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Cheap flights from Toronto Pearson Intl Airport to New Windsor from C$ 281

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 20/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SWF
19 Jun — 26 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap 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 20 May 2026.

Tue 14/76:30 a.m.
YYZ
-
SWF
2 stops28h 55m
Multiple Airlines
Tue 21/711:48 a.m.
SWF
-
YYZ
1 stop8h 17m
Multiple Airlines
Deal found 18/5C$ 785
Thu 18/61:30 p.m.
YYZ
-
SWF
2 stops22h 07m
Multiple Airlines
Sun 21/69:38 a.m.
SWF
-
YYZ
1 stop10h 27m
Multiple Airlines
Deal found 19/5C$ 916
Mon 27/75:45 p.m.
YYZ
-
SWF
2 stops17h 23m
Multiple Airlines
Sun 2/89:38 a.m.
SWF
-
YYZ
1 stop13h 57m
Multiple Airlines
Deal found 15/5C$ 1,059
Wed 3/66:30 p.m.
YYZ
-
SWF
2 stops14h 28m
Multiple Airlines
Sun 7/69:38 a.m.
SWF
-
YYZ
1 stop10h 27m
Multiple Airlines
Deal found 16/5C$ 1,212
Fri 5/67:45 a.m.
YYZ
-
SWF
2 stops27h 40m
Multiple Airlines
Sun 7/69:38 a.m.
SWF
-
YYZ
1 stop10h 27m
Multiple Airlines
Deal found 15/5C$ 1,267
Sat 27/66:34 p.m.
YYZ
-
SWF
2 stops14h 24m
Multiple Airlines
Tue 30/611:48 a.m.
SWF
-
YYZ
1 stop8h 17m
Multiple Airlines
Deal found 19/5C$ 1,276
Mon 21/128:15 p.m.
YYZ
-
SWF
1 stop12h 41m
Multiple Airlines
Thu 31/129:36 a.m.
SWF
-
YYZ
1 stop8h 17m
Multiple Airlines
Deal found 17/5C$ 1,317
Mon 22/66:34 p.m.
YYZ
-
SWF
2 stops16h 34m
Multiple Airlines
Sun 28/69:38 a.m.
SWF
-
YYZ
1 stop13h 57m
Multiple Airlines
Deal found 16/5C$ 1,320
Wed 8/76:34 p.m.
YYZ
-
SWF
2 stops14h 24m
Multiple Airlines
Sun 12/79:38 a.m.
SWF
-
YYZ
1 stop10h 27m
Multiple Airlines
Deal found 16/5C$ 1,352
Wed 24/66:34 p.m.
YYZ
-
SWF
2 stops14h 24m
Multiple Airlines
Tue 30/611:48 a.m.
SWF
-
YYZ
1 stop8h 17m
Multiple Airlines
Deal found 17/5C$ 1,455

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 20 May 2026.

Round-trip from

C$ 785

One-way from

C$ 281

Popular in

May

Cheapest in

July

Average price

C$ 359
14/7-21/7
  • 14/7-21/7
  • 3 total stops
  • 37h 12m total
  • Toronto to New Windsor
Search Deals
20/6
  • 20/6
  • 1 total stop
  • 27h 08m total
  • Toronto to New Windsor
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (C$ 4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease (C$ 5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 629,999 searches. Data last updated 20 May 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Tue 14/7

6:30 a.m.-11:25 a.m.

2 stops28h 55m

New Windsor Stewart

Tue 21/7

11:48 a.m.-8:05 p.m.

1 stop8h 17m

C$ 785

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 18/6

1:30 p.m.-11:37 a.m.

2 stops22h 07m

New Windsor Stewart

Sun 21/6

9:38 a.m.-8:05 p.m.

1 stop10h 27m

C$ 916

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 27/7

5:45 p.m.-11:08 a.m.

2 stops17h 23m

New Windsor Stewart

Sun 2/8

9:38 a.m.-11:35 p.m.

1 stop13h 57m

C$ 1,059

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 3/6

6:30 p.m.-8:58 a.m.

2 stops14h 28m

New Windsor Stewart

Sun 7/6

9:38 a.m.-8:05 p.m.

1 stop10h 27m

C$ 1,218

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Fri 5/6

7:45 a.m.-11:25 a.m.

2 stops27h 40m

New Windsor Stewart

Sun 7/6

9:38 a.m.-8:05 p.m.

1 stop10h 27m

C$ 1,267

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 22/6

6:34 p.m.-11:08 a.m.

2 stops16h 34m

New Windsor Stewart

Sun 28/6

9:38 a.m.-11:35 p.m.

1 stop13h 57m

C$ 1,320

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 8/7

6:34 p.m.-8:58 a.m.

2 stops14h 24m

New Windsor Stewart

Sun 12/7

9:38 a.m.-8:05 p.m.

1 stop10h 27m

C$ 1,352
Quickest round-trip

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 24/6

6:34 p.m.-8:58 a.m.

2 stops14h 24m

New Windsor Stewart

Tue 30/6

11:48 a.m.-8:05 p.m.

1 stop8h 17m

C$ 1,455

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 27/6

6:34 p.m.-8:58 a.m.

2 stops14h 24m

New Windsor Stewart

Tue 30/6

11:48 a.m.-8:05 p.m.

1 stop8h 17m

C$ 1,507
Cheapest one-way
Quickest one-way

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 3/6

9:50 a.m.-8:58 a.m.

1 stop23h 08m

C$ 338

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/5

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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.

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.

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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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?

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