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Stewart

$171+ Cheap flights from Pearson Intl (YYZ) 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SWF
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Pearson Intl to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) 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 August 14, 2025.

Round-trip from

$287
(Kiwi.com)

One-way from

$171
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$252
From Toronto Pearson Intl to New Windsor Stewart
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One-way flight from Toronto Pearson Intl to New Windsor Stewart
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Highest demand for flights based on searches. 4% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 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 Pearson Intl to Stewart

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

This Kiwi.com deal was found by Cheapflights users on 8/12. 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 8/297:15 amYYZ - SWF
2 stops30h 27mMultiple Airlines
Mon 9/11:55 pmSWF - YYZ
1 stop24h 10mMultiple Airlines
Deal found 8/12$523
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/244:00 pmYYZ - SWF
2 stops24h 46mMultiple Airlines
Thu 8/287:52 pmSWF - YYZ
1 stop26h 52mMultiple Airlines
Deal found 8/11$573
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 8/287:15 amYYZ - SWF
1 stop11h 57mMultiple Airlines
Mon 9/11:28 pmSWF - YYZ
2 stops9h 12mMultiple Airlines
Deal found 8/12$781
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Sat 8/309:50 amYYZ - SWF
1 stop8h 59mMultiple Airlines
Tue 9/212:36 pmSWF - YYZ
1 stop11h 05mMultiple Airlines
Deal found 8/12$788
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/319:50 amYYZ - SWF
1 stop9h 22mMultiple Airlines
Mon 9/11:28 pmSWF - YYZ
2 stops9h 12mMultiple Airlines
Deal found 8/13$832
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Sat 8/309:50 amYYZ - SWF
1 stop8h 59mMultiple Airlines
Mon 9/11:28 pmSWF - YYZ
2 stops10h 13mMultiple Airlines
Deal found 8/12$881
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/1411:15 pmYYZ - SWF
2 stops19h 32mMultiple Airlines
Mon 8/187:37 pmSWF - YYZ
1 stop18h 28mMultiple Airlines
Deal found 8/13$903

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pearson Intl 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 August 14, 2025.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to New Windsor that are best for you.

Fly from

Pearson Intl

Fly to

Stewart

Route

Depart

Return

Price

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Fri 8/29

7:15 am-1:42 pm

2 stops30h 27m

New Windsor Stewart

Mon 9/1

1:55 pm-2:05 pm

1 stop24h 10m

$523

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 8/24

4:00 pm-4:46 pm

2 stops24h 46m

New Windsor Stewart

Thu 8/28

7:52 pm-10:44 pm

1 stop26h 52m

$573

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 8/28

7:15 am-7:12 pm

1 stop11h 57m

New Windsor Stewart

Mon 9/1

1:28 pm-10:40 pm

2 stops9h 12m

$781

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 8/30

9:50 am-6:49 pm

1 stop8h 59m

New Windsor Stewart

Tue 9/2

12:36 pm-11:41 pm

1 stop11h 05m

$788

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 8/31

9:50 am-7:12 pm

1 stop9h 22m

New Windsor Stewart

Mon 9/1

1:28 pm-10:40 pm

2 stops9h 12m

$832

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 8/30

9:50 am-6:49 pm

1 stop8h 59m

New Windsor Stewart

Mon 9/1

1:28 pm-11:41 pm

2 stops10h 13m

$881

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 8/21

7:15 am-7:12 pm

1 stop11h 57m

New Windsor Stewart

Mon 8/25

1:28 pm-10:44 pm

2 stops9h 16m

$908

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 11/12

2:20 pm-5:24 pm

1 stop27h 04m

$171

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 10/27

10:15 am-10:26 am

1 stop24h 11m

$172

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 10/2

6:30 am-11:21 am

1 stop28h 51m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 15 results
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Best time to book a flight from Pearson Intl to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Pearson Intl 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 Toronto Pearson Intl Airport to New Windsor

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to New Windsor (average of $109). Flying from Toronto Pearson Intl Airport to New Windsor in December is currently the most expensive (average of $202). 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 Pearson Intl to Stewart. 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 into for flights to New Windsor from Toronto Pearson Intl?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly into when you book flights from Toronto Pearson Intl to New Windsor. 0 airlines have flights to Stewart from Toronto Pearson Intl on a regular basis. Booking flights from Toronto Pearson Intl to New Windsor Stewart should not be difficult; the airport handles an average of 0 inbound flights from Toronto Pearson Intl per day.

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

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

  • How can I find direct flights from Pearson Intl to Stewart?

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

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

    Yes. Cheapflights offers flight deals from Pearson Intl 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 Toronto Pearson Intl Airport to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to New Windsor (average of $109). Flying from Toronto Pearson Intl Airport to New Windsor in December is currently the most expensive (average of $202). 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

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