Find cheap flights from Stewart Intl. to Caribbean
Round-trip
1 adult
Economy
Fri 4/21
Fri 4/28
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Latest Caribbean Flight Deals
Best round-trip prices found by our users on KAYAK in the last 72 hours
1 stop from $389
1 stop from $148
1 stop from $346
1 stop from $190
1 stop from $298
1 stop from $133
1 stop from $436
1 stop from $119
1 stop from $494
1 stop from $148
Good to know
Low season | February |
|---|---|
High season | December |
Cheapest flight | $96 |
Average price round-trip | $2,925 |
Good deal round-trip | $406 |
Good deal one-way | $154 |
Best time to beat the crowds with an average 38% drop in price.
Most popular time to fly with an average 103% increase in price.
Flight from Stewart Intl. to Aguadilla
(avg. price over the last 2 weeks)
or less
or less
Top tips for finding cheap flights to Caribbean
- Book at least 2 weeks 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 from Stewart Intl. is March.
- Morning departure is around 26% more expensive than an evening flight, on average*.
FAQs - booking Caribbean flights
Top airline flying New Windsor Stewart to Caribbean
Scores according to KAYAK customer reviews5.7
FrontierOverall score based on 39615 reviews
6.4Boarding
5.4Comfort
6.8Crew
4.6Entertainment
4.7Food
Cons: "More Comfortable seats"
Cons: "Everything"
Pros: "It was ok, one gets what one pays and I understand that."
Cons: "Some padding on the chairs would have been welcome."
Pros: "Check in was"
Pros: "Nothing"
Cons: "Smoother ride to location"
Cons: "Nothing because everything is good."
Pros: "En realidad nada porque desde los empleados hasta las azafatas del avión brindan muy pésimo servicio"
Cons: "Todo Check in Empleados Meriendas Entretenimiento"
Cons: "Frontier is usually good, not this flight. Dirty and packed full, not clean at all."
Cons: "Covid prevention methods need to be fixed ASAP, I don't trust Frontier with my health safety. Everyone was cramped in the plane and there was not any space betweem seats like other airlines. The app did not work to pay for carryon and I had to pay $60 in the front desk."
Pros: "That was fun"
Cons: "The food in the airplane"
Pros: "The crew of the flight was good but the seat are no comfortable."
Cons: "Comfortable seats."
Pros: "Once again everyone was so wonderful and helpful"
Cons: "Lower luggage cost. I spent $110 additional on this trip since since I wasn't well informed (my fault)"
Pros: "Nothing"
Cons: "Everything"
Pros: "Nothing"
Cons: "Staff crabage"
Pros: "Fast easy boarding, friendly helpful staff"
Cons: "There was more kids sitting on their parents lap than I’ve ever seen before and it made a very chaotic noisy flight"
Pros: "The crew was great, the chairs are uncomfortable."
Cons: "For the price it’s great."
Cons: "For the price, you cannot go wrong. Would recommend and travel again with this airline."
Cons: "People should be restrained from jamming entrance to aircraft BEFORE their zone is called."
Cons: "Never happened, the flight was cancelled and never rebooked."
Cons: "The flight was delayed, it was a mess."
Cons: "Boarding"
Pros: "Great flught for the price."
Cons: "Can’t complain."
Cons: "Good"
Cons: "Tremenda porquería horrendo"
Pros: "Crew was amazing, I love that they had tablets to take the order instead of driving the cart up and down the aisle."
Cons: "Paid fifty dollars for more leg room and it basically felt like basic seats that I’ve flown with such as spirit and American Airlines"
Pros: "Yes"
Cons: "Food"
Cons: "Everything was good. It’s was a nice travel... safety and puntual. I like that... the only things I think they may could be better is the airplane seat. And they don’t have television."
