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Stewart

$148+ Cheap flights from Canada 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SWF
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Canada to Stewart

Keep the following information in mind while searching for Canada to Stewart flight deals. Data was last updated September 15, 2025.

Round-trip from

$600
(Kiwi.com)

One-way from

$148
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$234
From Canada to New Windsor Stewart
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One-way flight from Canada 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 September 2025
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Find flight deals from Canada to Stewart

Cheapest flights from Canada to Stewart
Explore the most affordable flight options available from Canada to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sat 10/116:00 pmYYZ - SWF
2 stops17h 03mMultiple Airlines
Thu 10/1611:43 amSWF - YYZ
1 stop10h 57mMultiple Airlines
Deal found 9/14$600
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/288:00 pmYYZ - SWF
2 stops15h 44mMultiple Airlines
Thu 10/211:43 amSWF - YYZ
1 stop10h 57mMultiple Airlines
Deal found 9/15$617
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sat 9/276:07 pmYYZ - SWF
2 stops16h 56mMultiple Airlines
Thu 10/211:43 amSWF - YYZ
1 stop10h 57mMultiple Airlines
Deal found 9/14$638
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/3012:20 pmYYC - SWF
2 stops20h 21mMultiple Airlines
Thu 11/611:43 amSWF - YYC
1 stop11h 36mMultiple Airlines
Deal found 9/15$664
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 12/273:55 pmYUL - SWF
2 stops19h 08mMultiple Airlines
Tue 12/3011:43 amSWF - YUL
1 stop12h 47mMultiple Airlines
Deal found 9/13$945
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 12/273:55 pmYUL - SWF
2 stops19h 08mMultiple Airlines
Thu 1/111:43 amSWF - YUL
1 stop12h 47mMultiple Airlines
Deal found 9/12$952
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sun 11/94:20 pmYYC - SWF
2 stops17h 24mMultiple Airlines
Thu 11/1311:43 amSWF - YYC
1 stop11h 36mMultiple Airlines
Deal found 9/14$987

Cheapflights Fare Finder

 
Customize your flight search to find flights from Canada 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 September 15, 2025.
Use the filters below to find and compare flights from Canada to New Windsor that are best for you.

Fly from

Canada

Fly to

Stewart

Route

Depart

Return

Price

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 10/11

6:00 pm-11:03 am

2 stops17h 03m

New Windsor Stewart

Thu 10/16

11:43 am-10:40 pm

1 stop10h 57m

$600

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 9/28

8:00 pm-11:44 am

2 stops15h 44m

New Windsor Stewart

Thu 10/2

11:43 am-10:40 pm

1 stop10h 57m

$617

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 9/27

6:07 pm-11:03 am

2 stops16h 56m

New Windsor Stewart

Thu 10/2

11:43 am-10:40 pm

1 stop10h 57m

$638

CalgaryNew Windsor

YYC - SWF

YYCSWF

Calgary

Thu 10/30

12:20 pm-10:41 am

2 stops20h 21m

New Windsor Stewart

Thu 11/6

11:43 am-9:19 pm

1 stop11h 36m

$664

CalgaryNew Windsor

YYC - SWF

YYCSWF

Calgary

Sun 11/9

4:20 pm-11:44 am

2 stops17h 24m

New Windsor Stewart

Thu 11/13

11:43 am-9:19 pm

1 stop11h 36m

$987

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 10/2

6:30 am-11:21 am

1 stop28h 51m

$148

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 10/5

6:30 am-10:11 am

1 stop27h 41m

$149

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 12/14

11:15 am-11:37 am

1 stop24h 22m

$162

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 10/23

9:35 am-10:41 am

1 stop25h 06m

$166

MontrealNew Windsor

YUL - SWF

YULSWF

Montreal Pierre Elliott Trudeau Intl

Sun 10/26

11:25 am-2:11 pm

3 stops26h 46m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 35 results
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Best time to book a flight from Canada to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Canada 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 Canada to New Windsor

What is the cheapest month to book a flight from Canada to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Canada to New Windsor (average of $109). Flying from Canada 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 Canada 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 Canada?

    Most people fly into New Windsor Stewart (SWF) if they book a flight to New Windsor from Canada. Stewart is conveniently located just 4.3 mi from New Windsor’s city center.

  • What are the most popular routes from Canada to New Windsor?

    When deciding which route to take from Canada to New Windsor consider Toronto Pearson Intl - New Windsor Stewart, Montreal Pierre Elliott Trudeau Intl - New Windsor Stewart or Victoria Intl - New Windsor Stewart as they are the most popular.

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

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

  • How can I find direct flights from Canada to Stewart?

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

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

    Yes. Cheapflights offers flight deals from Canada 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 Canada to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Canada to New Windsor (average of $109). Flying from Canada 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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