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Stewart

$201+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — SWF
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from Montego Bay to Stewart

Cheapest flights from Montego Bay to Stewart
Explore the most affordable flight options available from Montego Bay to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/111:05 pmMBJ - SWF
1 stop22h 32mMultiple Airlines
Thu 12/1811:43 amSWF - MBJ
1 stop26h 14mMultiple Airlines
Deal found 10/27$573

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 October 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$573
(Kiwi.com)

One-way from

$201
(Kiwi.com)

Popular in

August

Cheapest in

December

Average price

$389
Provider with most accurate pricing for Montego Bay Sangster Intl-New Windsor Stewart flight deals.
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Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-New Windsor Stewart flights.
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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. 5% potential increase in price ($23 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 October 2025
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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 October 28, 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

Thu 12/11

1:05 pm-11:37 am

1 stop22h 32m

New Windsor Stewart

Thu 12/18

11:43 am-1:57 pm

1 stop26h 14m

$573

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Thu 11/6

1:07 pm-10:41 am

1 stop21h 34m

$201

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sat 1/10

5:39 pm-10:19 am

2 stops40h 40m

$224

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sun 11/23

1:07 pm-10:07 am

1 stop21h 00m

$226

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Thu 12/18

1:05 pm-6:06 pm

1 stop29h 01m

$230

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sun 11/9

1:07 pm-11:11 am

1 stop22h 04m

$231

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sat 2/14

7:00 pm-6:38 pm

1 stop23h 38m

$272

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Wed 11/26

2:43 pm-11:03 am

2 stops20h 20m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

  • Most accurate provider: When it comes to deals on Montego Bay-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Montego Bay-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Montego Bay-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Montego Bay-New Windsor flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Montego Bay-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, August is the cheapest month in which you can book a flight from Montego Bay to New Windsor (average of $168). Flying from Montego Bay to New Windsor in September is currently the most expensive (average of $334). 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, August is the cheapest month in which you can book a flight from Montego Bay to New Windsor (average of $168). Flying from Montego Bay to New Windsor in September is currently the most expensive (average of $334). 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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