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Stewart

$170+ 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SWF
Mar 19 — Mar 261
Thu 3/19
Thu 3/26
1 adult, Economy
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Cheap 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 February 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/17. 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 5/178:00 pm
YYZ
-
SWF
1 stop14h 55m
Multiple Airlines
Thu 5/2110:28 am
SWF
-
YYZ
1 stop10h 27m
Multiple Airlines
Deal found 2/17$402
This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Thu 3/268:20 pm
YYZ
-
SWF
1 stop12h 37m
Multiple Airlines
Sun 3/298:40 pm
SWF
-
YYZ
1 stop24h 41m
Multiple Airlines
Deal found 2/15$467
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Wed 3/48:20 pm
YYZ
-
SWF
1 stop14h 48m
Multiple Airlines
Mon 3/912:11 pm
SWF
-
YYZ
2 stops12h 18m
Multiple Airlines
Deal found 2/13$536
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 3/48:30 pm
YYZ
-
SWF
1 stop12h 49m
Multiple Airlines
Sun 3/810:09 am
SWF
-
YYZ
1 stop9h 44m
Multiple Airlines
Deal found 2/16$539
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 4/238:20 pm
YYZ
-
SWF
2 stops15h 11m
Multiple Airlines
Sun 4/2611:48 am
SWF
-
YYZ
1 stop11h 47m
Multiple Airlines
Deal found 2/13$599
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 4/86:00 pm
YYZ
-
SWF
2 stops16h 55m
Multiple Airlines
Sun 4/1211:45 am
SWF
-
YYZ
1 stop10h 30m
Multiple Airlines
Deal found 2/16$683
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Sat 3/218:30 pm
YYZ
-
SWF
1 stop13h 09m
Multiple Airlines
Thu 3/2610:29 am
SWF
-
YYZ
2 stops21h 31m
Multiple Airlines
Deal found 2/16$731
This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Wed 4/16:10 pm
YYZ
-
SWF
2 stops15h 29m
Multiple Airlines
Sun 4/510:29 am
SWF
-
YYZ
1 stop11h 46m
Multiple Airlines
Deal found 2/15$743
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sat 3/78:20 pm
YYZ
-
SWF
1 stop13h 48m
Multiple Airlines
Fri 3/1312:11 pm
SWF
-
YYZ
2 stops12h 03m
Multiple Airlines
Deal found 2/13$759
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 4/156:27 pm
YYZ
-
SWF
2 stops16h 41m
Multiple Airlines
Sun 4/2611:48 am
SWF
-
YYZ
1 stop11h 47m
Multiple Airlines
Deal found 2/14$772

Find 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 February 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$402
(Kiwi.com)

One-way from

$170
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$256
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. 8% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 17, 2026.
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

Sun 5/17

8:00 pm-10:55 am

1 stop14h 55m

New Windsor Stewart

Thu 5/21

10:28 am-8:55 pm

1 stop10h 27m

$402

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 3/26

8:20 pm-8:57 am

1 stop12h 37m

New Windsor Stewart

Sun 3/29

8:40 pm-9:21 pm

1 stop24h 41m

$467

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 3/4

8:20 pm-11:08 am

1 stop14h 48m

New Windsor Stewart

Mon 3/9

12:11 pm-12:29 am

2 stops12h 18m

$536

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 3/4

8:30 pm-9:19 am

1 stop12h 49m

New Windsor Stewart

Sun 3/8

10:09 am-7:53 pm

1 stop9h 44m

$539

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 4/23

8:20 pm-11:31 am

2 stops15h 11m

New Windsor Stewart

Sun 4/26

11:48 am-11:35 pm

1 stop11h 47m

$599

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 4/8

6:00 pm-10:55 am

2 stops16h 55m

New Windsor Stewart

Sun 4/12

11:45 am-10:15 pm

1 stop10h 30m

$683

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 3/21

8:30 pm-9:39 am

1 stop13h 09m

New Windsor Stewart

Thu 3/26

10:29 am-8:00 am

2 stops21h 31m

$731

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 4/1

6:10 pm-9:39 am

2 stops15h 29m

New Windsor Stewart

Sun 4/5

10:29 am-10:15 pm

1 stop11h 46m

$743

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 3/7

8:20 pm-10:08 am

1 stop13h 48m

New Windsor Stewart

Fri 3/13

12:11 pm-12:14 am

2 stops12h 03m

$759

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 4/15

6:27 pm-11:08 am

2 stops16h 41m

New Windsor Stewart

Sun 4/26

11:48 am-11:35 pm

1 stop11h 47m

$772

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/15

Showing 1-10 of 21 results
1
2
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  • Most accurate provider: When it comes to deals on Toronto Pearson Intl Airport-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Toronto Pearson Intl Airport-New Windsor flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 $192). 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 $192). 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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