HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$198+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — SWF
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Montego Bay to Stewart with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. 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 1/2912:57 pmMBJ - SWF
1 stop21h 22mMultiple Airlines
Deal found 12/10$198
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/251:05 pmMBJ - SWF
1 stop22h 02mMultiple Airlines
Deal found 12/11$206
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/181:05 pmMBJ - SWF
1 stop29h 01mMultiple Airlines
Deal found 12/11$211
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 1/812:57 pmMBJ - SWF
1 stop21h 22mMultiple Airlines
Deal found 12/11$222
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/281:05 pmMBJ - SWF
1 stop21h 42mMultiple Airlines
Deal found 12/11$235
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 1/1112:57 pmMBJ - SWF
1 stop21h 22mMultiple Airlines
Deal found 12/11$248
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Fri 1/912:57 pmMBJ - SWF
2 stops46h 36mMultiple Airlines
Deal found 12/11$261
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/141:05 pmMBJ - SWF
1 stop22h 32mMultiple Airlines
Deal found 12/11$273
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Wed 12/313:05 pmMBJ - SWF
1 stop19h 58mMultiple Airlines
Deal found 12/10$275

Find 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 December 12, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Popular in

August

Cheapest in

February

Average price

$366
Provider with most accurate pricing for Montego Bay Sangster Intl-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-New Windsor Stewart flights.
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 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 1/29

12:57 pm-10:19 am

1 stop21h 22m

$198

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Thu 12/25

1:05 pm-11:07 am

1 stop22h 02m

$206

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sun 1/11

12:57 pm-10:19 am

1 stop21h 22m

$222

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Thu 1/8

12:57 pm-10:19 am

1 stop21h 22m

$222

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Sun 12/28

1:05 pm-10:47 am

1 stop21h 42m

$235

Montego BayNew Windsor

MBJ - SWF

MBJSWF

Montego Bay Sangster Intl

Fri 1/9

12:57 pm-11:33 am

2 stops46h 36m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

  • 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, March is the cheapest month in which you can book a flight from Montego Bay to New Windsor (average of $194). Flying from Montego Bay to New Windsor in September is currently the most expensive (average of $335). 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, March is the cheapest month in which you can book a flight from Montego Bay to New Windsor (average of $194). Flying from Montego Bay to New Windsor in September is currently the most expensive (average of $335). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.