Find cheap flights from Stewart Intl. to Jamaica

Round-trip
1 adult
Economy
0 bags
Fri 4/21
Fri 4/28

Here is why travelers choose KAYAK

Save 22% or moreCompare multiple travel sites with one search

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Latest Jamaica Flight Deals

Best round-trip prices found by our users on KAYAK in the last 72 hours

MOST POPULARMontego Bay
1 stop from $346
1 stop from $190

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 from Stewart Intl. is March.
  • Morning departure is around 37% 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

Top airline flying New Windsor Stewart to Jamaica

Scores according to KAYAK customer reviews
5.7
FrontierOverall score based on 39615 reviews
6.4Boarding
5.4Comfort
6.8Crew
4.6Entertainment
4.7Food
Airline reviews
Pros: "crew was great, quick on and off plane, great ticket price"
Cons: "reclining seats on flights over 3 hours"
Read more about Frontier
Pros: "crew was great, quick on and off plane, great ticket price"
Cons: "reclining seats on flights over 3 hours"
Cons: "Unaware that it was landing at super far, remote south terminal."
Cons: "Delayed 4 hours. No notification of this delay. Very uncomfortable plane. No entertainment."
Pros: "Crew was nice"
Cons: "Plane was delayed 5 hours"
Cons: "Very uncomfortable seats"
Cons: "I had a ticket counter employee tell me that I did not Vivint the ticket counter and lied to my face saying" sir you were never here" and implied that I had just arrived. That and the fact that 5 employees could not have a sense of urgency to take care of a short line of customers. People could've made their flights but missed them because of the incompetence of the ticket staff. I travel for a living and will NEVER use this airline again for myself or any member of our staff."
Cons: "Hidden fees, broken planes, and cheap motel vouchers. Lowest class airline I've ever been on."
Cons: "Hidden costs,delayed flight,had to pay for carry on $35, had to pay for seat $30, plane was old"
Pros: "This was our first time using Frontier and we were skeptical because of the low fares. At each step along the way we were glancing at each other and waiting for the other shoe to drop, but were very pleasantly surprised by the end of the trip to have found nothing wrong or hidden. As a person who has flown regularly for over 40 years on both budget and full service carriers, and had always enjoyed it up until the late 90’s, at which time I really began to dread going through the entire process; this was a really pleasant surprise. On our way home in the car after our return, both my wife and I agreed that this was the first time in years that we didn’t have any complains about the experience and that we actually had mildly enjoyed it. Maybe that was just a lack of pain. At least on this first time using Frontier we got more than we expected. I think if you take the time to understand the business model the first time you book and you follow the booking process; the seat and baggage selection choices and the check-in procedures, you will get a good bang for your buck. We did upgrade some selections but even with that, we were still way under the next carriers fare price point. Maybe if we had not taken the opportunity to upgrade during the online booking process it might have been a different experience. This flight was two round trip tickets from Cincinnati to San Diego. The first part was a non-stop and the return was a one-stop in Denver. All three legs were on an Airbus 320’s. On all three legs we had isle seats in the first 6 rows (2C/ 2D, 3C/ 3D and 6C/ 6D). We don’t care about, nor expect frills; we only want to get there and back comfortably with good value fares; and that’s what we got."
Cons: "Nothing"
Pros: "Paying for just what you want and not paying for something you don't want. Boarding went quickly. Drink service was efficient. Plane engine noise extremely quiet."
Cons: "Staff not extremely pleasant. Prices for extras maybe a ittle high. Seats very uncomfortable."
Cons: "Uncomfortable seats - don't recline! Rude crew, create an impression if they're doing you a favor by being there. Flight significantly delayed. No clear announcements. As a frequent flier, didn't expect a Spirit like experience from Frontier!"
Pros: "cheap flight. really all there was to it. I got my plane ticket last min so I lucked out. was pissed that I was going to have to pay for a carryon so I check it instead. either way I saved money that way. from now on I would only fly frontier if I was doing a short distance. two hours or less, overnighters or long distance forget it. not worth going to a chiro after."
Cons: "seats dont recline, felt like I was flying in a C-130. then each time I boarded a flight back and to and from my destination. they were late. seats are very tiny was stuck next to larger people. not their fault but it sucked."
Cons: "The seats were the most uncomfortable I ever experienced outside of flying the Russian airline, Aeroflot The cabin interior was dirty and there was no legroom. I will never fly frontier again."
Cons: "$45 for a carry on bag on an airline that is constantly delaying flights is a little much to ask for. Can't even have a free drink on your flight either. Will not book again"
