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Stewart

$201+ Cheap flights from Jamaica to New Windsor (SWF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — SWF
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
1 adult, Economy
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Cheap flight deals from Jamaica to Stewart

Keep the following information in mind while searching for Jamaica to Stewart flight deals. Data was last updated septiembre 16, 2025.

Popular in

August

Cheapest in

December

Average price

$341
Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Jamaica to Stewart

One-way flights from Jamaica to Stewart
Search for one-way flight options from Jamaica to Stewart. Find affordable one-way fares based on user searches. Data last updated septiembre 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/912:09 pmMBJ - SWF
1 stop21h 42mMultiple Airlines
Deal found 9/14$201
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/201:12 pmMBJ - SWF
1 stop21h 10mMultiple Airlines
Deal found 9/13$207
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/65:39 pmMBJ - SWF
2 stops41h 58mMultiple Airlines
Deal found 9/14$226
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/212:08 pmKIN - SWF
1 stop22h 13mMultiple Airlines
Deal found 9/14$235
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/21:14 pmKIN - SWF
1 stop21h 57mMultiple Airlines
Deal found 9/16$239
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/1912:09 pmMBJ - SWF
1 stop21h 02mMultiple Airlines
Deal found 9/15$265
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/1012:09 pmMBJ - SWF
2 stops45h 54mMultiple Airlines
Deal found 9/15$275
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/1512:09 pmMBJ - SWF
2 stops46h 35mMultiple Airlines
Deal found 9/15$292
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/2412:10 pmMBJ - SWF
2 stops21h 53mMultiple Airlines
Deal found 9/15$298
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/243:51 pmMBJ - SWF
2 stops42h 12mMultiple Airlines
Deal found 9/15$308
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/2712:10 pmMBJ - SWF
2 stops21h 53mMultiple Airlines
Deal found 9/14$310
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/31:14 pmKIN - SWF
2 stops21h 12mMultiple Airlines
Deal found 9/16$311

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jamaica to Stewart that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 16, 2025.
Use the filters below to find and compare flights from Jamaica to New Windsor that are best for you.

Fly from

Jamaica

Fly to

Stewart

Route

Depart

Return

Price

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

jue. 10/9

12:09 pm-10:51 am

1 stop21h 42m

$201

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

jue. 11/20

1:12 pm-10:22 am

1 stop21h 10m

$207

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

sáb. 12/6

5:39 pm-11:37 am

2 stops41h 58m

$226

KingstonNew Windsor

KIN - SWF

KINSWF

Kingston Norman Manley

jue. 10/2

12:08 pm-11:21 am

1 stop22h 13m

$235

KingstonNew Windsor

KIN - SWF

KINSWF

Kingston Norman Manley

dom. 11/2

1:14 pm-11:11 am

1 stop21h 57m

$239

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

dom. 10/19

12:09 pm-10:11 am

1 stop21h 02m

$265

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

vie. 10/10

12:09 pm-11:03 am

2 stops45h 54m

$275

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

mié. 10/15

12:09 pm-11:44 am

2 stops46h 35m

$292

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

mié. 9/24

12:10 pm-11:03 am

2 stops21h 53m

$298

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

vie. 10/24

3:51 pm-11:03 am

2 stops42h 12m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 19 results
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Best time to book a flight from Jamaica to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Jamaica with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jamaica to New Windsor

What is the cheapest month to book a flight from Jamaica to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Jamaica to New Windsor (average of $109). Flying from Jamaica to New Windsor in December is currently the most expensive (average of $202). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Jamaica to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to New Windsor from Jamaica?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly into when you book flights from Jamaica to New Windsor.

  • Can I find deals for flights from Jamaica to Stewart that include hotel bookings?

    Yes. In addition to deals on Jamaica to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jamaica to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jamaica to Stewart.

  • Can I find deals for business class flights from Jamaica to Stewart?

    Yes. Cheapflights offers flight deals from Jamaica to Stewart by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jamaica to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Jamaica to New Windsor (average of $109). Flying from Jamaica to New Windsor in December is currently the most expensive (average of $202). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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Alternative routes for Jamaica to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
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