In terms of precipitation, rainfall in Montego Bay ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Montego Bay when rainfall is around 1.6 in.

If weather is an important factor for your trip to Montego Bay, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

How far in advance should I book a flight from New Windsor to Montego Bay?

Find a great deal and save up to 19% by booking at least 56 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from New Windsor to Montego Bay within the next two weeks, with the cheapest ticket starting at $430.

What is the cheapest month to fly from New Windsor to Montego Bay?

September is one of the best times of the year to fly to Montego Bay from New Windsor. Prices for September average $507 per person but you can even find prices for as low as $205. The most expensive prices can be found in the month of December. Opting for a September flight can save you 35% on your journey compared to booking in December

What is the cheapest time of day to fly from SWF to MBJ?

When flying from New Windsor to Montego Bay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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.

$138+ Flights from New Windsor to Montego Bay

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Cheap flight deals from Stewart to Montego Bay

Round-trip from	$373 (Kiwi.com)
One-way from	$138 (Mytrip)
Popular in	December
Cheapest in	September
Average price	$465

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 ($0 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).

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Average for round-trip flights in June 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 June 26, 2025.

Fri 7/117:56 pmSWF - MBJ

1 stop16h 09mMultiple Airlines

Thu 7/171:40 pmMBJ - SWF

1 stop28h 26mMultiple Airlines

Deal found 6/26

$373

Best flights from Stewart to Montego Bay
Discover carefully curated flight deals from Stewart to Montego Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 26, 2025.

Fri 7/117:56 pmSWF - MBJ

1 stop16h 09mMultiple Airlines

Thu 7/171:40 pmMBJ - SWF

1 stop28h 26mMultiple Airlines

Deal found 6/26

$373

Last-minute flights from Stewart to Montego Bay
Discover last-minute flight deals from Stewart to Montego Bay. Data last updated June 26, 2025 and is based on user searches.

Fri 7/47:56 pmSWF - MBJ

1 stop16h 06mMultiple Airlines

Mon 7/710:15 amMBJ - SWF

1 stop7h 51mMultiple Airlines

Deal found 6/26

$544

Fri 7/117:56 pmSWF - MBJ

1 stop16h 09mMultiple Airlines

Thu 7/171:40 pmMBJ - SWF

1 stop28h 26mMultiple Airlines

Deal found 6/26

$373

One-way flights from Stewart to Montego Bay
Search for one-way flight options from Stewart to Montego Bay. Find affordable one-way fares based on user searches. Data last updated June 26, 2025.

Fri 8/17:56 pmSWF - MBJ

1 stop16h 09mMultiple Airlines

Deal found 6/25

$138

Cheapflights Fare Finder

Use the filters below to find and compare flights from New Windsor to Montego Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

Fri 7/11

7:56 pm-11:05 am

1 stop16h 09m

Montego Bay Sangster Intl

Thu 7/17

1:40 pm-7:06 pm

1 stop28h 26m

$373

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

Fri 8/1

7:56 pm-11:05 am

1 stop16h 09m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/25

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 $569). 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

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 $569). 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.

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Alternative routes for Stewart to Montego Bay

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$138+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to Montego Bay with Cheapflights

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Cheap flight deals from Stewart to Montego Bay

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Find flight deals from Stewart to Montego Bay

Cheapest flights from Stewart to Montego BayExplore 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 June 26, 2025.

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 June 26, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from New Windsor to Montego Bay that are best for you.

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.

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?

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?

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

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

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

Traveling to a place near New Windsor?

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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 June 26, 2025.