Pros: "Not one thing"
Cons: "My number one issue was the staff. Totally unhelpful and unaware of guests needs. You should not advertise frontier economy tickets to people over 6 feet tall and/or wider than a 14 year old."
Pros: "The cost"
Cons: "The seats that we like stone. 9 planes worth of luggage coming out in one carousel The tray table was rusted and 8 x 4"
Cons: "I showed up at 5:50am for a 7:45 flight. Stood in the checkin line till 7:05. They kept calling for people that were on flights coming up. It put the rest of the people that showed up on time behind. It was the most unorganized checkin I've ever experienced. Also, if you have 5 full flights about the same time, maybe have more than 6 gate agents and have the self checkin kiosks available to use."
Pros: "The return flight was on time and the flight attendants were more responsive."
Cons: "The departure flight was a disaster. After updating us multiple times on delays, our scheduled 11:57 p.m. left at 5:00 a.m.! And, Frontier charges extra for EVERYTHING. My original flight cost $344. By the time they charged extra for carry-on, upgraded seat, and checked bag, the cost was $483. On the delayed flight, the flight crew drank coffee in full view--nothing other than water was offered after this outrageous delay. Then they had the audacity to offer a paltry $50 voucher that had to be used within 90 days. I had heard many bad stories out this airline but thought I would give them a chance. I will never fly this airline again."
Pros: "Left on time , and arrived earlier than scheduled"
Cons: "When arrived at sfo we waited almost an hour to get a gate"
Pros: "It was cheap if you don't check any bags or bring an extra carry on."
Cons: "The check in process was brutal. Line went from the back wall of check in all the way to the opening near security at MCO. Understaffed, staffed in the wrong places, NO staff helping with kiosks, and we almost missed out flight because it took so long."
Cons: "Canceled flight and no flights till Friday [4 days away]. Frontier incompetence."
Cons: "My flight going back to orlando was delayed over an hour seats don't recline no movies no wifi no water included you buy everything essentially might as well fly with another service that is more expensive but don't have to buy everything"
Pros: "Comfortable and good service"
Cons: "Many extra fees"
Pros: "Airfare appeared to be affordable and competitive. Typical flying experience."
Cons: "I just took a small backpack and duffel bag. They made me pay $40 each way for the duffel bag! I thought every airline at least gave you a personal item and carry-on. This put me in a position of having to put $80 on my personal card for a work trip or to abandon my bag. Ridiculous! I don't like being put in that situation and will remember it next time I go to book. I also recognize they need to make some money off of snacks and drinks, but to not even provide a complimentary drink of water feels extra stingy too."
Cons: "They charge a fee both for checked baggage *and* carry-on. This is not normal for airlines. So basically, unless you're flying with just what's in your pockets, you're going to end up paying at least $25 more than an equivalent flight on another airline. Basically they're gaming the search rankings by trying to make their price artificially cheaper. WATCH OUT!"
Pros: "Was the cheapest flights I could find"
Cons: "Unfriendly staff, flights were delayed for no apparent reason and they charge you for carry on some. Charged me $9 to pick a regular seat. Fly Frontier if you must."
Cons: "It's very late to get a hotel and they didn't arrange anything for us. We get a credit for future flights and hotel reimbursement. But I'd rather not fly Frontier again!"
Pros: "I like that the crew worked well together to keep the flight on time."
Cons: "The seats were uncomfortable, and there was no complimentary beverage service. Nothing says appreciation and welcome than some basic service."
Pros: "Staff was slightly friendlier on the flight. ( not yelling/chastising guests)"
Cons: "Everything. It's dirty, uncomfortable, and they provide absolutely nothing to customers. In fact, they wait until you have to check in to tell you there's an additional $10/seat charge associated AND $30/carry-on bag. Not worth the deceptively cheaper ticket cost."
Pros: "The Price was awesome"
Cons: "Nothing"
Cons: "I did not like that I had to pay an extra fee for my check-in luggage. There were screaming kids the entire flight. Volume of passengers was not pleasant."
Cons: "I wish I could review this one, but since my connecting flight was cancelled, I can't. I did end up checking on it later, though, and it was delayed almost 40 minutes."
Pros: "There wasn't anything worth mentioning for this flight. It was terrible."
Cons: "It is not uncommon for a flight to be delayed, however, when most flights are delayed for over two hours most airlines try to make their customers more comfortable. I didn't have any feeling that the crew or the company cared that we were being held up for over two hours. This was the worst flight I have ever been on and am extremely disappointed with Frontier Airlines."