Pros: "Me cobraron por bulto de mano lo que lo encuentro inlógico porque con ese bulto viaje a Philadelphia y al volver me vienen a cobrar $60 no tiene sentido"
Cons: "Como comenté anterior Me cobraron por bulto de mano lo que lo encuentro inlógico porque con ese bulto viaje a Philadelphia y al volver me vienen a cobrar $60 no tiene sentido deben mejorar y no cojer a la gente de boba eso no se hace primera y última vez que viajo por Frontier"
Pros: "On time, new comfortable plane."
Cons: "Entertainment?"
Pros: "No issues"
Pros: "Price"
Cons: "Hardest most uncomfortable seats, ever!"
Pros: "SEAT was comfortable"
Cons: "Service"
Pros: "Price on the flight to ket"
Cons: "Sits are really uncomfortable, staff wasn't courteous and boarding process was a mess"
Pros: "Estaba todo bien."
Cons: "Pero no me gusto q havia mucha turbulencia. Y mis photos queria esplotar."
Cons: "The crew were not welcoming or friendly. One of them (blond, curly hair) was mean and disrespectful to everyone. She had an attitude all the time. Just the opposite of my flight from SJU to ATL. Other than that, the flight was on time, etc."
Pros: "Good"
Pros: "We had an uneventful flight"
Cons: "Didn’t depart until 1055 pm. One hour later than scheduled"
Cons: "Las 2 horas de retraso del vuelo."
Cons: "The seats are very uncomfortable"
Pros: "Everything went well. No issues at all."
Cons: "Deplaning is slow. Should consider a rear deplaning procedure from back doors into tarmac and into terminal."
Pros: "Nice service. Exceptionally new plane about a year old to the month."
Cons: "Need to ask people to prepare to deplane. Perhaps use rear door to expedite process"
Pros: "Great service."
Cons: "Limited food"
Pros: "The flight was Very puntual, clean and nice personal in the round trip. I will recomend to my friends and I will flight again soon."
Cons: "Nothing"
Pros: "El personal muy atento"
Cons: "Asientos un poco incómodos, no hay entretenimiento"
Pros: "On time, attentive service"
Cons: "Food selection limited"
Pros: "No setbacks. On time departures. Arrival ahead of time."
Cons: "Food is quite limited."
Pros: "boarding and treatment by staff wad excellent"
Cons: "$3 for a cup of coffee is outrageous.... other airlines at least include beverages and a snack (peanuts etc)."
Pros: "Low prices, departures and arrivals with very specific schedules On Time."
Cons: "There's no food or drinking options, if you have any carry-on you'll have to pay $45."
Pros: "Noting"
Pros: "No cancellation. No delays. No problems with carry on placement on the aircraft. Good service from the flight attendant."
Cons: "No entertainment. Smaller room space."
Book cheap flights from Stewart Intl. to Caribbean
Recent round-trip flight deals
4/19Wed
1 stopMultiple Airlines
16h 18mSWF-SJU
4/25Tue
1 stopMultiple Airlines
14h 42mSJU-SWF
$205
4/27Thu
1 stopFrontier
12h 29mSWF-SJU
