayed over 4 hours we missed our connection and had to be re-booked on the only other flight that still had seats that day. We had previously booked and paid for Main Cabin extra seats in the second row that included extra leg room and free drinks. We ended in an airplane with two exit rows, one near the front and the other near the back. Our seats were right behind the rear exit row in the back of the plane. The seats did not recline and there was limited leg look because the exit row seats were aligned differently due to the crew seat next to the door. Also, the bathroom was right in front of the row in front of us and so it was busy, noisy and smelled. Obviously we didn't get our free drinks either. Now I'm having to fight with American trying to get a refund of the money we spent for the Main Cabin extra fees. The fun never stops. I will never fly American again."

Cons: "Even though we pay exorbinant prices: The poorest selection of non-meat vegetarian food."

Pros: "Although boarding took a very long time because the flight was full, the flight was smooth. The touchdown was awesome."
Cons: "I can't comment on food. I didn't get any."

Pros: "Great passengers and crew"

Pros: "Everything went smoothly"

Pros: "Customer service In Philadelphia was fantastic. Got us on earlier flight so we didn’t have to wait 4 hours."
Cons: "Food and aircraft was old."

Pros: "The only good thing about this flight was the free plastic cup of water they gave us right before we landed. Thanks!"
Cons: "The stewardess was outright mean! I am disabled and showed up in a wheelchair. The woman had the nerve to ask me if I was really disabled or if I was using it to cut the line. It was really horrible!"

Pros: "Ease of travel. Seamless boarding process."

Cons: "Seats are really uncomfortable. My lower back hurt by arrival time."

Cons: "My flight from SFO to Miami was delayed so I missed my connection to Rio and now I’m NYC on my birthday instead of my final destination. The flight status was changed 7 times. And AA said they would get my bag off but they did not and now I have to wait at JFK and hope it got rerouted here. And if it didn’t to hope it can on another flight before I hopefully actually get on a flight for Rio. Nobody has comped me for losing a day in Rio and for my hotel room. And this has been the worst flight exeperience or my life which unfortunately landed on my birthday. One I’ll remember in a sad and bad way. American Airlines refused to compensate me because I got my tickets via Kayak and I haven’t been able to find a number to complain to a Kayak agent whom I sure would say I had to contact American Airlines and nobody would help or take responsilvitu for this disaster."

Pros: "Nice newer model plane"
Cons: "The usual...cramped seating. Boarding was very slow."

Cons: "Food was terrible and the audio was broken for the entire plane and couldn't watch the movie they played on the flight."

Pros: "Crew"
Cons: "Delayed, old aircraft, no food, no entertainment"

Pros: "The seats actually had individual screens, which was a very nice surprise. There’s a decent movie collection. alao the flight attendants were very nice and friendly."
Cons: "The tv show selection is quite poor. Also, like the previous flight, my husband and I weren’t seated together (not even in the same row) and when I tried to change it online, the entire flight showed as booked. However once on board there were clearly a number of empty seats."

Pros: "great stable flight"
Cons: "my connecting flight left late"

Pros: "It Was Great. Flight Attendant Rita Was Amazing. The Flight Was Quite And Relaxing."
Cons: "That It Didn’t Last Longer. It Was A Short Trip."

Cons: "Flight was delayed for nearly 5 hours. There was no accommodations for the delay, except for apologies. Very limited snacks were provided, but this huge delay cut into our reservations and vacation in our resort."

Pros: "nothing"
Cons: "no personal tv in each seat in the international route"

Pros: "Crew are saving a bad experience"
Cons: "Space are laughable"

Cons: "Delays both ways"

Pros: "In flight movie options are great!"
Cons: "We boarded about an hour late but that happens."

Cons: "Easy direct flight. No issues."

Pros: "Crew was great. Food was so so as usual."

Pros: "Not much to like, plus we were late"
Cons: "Seats were uncomfortable, no in-seat or personalized entertainment."

