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Stewart

$149+ 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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SWF
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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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 November 18, 2025.

This Mytrip deal was found by Cheapflights users on 11/18. 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.
Thu 12/112:20 pmYYZ - SWF
2 stops21h 17mMultiple Airlines
Mon 12/1512:27 pmSWF - YYZ
1 stop10h 53mMultiple Airlines
Deal found 11/18$372
This Mytrip deal was found by Cheapflights users on 11/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/157:10 amYYZ - SWF
1 stop11h 30mMultiple Airlines
Mon 12/228:25 pmSWF - YYZ
2 stops17h 55mMultiple Airlines
Deal found 11/15$438
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 12/2211:15 amYYZ - SWF
1 stop8h 20mMultiple Airlines
Mon 1/511:37 amSWF - YYZ
1 stop10h 35mMultiple Airlines
Deal found 11/16$572
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 11/245:15 pmYYZ - SWF
1 stop15h 38mMultiple Airlines
Thu 11/2711:43 amSWF - YYZ
1 stop12h 28mMultiple Airlines
Deal found 11/16$581
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/138:20 pmYYZ - SWF
1 stop14h 43mMultiple Airlines
Thu 12/1811:43 amSWF - YYZ
1 stop12h 28mMultiple Airlines
Deal found 11/17$599
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/148:00 pmYYZ - SWF
2 stops15h 44mMultiple Airlines
Tue 12/2311:43 amSWF - YYZ
1 stop12h 28mMultiple Airlines
Deal found 11/17$656
This Kiwi.com deal was found by Cheapflights users on 11/15. 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.
Sun 12/288:00 pmYYZ - SWF
1 stop16h 02mMultiple Airlines
Thu 1/111:43 amSWF - YYZ
1 stop26h 37mMultiple Airlines
Deal found 11/15$661
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
Thu 12/48:30 pmYYZ - SWF
1 stop15h 07mMultiple Airlines
Mon 12/812:27 pmSWF - YYZ
2 stops19h 36mMultiple Airlines
Deal found 11/16$676

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 November 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$372
(Mytrip)

One-way from

$149
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$274
Provider with most accurate pricing for Toronto Pearson Intl-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Toronto Pearson Intl-New Windsor Stewart flights.
Search Deals
From Toronto Pearson Intl to New Windsor Stewart
Search Deals
One-way flight from Toronto Pearson Intl to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
Search Deals

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 November 18, 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

Mon 12/15

7:10 am-6:40 pm

1 stop11h 30m

New Windsor Stewart

Mon 12/22

8:25 pm-2:20 pm

2 stops17h 55m

$438

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 1/4

8:20 pm-12:02 pm

1 stop15h 42m

New Windsor Stewart

Sun 4/26

7:54 pm-2:25 pm

1 stop18h 31m

$501

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 11/24

5:15 pm-8:53 am

1 stop15h 38m

New Windsor Stewart

Thu 11/27

11:43 am-12:11 am

1 stop12h 28m

$581

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 12/13

8:20 pm-11:03 am

1 stop14h 43m

New Windsor Stewart

Thu 12/18

11:43 am-12:11 am

1 stop12h 28m

$599

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 12/14

8:00 pm-11:44 am

2 stops15h 44m

New Windsor Stewart

Tue 12/23

11:43 am-12:11 am

1 stop12h 28m

$656

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 12/28

8:00 pm-12:02 pm

1 stop16h 02m

New Windsor Stewart

Thu 1/1

11:43 am-2:20 pm

1 stop26h 37m

$661

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 12/4

8:30 pm-11:37 am

1 stop15h 07m

New Windsor Stewart

Mon 12/8

12:27 pm-8:03 am

2 stops19h 36m

$676

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 11/24

5:15 pm-8:53 am

1 stop15h 38m

New Windsor Stewart

Fri 12/5

12:24 pm-12:11 am

2 stops11h 47m

$707

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 2/8

8:30 pm-10:19 am

1 stop13h 49m

$166

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 1/22

8:20 pm-6:43 pm

1 stop22h 23m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Showing 1-10 of 15 results
1
2

Compare providers for flights from Pearson Intl to Stewart

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pearson Intl to Stewart in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Toronto Pearson Intl Airport-New Windsor flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Toronto Pearson Intl Airport-New Windsor flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Toronto Pearson Intl Airport-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Toronto Pearson Intl Airport-New Windsor flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Toronto Pearson Intl Airport-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, May is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to New Windsor (average of $86). Flying from Toronto Pearson Intl Airport to New Windsor in December is currently the most expensive (average of $181). 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, May is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to New Windsor (average of $86). Flying from Toronto Pearson Intl Airport to New Windsor in December is currently the most expensive (average of $181). 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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