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Montego Bay

$155+ Cheap flights from New Windsor (SWF) to Montego Bay (MBJ)

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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MBJ
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheap flight deals from Stewart to Montego Bay

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Montego Bay (MBJ). 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 agosto 14, 2025.

Round-trip from

$532
(Kiwi.com)

One-way from

$155
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$583
From New Windsor Stewart to Montego Bay Sangster Intl
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One-way flight from New Windsor Stewart to Montego Bay Sangster Intl
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Stewart to Montego Bay

Cheapest flights from Stewart to Montego Bay
Explore the most affordable flight options available from Stewart to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
vie. 8/225:36 pmSWF - MBJ
2 stops20h 25mMultiple Airlines
dom. 8/2410:22 amMBJ - SWF
1 stop29h 24mMultiple Airlines
Deal found 8/14$451
This Kiwi.com deal was found by Cheapflights users on 8/12. 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. 8/225:36 pmSWF - MBJ
1 stop18h 38mMultiple Airlines
dom. 8/3112:19 pmMBJ - SWF
1 stop23h 46mMultiple Airlines
Deal found 8/12$478
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
lun. 8/187:37 pmSWF - MBJ
1 stop16h 37mMultiple Airlines
jue. 8/2112:19 pmMBJ - SWF
1 stop27h 27mMultiple Airlines
Deal found 8/13$481
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
lun. 8/255:36 pmSWF - MBJ
1 stop18h 38mMultiple Airlines
dom. 8/3110:22 amMBJ - SWF
1 stop25h 43mMultiple Airlines
Deal found 8/14$532
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
vie. 8/291:55 pmSWF - MBJ
1 stop22h 19mMultiple Airlines
dom. 8/3112:19 pmMBJ - SWF
1 stop23h 46mMultiple Airlines
Deal found 8/13$606

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Montego Bay 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 agosto 14, 2025.
Use the filters below to find and compare flights from New Windsor to Montego Bay that are best for you.

Fly from

Stewart

Fly to

Montego Bay

Route

Depart

Return

Price

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

vie. 8/22

5:36 pm-1:01 pm

2 stops20h 25m

Montego Bay Sangster Intl

dom. 8/31

10:22 am-10:12 am

2 stops22h 50m

$449

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

lun. 8/25

5:36 pm-11:14 am

1 stop18h 38m

Montego Bay Sangster Intl

dom. 8/31

12:19 pm-1:05 pm

1 stop23h 46m

$455

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

vie. 8/22

5:36 pm-1:01 pm

2 stops20h 25m

Montego Bay Sangster Intl

dom. 8/24

10:22 am-4:46 pm

1 stop29h 24m

$455

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

lun. 8/18

7:37 pm-11:14 am

1 stop16h 37m

Montego Bay Sangster Intl

jue. 8/21

12:19 pm-4:46 pm

1 stop27h 27m

$481

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

vie. 8/22

5:36 pm-1:01 pm

2 stops20h 25m

$155

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

lun. 8/25

5:36 pm-11:14 am

1 stop18h 38m

$158

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

vie. 10/10

11:41 am-11:05 am

1 stop24h 24m

$159

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

lun. 9/1

1:55 pm-11:14 am

1 stop22h 19m

$159

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

vie. 11/7

11:31 am-12:05 pm

1 stop24h 34m

$187

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

lun. 8/18

7:37 pm-11:14 am

1 stop16h 37m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Best time to book a flight from Stewart to Montego Bay

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

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

Currently, January is the cheapest month in which you can book a flight from New Windsor to Montego Bay (average of $403). Flying from New Windsor to Montego Bay in July is currently the most expensive (average of $561). 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 Stewart to Montego Bay. 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 Stewart to Montego Bay that include hotel bookings?

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Montego Bay (average of $403). Flying from New Windsor to Montego Bay in July is currently the most expensive (average of $561). 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 Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
Whitehouse
Lucea

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