Pros: "Read above we didn't fly American until we got to Chicago to Dallas. We flew British Airlines entire time :("
Cons: "Please read above. This was a special trip for my husband and me since I'm pregnant and it's the last trip before we have a baby for a while. We were highly disappointed on way home."

Pros: "Comfy and friendly. What's not to like up front?"

Pros: "Immediately after I finished with the check in agent, two men flashed police badges, grabbed my bags, and took me to a sketchy back room upstairs and absolutely tore apart my bags. While my bags were being searched they peppered me with questions. It lasted about 20 minutes and it was extraordinaryly stressful because they didn't seem to care if I was going to miss my flight. Normally, i wouldn't blame the airline for this, but another lady who was similarly harassed said that when she asked someone they said that if you're traveling alone and booked online, you got flagged for this extra screening. (A young German man was also dragged to the back room... we were all very non-Andean looking). That is ridiculous criteria to prevent anything- terrorism or drug smuggling! I would think the airline/police could come up with better criteria. Also, there was no drug sniffing dog and they didn't even have me turn on my gigantic camera... which I have had to do in the past to demonstrate that it was functional. Horrible."

Pros: "I had ample room and I really like the biscuits"

Pros: "The crew was very helpful providing updates to our status. They moved us smoothly on and off the plane during the delay."
Cons: "Sitting on the runway for what seemed like hours. The initial boarding was confusing with multiple levels of priority boarding."

Pros: "personal entertainment systems and charging plugs"
Cons: "only pretzels and no headphones offered for the entertainment systems."

Pros: "I messed up royally, as a result, I missed my flight to Miami. However, they were able to put me on the available flight without the extra cost to me. Thanks a lot."

Pros: "Same as above."
Cons: "Same as above"

Pros: "The air stewardess was friendly and courteous, the meal were tasty and sufficient."
Cons: "The flight came in early but we had to wait over thirty minutes for luggage to arrive."

Pros: "Crew was friendly."
Cons: "Uncomfortable, no food"

Cons: "Everything"

Pros: "Nothing"
Cons: "Constant delays and cancellenations"

Read more about American Airlines
COVID-19 information

Safety measures for airlines flying from Stewart Intl. to Jamaica

Airlines flying from Stewart Intl. to Jamaica have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Stewart Intl. to Jamaica

Mandatory masks

Masks required on board, masks provided on flights from Stewart Intl. to Jamaica

Social distancing seating

Middle seats unavailable to book on flights from Stewart Intl. to Jamaica

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Stewart Intl. to Jamaica

Book cheap flights from Stewart Intl. to Jamaica

Recent round-trip flight deals

9/18
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1 stop
American Airlines
22h 29m
SWF - MBJ
9/25
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American Airlines
23h 24m
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9/4
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23h 24m
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22h 29m
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23h 24m
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47h 11m
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9/25
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23h 24m
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20h 19m
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8/28
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Recent one-way flight deals

8/28
Sat
1 stop
American Airlines
22h 21m
SWF - MBJ
8/26
Thu
2 stops
Multiple Airlines
17h 39m
SWF - MBJ
8/26
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Multiple Airlines
17h 39m
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9/3
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18h 32m
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9/24
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20h 21m
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9/26
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Multiple Airlines
18h 08m
SWF - MBJ
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American Airlines
18h 41m
SWF - MBJ
8/29
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Multiple Airlines
17h 39m
SWF - MBJ
8/26
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20h 16m
SWF - KIN
8/26
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Multiple Airlines
20h 16m
SWF - KIN
8/28
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American Airlines
22h 21m
SWF - MBJ
9/30
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Multiple Airlines
18h 08m
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22h 21m
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8/12
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Multiple Airlines
27h 47m
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9/3
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18h 32m
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9/10
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20h 21m
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9/27
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20h 19m
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8/12
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27h 47m
SWF - MBJ
8/13
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Multiple Airlines
43h 49m
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9/27
Mon
2 stops
American Airlines
20h 19m
SWF - MBJ
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