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Stewart

$205+ Cheap flights from Montego Bay (MBJ) 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — SWF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Montego Bay to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Montego Bay (MBJ) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$461
(Kiwi.com)

One-way from

$205
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$350
From Montego Bay Sangster Intl to New Windsor Stewart
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One-way flight from Montego Bay Sangster Intl to New Windsor Stewart
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Highest demand for flights based on searches. 8% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 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 Montego Bay to Stewart

One-way flights from Montego Bay to Stewart
Search for one-way flight options from Montego Bay to Stewart. Find affordable one-way fares based on user searches. Data last updated September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/3012:09 pmMBJ - SWF
1 stop21h 32mMultiple Airlines
Deal found 9/11$205
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 11/155:39 pmMBJ - SWF
2 stops41h 32mMultiple Airlines
Deal found 9/10$224
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 11/201:12 pmMBJ - SWF
1 stop21h 10mMultiple Airlines
Deal found 9/11$227
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sun 11/161:12 pmMBJ - SWF
1 stop21h 59mMultiple Airlines
Deal found 9/11$252
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sun 11/91:12 pmMBJ - SWF
1 stop21h 59mMultiple Airlines
Deal found 9/11$253
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 12/111:12 pmMBJ - SWF
1 stop22h 25mMultiple Airlines
Deal found 9/10$254
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Wed 9/2412:10 pmMBJ - SWF
2 stops46h 34mMultiple Airlines
Deal found 9/11$259
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Wed 10/112:10 pmMBJ - SWF
2 stops21h 53mMultiple Airlines
Deal found 9/11$262
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 9/2012:10 pmMBJ - SWF
2 stops21h 53mMultiple Airlines
Deal found 9/9$274
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sun 11/24:30 pmMBJ - SWF
2 stops18h 41mMultiple Airlines
Deal found 9/11$277

Cheapflights Fare Finder

 
Customize your flight search to find flights from Montego Bay 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 September 11, 2025.
Use the filters below to find and compare flights from Montego Bay to New Windsor that are best for you.

Fly from

Montego Bay

Fly to

Stewart

Route

Depart

Return

Price

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sat 11/15

5:39 pm-11:11 am

2 stops41h 32m

$224

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sun 11/16

1:12 pm-11:11 am

1 stop21h 59m

$252

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Thu 12/11

11:17 am-11:37 am

2 stops24h 20m

$253

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Wed 10/1

12:10 pm-11:03 am

2 stops21h 53m

$262

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sat 9/20

12:10 pm-11:03 am

2 stops21h 53m

$274

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sun 11/2

4:30 pm-11:11 am

2 stops18h 41m

$277

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Fri 11/7

1:12 pm-12:42 pm

2 stops47h 30m

$308

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sat 10/25

12:09 pm-4:55 pm

2 stops27h 46m

$320

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Fri 10/24

12:09 pm-6:21 pm

3 stops53h 12m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Montego Bay to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Montego Bay 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 Montego Bay to New Windsor

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

Currently, October is the cheapest month in which you can book a flight from Montego Bay to New Windsor (average of $109). Flying from Montego Bay 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 Montego Bay to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

  • How can I find direct flights from Montego Bay to Stewart?

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

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

    Yes. Cheapflights offers flight deals from Montego Bay 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 Montego Bay to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Montego Bay to New Windsor (average of $109). Flying from Montego Bay 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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