Cons: "Staff was rude on and off of plane, and bags cost $45 for a carry-on? Also, if you try and check your bag the "cheaper" way online, you have to pay for seating....what was the point of using kayak and frontier for the cheaper price if in the end I spend the same amount as I would for a more accommodating airline? Will never fly frontier again if I have the choice. And the smaller seating for more leg room, there should be a disclaimer that tells you up front how uncomfortable it really is."
Pros: "The customer service I recieved after I asked to speak to a supervisor."
Cons: "Cons: Doesnt participate with Pre Check Doesnt HonorActive Duty Military IDs For Quicker Security Screening The seats in the airplane are so flimsy and hard my back pain flared up They Charge for EVERYTHING. In my travel I unfortunately had car trouble with my rental in which I ended up stuck in a sand pit and had to be towed out. Well I knew I would be missing my flight. When I called to change it I was charged $99 for changing my flight. Ok well next day comes around and I wasnt able to make it to the flight because I was falling asleep on the road and decided my personal safety was better than making the flight. Again withing a 10 hour period I called to reschedule my flight and again they wanted to charge me $115 this time because I had to change airports withing the same DC area. on my way from new mexico to colorado (driving) I got into a major car accident involving a semi in the desert on a high way and ended p with no car in TAOS New Mexico... when I called to again rebook my flight I was at the end of my patience I honestly had felt that the universe was conspiring against me keeping me in NM. I This time though I requested to speak to a supervisor and sure enough he was able to help me with out any extra charge to get my flight booked. The level of satisfactory customer service shouldnt be reserved until the customer is pissed off. nothing was more infuriating then to have outsourced customer service from india telling 99 99 99 99 99 and that he cant do anything about it.... If Frontier wants a better review then they need to stop cutting corners I will never fly with them again ....they are a knotch below Aeromexico in horrible customer service. _rene Vincit"
Cons: "Delayed until 3 am"
Pros: "Crew was friendly and attentive. Flight was on time."
Cons: "My comment before is about the uncomfortable seats. Same comment applies. To add to this the baggage was delayed to the claim area, it took 1 hour and 45 minutes to leave the airport from the time the plane landed. Unacceptable."
Pros: "Nothing"
Cons: "Too small"
Pros: "Nothing"
Cons: "Nighttime flight delayed 8 hours. Mrs vouchers given but all restaurants closed (except McDonalds). They said flight was delayed dude to bad weather but we later discovered there was no adverse weather anywhere we were traveling."
Pros: "The plane didn't crash..."
Cons: "Took forever to board. Flight crew was more concerned with complaining about passengers in the back of the plane than they were with service. Seriously the most unprofessional flight crew ever. Loud and obnoxious. One needed a breath mint badly. Just awful. Will never fly this airline again."
Pros: "The flight got us there close to the arival time even though the crew was over 40 minutes late."
Cons: "They moved a child and his mother directly behind us so they could sit together. I paid for my seat so it was ashame that they moved people. Expecially when the child wailed the whole time and made the flight very discoverable."
Pros: "I liked that I was zone one boarding."
Cons: "The seats felt like they were park benches wrapped in a single layer of leather, they don't recline, and there was no in flight entertainment. This is by far the worst airline I have flown with and will not be doing so again."
Pros: "On time."
Cons: "Uncomfortable seats and too close."
Pros: "Non- Stop flight"
Cons: "6 hour 15 minute delay due to a mechanical problem. I learned that the problem was a broken seatbelt. I later learned that this plane was in the hanger in Chicago since the previous night. I received a $100 voucher for the inconvenience. I have to use the voucher in 90 days. Since I am not a frequent flyer this is no use to me,it should be extended to one year."
Pros: "Hummm, landed safely! I do like that "carry on" people have to pay extra."
Cons: "No reclining seats even after paying an extra $50 for the good seats (and to ensure sitting by spouse). Cannot even get a glass of water without an extra charge."
Pros: "Direct flight from DCA to Denver. Flight times."
Cons: "Disorganized boarding process. Bait and switch ticket pricing. No seat recline. Hard seat."
Pros: "Left on time and arrived early."
Cons: "I paid $55 and $60 for checking 1 suitcase and 1 carry-on in each direction. After a month stay my checked bag was 5.5 lbs overweight. I had to pay an ADDITIONAL $70 for that suitcase. It's airway robbery."
Pros: "I was not aware that both carry on AND checked bags incur a charge with Frontier. The only positive thing about this is that Frontier charges more to carry on a bag than to check a bag, so at least boarding was fast because most people checked their bags."
Pros: "Quick boarding Nice crew"
Cons: "Check in extremely slow Checkin crew 15 min late"
Cons: "flight was 4 hours late and one of the crew members was intentionally rude."

