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Cheap flights from Toronto Pearson Intl Airport to New Windsor from C$ 223

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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SWF
7 Feb — 14 Feb1
1 adult
1 adult, Economy, 0 bags

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 8 January 2026.

Round-trip from

C$ 749

One-way from

C$ 223

Popular in

December

Cheapest in

May

Average price

C$ 307
1/2-5/2
  • 1/2-5/2
  • 3 total stops
  • 27h 57m total
  • Toronto to New Windsor
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8/2
  • 8/2
  • 1 total stop
  • 22h 43m total
  • Toronto to New Windsor
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Highest demand for flights based on searches. 9% potential increase in price (C$ 44 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 8 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Pearson Intl to Stewart

Enter your travel dates to find the best prices.

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 8 January 2026.

Sun 1/28:00 p.m.YYZ - SWF
2 stops15h 31mMultiple Airlines
Thu 5/211:48 a.m.SWF - YYZ
1 stop12h 26mMultiple Airlines
Deal found 7/1C$ 749
Thu 5/26:14 p.m.YYZ - SWF
2 stops16h 05mMultiple Airlines
Mon 9/211:09 a.m.SWF - YYZ
1 stop11h 06mMultiple Airlines
Deal found 6/1C$ 894
Thu 19/28:20 p.m.YYZ - SWF
2 stops15h 11mMultiple Airlines
Thu 26/211:48 a.m.SWF - YYZ
1 stop12h 26mMultiple Airlines
Deal found 8/1C$ 959
Thu 5/28:20 p.m.YYZ - SWF
2 stops15h 11mMultiple Airlines
Thu 12/211:48 a.m.SWF - YYZ
1 stop12h 26mMultiple Airlines
Deal found 8/1C$ 1,035
Thu 29/16:14 p.m.YYZ - SWF
2 stops16h 05mMultiple Airlines
Mon 2/211:09 a.m.SWF - YYZ
1 stop11h 06mMultiple Airlines
Deal found 6/1C$ 1,073
Thu 15/16:14 p.m.YYZ - SWF
2 stops16h 05mMultiple Airlines
Mon 19/111:09 a.m.SWF - YYZ
1 stop11h 03mMultiple Airlines
Deal found 5/1C$ 1,107
Wed 11/28:30 p.m.YYZ - SWF
1 stop14h 22mMultiple Airlines
Sun 15/211:42 a.m.SWF - YYZ
1 stop8h 11mMultiple Airlines
Deal found 7/1C$ 1,295

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 629,999 searches. Data last updated 8 January 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 1/2

8:00 p.m.-11:31 a.m.

2 stops15h 31m

New Windsor Stewart

Thu 5/2

11:48 a.m.-12:14 a.m.

1 stop12h 26m

C$ 749

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 5/2

6:14 p.m.-10:19 a.m.

2 stops16h 05m

New Windsor Stewart

Mon 9/2

11:09 a.m.-10:15 p.m.

1 stop11h 06m

C$ 894

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 19/2

8:20 p.m.-11:31 a.m.

2 stops15h 11m

New Windsor Stewart

Thu 26/2

11:48 a.m.-12:14 a.m.

1 stop12h 26m

C$ 959

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 5/2

8:20 p.m.-11:31 a.m.

2 stops15h 11m

New Windsor Stewart

Thu 12/2

11:48 a.m.-12:14 a.m.

1 stop12h 26m

C$ 1,035

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 29/1

6:14 p.m.-10:19 a.m.

2 stops16h 05m

New Windsor Stewart

Mon 2/2

11:09 a.m.-10:15 p.m.

1 stop11h 06m

C$ 1,073

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 11/2

8:30 p.m.-10:52 a.m.

1 stop14h 22m

New Windsor Stewart

Sun 15/2

11:42 a.m.-7:53 p.m.

1 stop8h 11m

C$ 1,295

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Fri 6/2

7:15 a.m.-6:43 p.m.

1 stop11h 28m

C$ 225

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 4/3

11:15 a.m.-9:19 a.m.

1 stop22h 04m

C$ 239

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 2/2

7:10 a.m.-6:43 p.m.

1 stop11h 33m

C$ 242

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 21/1

7:15 a.m.-11:33 a.m.

2 stops28h 18m

C$ 245

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/1

Showing 1-10 of 16 results
1
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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, May is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to New Windsor (average of C$ 119). Flying from Toronto Pearson Intl Airport to New Windsor in December is currently the most expensive (average of C$ 265). 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) is the airport you will fly into if you book a flight from Toronto Pearson Intl to New Windsor. You should not have trouble finding flights to Stewart from Toronto Pearson Intl; the airport handles an average of 0 inbound flights from Toronto Pearson Intl per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the New Windsor airport from Toronto Pearson Intl. It is only a 7.0 km journey from Stewart (SWF) to New Windsor’s city centre.

  • 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 C$ 119). Flying from Toronto Pearson Intl Airport to New Windsor in December is currently the most expensive (average of C$ 265). 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

Travelling 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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How does Cheapflights help users find flights from Pearson Intl to Stewart?

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Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to Stewart?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Pearson Intl to Stewart.

Can Cheapflights find flights from Pearson Intl to Stewart with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Pearson Intl to Stewart, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Pearson Intl to Stewart become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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