5/3Wed
1 stopFrontier
13h 35mSJU-SWF
$208
5/14Sun
1 stopFrontier
16h 31mSWF-SJU
5/17Wed
1 stopFrontier
15h 03mSJU-SWF
$209
4/19Wed
1 stopMultiple Airlines
16h 18mSWF-SJU
4/26Wed
1 stopMultiple Airlines
13h 34mSJU-SWF
$211
4/22Sat
1 stopMultiple Airlines
15h 27mSWF-SJU
4/26Wed
1 stopMultiple Airlines
13h 34mSJU-SWF
$218
4/19Wed
1 stopMultiple Airlines
16h 18mSWF-SJU
4/22Sat
1 stopMultiple Airlines
14h 54mSJU-SWF
$239
4/19Wed
1 stopMultiple Airlines
16h 18mSWF-SJU
4/23Sun
1 stopMultiple Airlines
13h 36mSJU-SWF
$265
4/16Sun
1 stopFrontier
14h 06mSWF-SJU
4/19Wed
1 stopFrontier
13h 30mSJU-SWF
$269
4/13Thu
1 stopFrontier
15h 04mSWF-SJU
4/19Wed
1 stopFrontier
13h 30mSJU-SWF
$273
4/19Wed
1 stopMultiple Airlines
16h 18mSWF-SJU
4/23Sun
1 stopMultiple Airlines
13h 36mSJU-SWF
$274
4/20Thu
1 stopFrontier
12h 34mSWF-SJU
4/26Wed
1 stopFrontier
13h 34mSJU-SWF
$289
4/19Wed
1 stopMultiple Airlines
14h 41mSWF-SDQ
4/24Mon
1 stopMultiple Airlines
9h 19mSDQ-SWF
$298
5/4Thu
1 stopFrontier
12h 44mSWF-SJU
5/10Wed
1 stopFrontier
15h 19mSJU-SWF
$299
4/19Wed
1 stopMultiple Airlines
14h 41mSWF-SDQ
4/26Wed
1 stopMultiple Airlines
17h 35mSDQ-SWF
$305
5/11Thu
1 stopFrontier
14h 39mSWF-SJU
5/13Sat
1 stopFrontier
12h 37mSJU-SWF
$329
4/6Thu
1 stopMultiple Airlines
23h 15mSWF-SJU
4/23Sun
1 stopMultiple Airlines
13h 36mSJU-SWF
$339
4/16Sun
1 stopMultiple Airlines
6h 58mSWF-MBJ
4/26Wed
1 stopMultiple Airlines
15h 35mMBJ-SWF
$346
4/16Sun
1 stopFrontier
14h 06mSWF-SJU
4/23Sun
1 stopFrontier
13h 36mSJU-SWF
$349
4/29Sat
1 stopMultiple Airlines
11h 55mSWF-SJU
5/6Sat
1 stopMultiple Airlines
13h 39mSJU-SWF
$350
4/20Thu
1 stopFrontier
12h 34mSWF-SJU
4/23Sun
1 stopFrontier
13h 36mSJU-SWF
$369
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Recent one-way flight deals
4/23Sun
1 stopFrontier
8h 24mSWF-BQN
$96
4/16Sun
1 stopFrontier
7h 20mSWF-BQN
$97
4/24Mon
1 stopFrontier
8h 21mSWF-SJU
$104
4/23Sun
1 stopFrontier
8h 24mSWF-BQN
$104
4/11Tue
1 stopMultiple Airlines
30h 31mSWF-BQN
$111
6/21Wed
1 stopMultiple Airlines
18h 59mSWF-NAS
$119
5/3Wed
1 stopMultiple Airlines
11h 30mSWF-SJU
$126
5/11Thu
1 stopFrontier
21h 34mSWF-SJU
$127
4/26Wed
1 stopMultiple Airlines
16h 18mSWF-SJU
$132
4/12Wed
1 stopMultiple Airlines
16h 38mSWF-SJU
$133
4/12Wed
1 stopMultiple Airlines
14h 41mSWF-SDQ
$133
5/3Wed
1 stopMultiple Airlines
14h 41mSWF-SDQ
$136
4/12Wed
1 stopMultiple Airlines
16h 38mSWF-SJU
$143
4/19Wed
1 stopMultiple Airlines
14h 41mSWF-SDQ
$143
3/28Tue
1 stopFrontier
7h 44mSWF-BQN
$144
5/11Thu
1 stopFrontier
24h 11mSWF-NAS
$145
5/11Thu
1 stopMultiple Airlines
9h 58mSWF-SJU
$145
5/11Thu
1 stopMultiple Airlines
9h 58mSWF-SJU
$146
5/11Thu
1 stopFrontier
25h 05mSWF-PUJ
$148
4/13Thu
1 stopFrontier
15h 04mSWF-SJU
$165
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Stewart Intl. - Caribbean Flights
Browse destinations:
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