Book cheap flights from Stewart Intl. to Jamaica

Recent round-trip flight deals

4/16Sun
1 stopMultiple Airlines
6h 58mSWF-MBJ
4/26Wed
1 stopMultiple Airlines
15h 35mMBJ-SWF
$346
4/4Tue
1 stopMultiple Airlines
18h 11mSWF-MBJ
4/8Sat
1 stopMultiple Airlines
17h 58mMBJ-SWF
$487
4/6Thu
1 stopMultiple Airlines
18h 16mSWF-MBJ
4/12Wed
1 stopMultiple Airlines
17h 24mMBJ-SWF
$495
4/30Sun
1 stopFrontier
7h 22mSWF-MBJ
5/5Fri
2 stopsFrontier
42h 17mMBJ-SWF
$500
5/4Thu
1 stopFrontier
8h 13mSWF-MBJ
5/10Wed
2 stopsFrontier
18h 06mMBJ-SWF
$532
4/6Thu
2 stopsMultiple Airlines
18h 09mSWF-MBJ
4/12Wed
1 stopMultiple Airlines
17h 24mMBJ-SWF
$546
4/20Thu
1 stopFrontier
9h 13mSWF-MBJ
4/23Sun
1 stopFrontier
21h 20mMBJ-SWF
$591
6/6Tue
1 stopFrontier
22h 20mSWF-MBJ
6/12Mon
1 stopFrontier
23h 50mMBJ-SWF
$625
7/16Sun
1 stopFrontier
27h 39mSWF-MBJ
7/19Wed
1 stopFrontier
18h 26mMBJ-SWF
$645
6/20Tue
1 stopFrontier
22h 20mSWF-MBJ
6/26Mon
1 stopFrontier
23h 50mMBJ-SWF
$666
6/8Thu
1 stopFrontier
27h 39mSWF-MBJ
6/12Mon
1 stopFrontier
23h 50mMBJ-SWF
$687
6/20Tue
1 stopFrontier
22h 20mSWF-MBJ
6/26Mon
2 stopsFrontier
26h 45mMBJ-SWF
$691
7/11Tue
1 stopFrontier
22h 20mSWF-MBJ
7/17Mon
1 stopFrontier
23h 50mMBJ-SWF
$708
6/8Thu
1 stopFrontier
27h 39mSWF-MBJ
6/12Mon
1 stopFrontier
23h 50mMBJ-SWF
$717
4/16Sun
1 stopFrontier
6h 58mSWF-MBJ
4/23Sun
1 stopFrontier
21h 20mMBJ-SWF
$724
8/10Thu
1 stopFrontier
27h 39mSWF-MBJ
8/14Mon
1 stopFrontier
23h 50mMBJ-SWF
$729
6/1Thu
1 stopFrontier
28h 53mSWF-MBJ
6/5Mon
1 stopFrontier
23h 50mMBJ-SWF
$753
8/3Thu
1 stopFrontier
27h 39mSWF-MBJ
8/9Wed
2 stopsFrontier
21h 21mMBJ-SWF
$755
7/30Sun
2 stopsFrontier
49h 31mSWF-MBJ
8/9Wed
1 stopFrontier
18h 26mMBJ-SWF
$759
6/8Thu
2 stopsFrontier
49h 31mSWF-MBJ
6/12Mon
1 stopFrontier
23h 50mMBJ-SWF
$761

Search by stops

Search by airline

Search by price

Recent one-way flight deals

3/28Tue
1 stopMultiple Airlines
17h 27mSWF-KIN
$169
5/11Thu
1 stopFrontier
28h 43mSWF-MBJ
$190
4/30Sun
1 stopFrontier
7h 22mSWF-MBJ
$207
4/9Sun
1 stopMultiple Airlines
18h 16mSWF-MBJ
$218
6/15Thu
1 stopMultiple Airlines
22h 22mSWF-MBJ
$222
4/4Tue
1 stopMultiple Airlines
18h 11mSWF-MBJ
$230
4/4Tue
1 stopMultiple Airlines
18h 11mSWF-MBJ
$231
5/10Wed
2 stopsMultiple Airlines
24h 51mSWF-MBJ
$234
4/9Sun
2 stopsMultiple Airlines
18h 09mSWF-MBJ
$235
4/11Tue
1 stopMultiple Airlines
17h 32mSWF-KIN
$238
4/9Sun
1 stopMultiple Airlines
18h 16mSWF-MBJ
$238
4/4Tue
1 stopMultiple Airlines
18h 11mSWF-MBJ
$243
4/9Sun
2 stopsMultiple Airlines
18h 09mSWF-MBJ
$255
4/20Thu
1 stopFrontier
9h 13mSWF-MBJ
$260
7/23Sun
1 stopFrontier
27h 39mSWF-MBJ
$263
6/6Tue
1 stopFrontier
22h 20mSWF-MBJ
$265
5/11Thu
1 stopFrontier
28h 43mSWF-MBJ
$279
5/18Thu
1 stopFrontier
28h 43mSWF-MBJ
$286
7/30Sun
1 stopFrontier
27h 39mSWF-MBJ
$289
3/30Thu
1 stopFrontier
7h 38mSWF-MBJ
$292

Search by stops

Search by airline

Search by price

Stewart Intl. - Jamaica Flights

Departure:

Stewart Intl. (SWF)United States

Return flight deals:

Jamaica - Stewart Intl.

Cabin classes:

$781
$8,809

Browse origins:

Browse destinations: