In terms of precipitation, rainfall in Kingston ranges from 0.8 - 6.7 inches per month. October is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Kingston when rainfall is around 0.8 in.

If weather is an important factor for your trip to Kingston, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 78.8 F).

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

To save on the cost of your flight from New Windsor to Kingston, book at least 59 days before your planned departure. Booking around this time can save you about 38% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $412 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $647.

What is the cheapest month to fly from New Windsor to Kingston?

Our data shows that March tends to be the cheapest month to fly to Kingston from New Windsor. Users have commonly found prices around $518 for the month, but tickets can be as low as $177. Due to multiple factors, prepare for potentially higher prices in December.

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

When flying from New Windsor to Kingston, 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 Kingston that include hotel bookings?

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

How can I find direct flights from Stewart to Kingston?

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

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

Yes. Cheapflights offers flight deals from Stewart to Kingston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$154+ Cheap Flights from New Windsor to Kingston

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Cheap flight deals from Stewart to Kingston

Round-trip from	$421 (Kiwi.com)
One-way from	$154 (Kiwi.com)
Popular in	December
Cheapest in	March
Average price	$594

From New Windsor Stewart to Kingston Norman Manley

Search Deals

One-way flight from New Windsor Stewart to Kingston Norman Manley

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Highest demand for flights based on searches. 7% potential increase in price ($43 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($22 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 Kingston

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

Fri 10/312:11 pmSWF - KIN

1 stop8h 54mMultiple Airlines

Sun 10/512:08 pmKIN - SWF

1 stop21h 03mMultiple Airlines

Deal found 8/13

$421

Fri 8/225:36 pmSWF - KIN

1 stop18h 51mMultiple Airlines

Mon 8/257:55 amKIN - SWF

1 stop7h 51mMultiple Airlines

Deal found 8/12

$445

Fri 8/157:37 pmSWF - KIN

1 stop16h 50mMultiple Airlines

Fri 8/227:55 amKIN - SWF

1 stop7h 51mMultiple Airlines

Deal found 8/12

$568

Sun 8/177:52 pmSWF - KIN

2 stops16h 35mMultiple Airlines

Sun 8/2412:32 pmKIN - SWF

1 stop27h 14mMultiple Airlines

Deal found 8/11

$584

Fri 8/157:37 pmSWF - KIN

1 stop16h 50mMultiple Airlines

Thu 8/2112:32 pmKIN - SWF

1 stop27h 14mMultiple Airlines

Deal found 8/14

$673

Fri 8/157:37 pmSWF - KIN

1 stop16h 50mMultiple Airlines

Mon 8/189:47 amKIN - SWF

1 stop8h 00mMultiple Airlines

Deal found 8/13

$732

Mon 12/2911:37 amSWF - KIN

1 stop8h 58mMultiple Airlines

Thu 1/17:05 amKIN - SWF

1 stop28h 02mMultiple Airlines

Deal found 8/13

$908

Best flights from Stewart to Kingston
Discover carefully curated flight deals from Stewart to Kingston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 14, 2025.

Fri 10/312:11 pmSWF - KIN

1 stop8h 54mMultiple Airlines

Sun 10/512:08 pmKIN - SWF

1 stop21h 03mMultiple Airlines

Deal found 8/13

$421

Fri 8/225:36 pmSWF - KIN

1 stop18h 51mMultiple Airlines

Mon 8/257:55 amKIN - SWF

1 stop7h 51mMultiple Airlines

Deal found 8/12

$445

Sun 8/177:52 pmSWF - KIN

2 stops16h 35mMultiple Airlines

Sun 8/2412:32 pmKIN - SWF

1 stop27h 14mMultiple Airlines

Deal found 8/11

$584

Last-minute flights from Stewart to Kingston
Discover last-minute flight deals from Stewart to Kingston. Data last updated August 14, 2025 and is based on user searches.

Fri 8/157:37 pmSWF - KIN

1 stop16h 50mMultiple Airlines

Fri 8/227:55 amKIN - SWF

1 stop7h 51mMultiple Airlines

Deal found 8/12

$568

Fri 8/157:37 pmSWF - KIN

1 stop16h 50mMultiple Airlines

Thu 8/2112:32 pmKIN - SWF

1 stop27h 14mMultiple Airlines

Deal found 8/14

$673

Fri 8/157:37 pmSWF - KIN

1 stop16h 50mMultiple Airlines

Mon 8/189:47 amKIN - SWF

1 stop8h 00mMultiple Airlines

Deal found 8/13

$732

Sun 8/177:52 pmSWF - KIN

2 stops16h 35mMultiple Airlines

Sun 8/2412:32 pmKIN - SWF

1 stop27h 14mMultiple Airlines

Deal found 8/11

$584

Fri 8/225:36 pmSWF - KIN

1 stop18h 51mMultiple Airlines

Mon 8/257:55 amKIN - SWF

1 stop7h 51mMultiple Airlines

Deal found 8/12

$445

One-way flights from Stewart to Kingston
Search for one-way flight options from Stewart to Kingston. Find affordable one-way fares based on user searches. Data last updated August 14, 2025.

