Jamaica

$151+ Cheap flights from New Windsor (SWF) to Jamaica

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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MBJ
Feb 26 — Mar 51
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Cheap flight deals from Stewart to Jamaica

Keep the following information in mind while searching for Stewart to Jamaica flight deals. Data was last updated February 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$387
(Mytrip)

One-way from

$151
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$537
Provider with most accurate pricing for New York (NYC)-Montego Bay Sangster Intl flight deals.
Provider most trusted by Cheapflights users for New York (NYC)-Montego Bay Sangster Intl flights.
From New Windsor Stewart to Jamaica
One-way flight from New Windsor Stewart to Jamaica
Highest demand for flights based on searches. 6% potential increase in price ($34 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
Average for round-trip flights in February 2025

Find flight deals from Stewart to Jamaica

Cheapest flights from Stewart to Jamaica
Explore the most affordable flight options available from Stewart to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/286:23 pmSWF - KIN
1 stop17h 58mMultiple Airlines
Thu 3/62:36 pmKIN - SWF
1 stop18h 44mMultiple Airlines
Deal found 2/20$387
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1911:55 amSWF - MBJ
1 stop24h 46mMultiple Airlines
Sun 5/253:05 pmMBJ - SWF
1 stop19h 00mMultiple Airlines
Deal found 2/19$426

Find flights from Stewart to Jamaica within your budget

Customize your flight search to find flights from Stewart to Jamaica 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 February 21, 2025.

Fly from

Stewart

Fly to

Jamaica

Route

Depart

Return

Price

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 2/28

6:23 pm-12:21 pm

1 stop17h 58m

Kingston Norman Manley

Thu 3/6

2:36 pm-9:20 am

1 stop18h 44m

$387

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

Mon 5/19

11:55 am-11:41 am

1 stop24h 46m

Montego Bay Sangster Intl

Sun 5/25

3:05 pm-11:05 am

1 stop19h 00m

$426

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Mon 3/10

10:10 am-12:28 pm

1 stop27h 18m

$151

New WindsorMontego Bay

SWF - MBJ

SWFMBJ

New Windsor Stewart

Mon 3/10

10:10 am-11:02 am

1 stop25h 52m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Best time to book a flight from Stewart to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica 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.

Travel insights for flights from Stewart to Jamaica

Get recent, data-driven insights about flights from Stewart to Jamaica including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from New Windsor to Jamaica (average of $403). Flying from New Windsor to Jamaica 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.

Rainfall in Jamaica by month

Plan your trip to Jamaica by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Jamaica 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 Jamaica when rainfall is around 1.6 in.

Temperature in Jamaica by month

Plan your trip to Jamaica by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Jamaica, 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).

Related info for your journey

Find useful and relevant information for your journey from Stewart to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from New Windsor to Jamaica?

    For a flight from New Windsor to Jamaica, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city.

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

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

  • How can I find direct flights from Stewart to Jamaica?

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

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

    Yes. Cheapflights offers flight deals from Stewart to Jamaica 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 Jamaica?

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Jamaica (average of $403). Flying from New Windsor to Jamaica 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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