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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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — KIN
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Stewart to Kingston

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Kingston (KIN). 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 September 17, 2025.

Round-trip from

$474
(Kiwi.com)

One-way from

$154
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$443
From New Windsor Stewart to Kingston Norman Manley
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One-way flight from New Windsor Stewart to Kingston Norman Manley
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Highest demand for flights based on searches. 6% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/1011:41 amSWF - KIN
1 stop9h 24mMultiple Airlines
Sun 10/1212:14 pmKIN - SWF
1 stop20h 57mMultiple Airlines
Deal found 9/16$474
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 12/512:27 pmSWF - KIN
1 stop23h 46mMultiple Airlines
Sun 12/281:28 pmKIN - SWF
1 stop21h 19mMultiple Airlines
Deal found 9/16$576
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Mon 12/1512:27 pmSWF - KIN
1 stop8h 08mMultiple Airlines
Fri 12/197:05 amKIN - SWF
1 stop11h 01mMultiple Airlines
Deal found 9/16$805
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 12/245:34 pmSWF - KIN
2 stops20h 28mMultiple Airlines
Sun 12/281:28 pmKIN - SWF
1 stop21h 19mMultiple Airlines
Deal found 9/16$824
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Tue 12/234:50 pmSWF - KIN
2 stops21h 12mMultiple Airlines
Sun 12/281:28 pmKIN - SWF
1 stop21h 19mMultiple Airlines
Deal found 9/16$960
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 12/2611:57 amSWF - KIN
1 stop8h 38mMultiple Airlines
Sun 12/281:28 pmKIN - SWF
1 stop21h 19mMultiple Airlines
Deal found 9/16$1,064
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 12/196:56 pmSWF - KIN
1 stop17h 17mMultiple Airlines
Sun 1/41:28 pmKIN - SWF
1 stop21h 19mMultiple Airlines
Deal found 9/15$1,280

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Kingston 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 September 17, 2025.
Use the filters below to find and compare flights from New Windsor to Kingston that are best for you.

Fly from

Stewart

Fly to

Kingston

Route

Depart

Return

Price

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 10/10

11:41 am-8:05 pm

1 stop9h 24m

Kingston Norman Manley

Sun 10/12

12:14 pm-10:11 am

1 stop20h 57m

$474

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 12/5

12:27 pm-12:13 pm

1 stop23h 46m

Kingston Norman Manley

Sun 12/28

1:28 pm-10:47 am

1 stop21h 19m

$576

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Mon 12/15

12:27 pm-8:35 pm

1 stop8h 08m

Kingston Norman Manley

Fri 12/19

7:05 am-6:06 pm

1 stop11h 01m

$805

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Wed 12/24

5:34 pm-2:02 pm

2 stops20h 28m

Kingston Norman Manley

Sun 12/28

1:28 pm-10:47 am

1 stop21h 19m

$824

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Tue 12/23

4:50 pm-2:02 pm

2 stops21h 12m

Kingston Norman Manley

Sun 12/28

1:28 pm-10:47 am

1 stop21h 19m

$960

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 12/26

11:57 am-8:35 pm

1 stop8h 38m

Kingston Norman Manley

Sun 12/28

1:28 pm-10:47 am

1 stop21h 19m

$1,064

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 12/19

6:56 pm-12:13 pm

1 stop17h 17m

Kingston Norman Manley

Sun 1/4

1:28 pm-10:47 am

1 stop21h 19m

$1,280

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 12/5

12:27 pm-12:13 pm

1 stop23h 46m

$154

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Mon 10/27

3:01 pm-8:05 pm

1 stop30h 04m

$181

New WindsorKingston

SWF - KIN

SWFKIN

New Windsor Stewart

Fri 10/24

11:31 am-8:05 pm

1 stop9h 34m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 15 results
1
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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

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?

    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.

See more FAQs

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