Fri 10/1711:31 amSWF - KIN

1 stop24h 31mMultiple Airlines

Deal found 8/12

$154

Fri 10/2411:31 amSWF - KIN

1 stop24h 31mMultiple Airlines

Deal found 8/12

$155

Mon 8/255:36 pmSWF - KIN

1 stop18h 51mMultiple Airlines

Deal found 8/13

$157

Fri 8/225:36 pmSWF - KIN

1 stop18h 51mMultiple Airlines

Deal found 8/12

$158

Sun 8/247:52 pmSWF - KIN

2 stops16h 35mMultiple Airlines

Deal found 8/11

$219

Sun 9/72:04 pmSWF - KIN

2 stops21h 58mMultiple Airlines

Deal found 8/12

$245

Thu 9/411:43 amSWF - KIN

2 stops24h 19mMultiple Airlines

Deal found 8/11

$254

Sat 8/232:32 pmSWF - KIN

2 stops19h 10mMultiple Airlines

Deal found 8/12

$272

Mon 9/1511:53 amSWF - KIN

3 stops48h 09mMultiple Airlines

Deal found 8/12

$273

Fly from

Fly to

Route

Depart

Return

Price

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 10/3

12:11 pm-8:05 pm

1 stop8h 54m

Kingston Norman Manley

Sun 10/5

12:08 pm-10:11 am

1 stop21h 03m

$421

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 8/22

5:36 pm-11:27 am

1 stop18h 51m

Kingston Norman Manley

Mon 8/25

7:55 am-4:46 pm

1 stop7h 51m

$445

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Sun 8/17

7:52 pm-11:27 am

2 stops16h 35m

Kingston Norman Manley

Sun 8/24

12:32 pm-4:46 pm

1 stop27h 14m

$584

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 10/17

11:31 am-11:02 am

1 stop24h 31m

$154

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 10/24

11:31 am-11:02 am

1 stop24h 31m

$155

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Mon 8/25

5:36 pm-11:27 am

1 stop18h 51m

$157

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 8/22

5:36 pm-11:27 am

1 stop18h 51m

$158

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Sun 8/24

7:52 pm-11:27 am

2 stops16h 35m

$219

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Sun 9/7

2:04 pm-11:02 am

2 stops21h 58m

$245

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Thu 9/4

11:43 am-11:02 am

2 stops24h 19m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 12 results

Best time to book a flight from Stewart to Kingston

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

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

Currently, September is the cheapest month in which you can book a flight from New Windsor to Kingston (average of $425). Flying from New Windsor to Kingston in December is currently the most expensive (average of $613). 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 Kingston that include hotel bookings?
Yes. In addition to deals on Stewart to Kingston flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Stewart to Kingston?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Kingston.
Can I find deals for business class flights from Stewart to Kingston?
Yes. Cheapflights offers flight deals from Stewart to Kingston 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 Kingston?
Currently, September is the cheapest month in which you can book a flight from New Windsor to Kingston (average of $425). Flying from New Windsor to Kingston in December is currently the most expensive (average of $613). 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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$154+ Cheap flights from New Windsor (SWF) to Kingston (KIN)

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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to Kingston with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Stewart to Kingston

Round-trip from

One-way from

Popular in

Cheapest in

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Find flight deals from Stewart to Kingston

Cheapest flights from Stewart to KingstonExplore the most affordable flight options available from Stewart to Kingston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

Explore the most affordable flight options available from Stewart to Kingston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

Cheapflights Fare Finder

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

Best time to book a flight from Stewart to Kingston

Have a flexible travel schedule? Discover the best time to fly to Kingston from Stewart with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from New Windsor to Kingston

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

Related info for your journey

Find useful and relevant information for your journey from Stewart to Kingston. 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 Kingston that include hotel bookings?

How can I find direct flights from Stewart to Kingston?

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

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

Alternative routes for Stewart to Kingston

See prices for flight routes from nearby airports that may be better suited for you.

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