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Stewart

$152+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SWF
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/298:20 pmYYZ - SWF
1 stop14h 43mMultiple Airlines
Thu 1/111:43 amSWF - YYZ
1 stop12h 28mMultiple Airlines
Deal found 12/15$1,070
This Mytrip deal was found by Cheapflights users on 12/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:45 amYUL - SWF
2 stops11h 21mMultiple Airlines
Mon 12/228:25 pmSWF - YUL
2 stops20h 30mMultiple Airlines
Deal found 12/16$1,205
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/278:20 pmYYZ - SWF
1 stop14h 43mMultiple Airlines
Thu 1/111:43 amSWF - YYZ
1 stop12h 28mMultiple Airlines
Deal found 12/17$1,210
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/228:20 pmYYZ - SWF
1 stop14h 43mMultiple Airlines
Thu 1/111:43 amSWF - YYZ
1 stop12h 28mMultiple Airlines
Deal found 12/16$1,220
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/288:20 pmYYZ - SWF
2 stops15h 24mMultiple Airlines
Thu 1/111:43 amSWF - YYZ
1 stop12h 28mMultiple Airlines
Deal found 12/17$1,254
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/203:55 pmYUL - SWF
2 stops19h 08mMultiple Airlines
Tue 12/2311:43 amSWF - YUL
1 stop12h 47mMultiple Airlines
Deal found 12/16$1,263
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Mon 12/228:20 pmYYZ - SWF
1 stop14h 43mMultiple Airlines
Thu 12/2511:43 amSWF - YYZ
1 stop12h 28mMultiple Airlines
Deal found 12/17$1,266
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Mon 12/227:00 amYOW - SWF
1 stop12h 35mMultiple Airlines
Mon 12/2911:37 amSWF - YOW
1 stop12h 48mMultiple Airlines
Deal found 12/17$1,270
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/208:20 pmYYZ - SWF
1 stop14h 43mMultiple Airlines
Thu 12/2511:43 amSWF - YYZ
1 stop12h 28mMultiple Airlines
Deal found 12/17$1,275
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Sun 12/218:00 pmYYZ - SWF
2 stops15h 44mMultiple Airlines
Thu 1/111:43 amSWF - YYZ
1 stop12h 28mMultiple Airlines
Deal found 12/16$1,285
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Fri 12/197:40 amYYZ - SWF
1 stop10h 26mMultiple Airlines
Mon 12/2911:37 amSWF - YYZ
1 stop10h 35mMultiple Airlines
Deal found 12/16$1,296

Find flight deals from Canada to Stewart

Keep the following information in mind while searching for Canada to Stewart flight deals. Data was last updated December 18, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$501
(Kiwi.com)

One-way from

$152
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$271
Provider with most accurate pricing for Toronto (YTO)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Toronto (YTO)-New York (NYC) flights.
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From Canada to New Windsor Stewart
Search Deals
One-way flight from Canada to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 18, 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

MontrealNew Windsor

YUL - SWF

YULSWF

Montreal Pierre Elliott Trudeau Intl

Sun 2/1

8:00 am-10:19 am

1 stop26h 19m

New Windsor Stewart

Sun 2/8

11:48 am-12:38 am

2 stops36h 50m

$336

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 1/25

6:14 pm-10:19 am

2 stops16h 05m

New Windsor Stewart

Mon 2/2

11:09 am-10:15 pm

1 stop11h 06m

$501

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 1/4

8:20 pm-11:44 am

2 stops15h 24m

New Windsor Stewart

Thu 1/8

12:13 pm-12:11 am

1 stop11h 58m

$604

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 1/18

8:00 pm-11:31 am

2 stops15h 31m

New Windsor Stewart

Thu 1/22

12:13 pm-12:11 am

1 stop11h 58m

$631

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 1/1

8:20 pm-11:44 am

2 stops15h 24m

New Windsor Stewart

Thu 1/8

12:13 pm-12:11 am

1 stop11h 58m

$699

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 2/12

8:20 pm-11:31 am

2 stops15h 11m

New Windsor Stewart

Thu 2/19

11:48 am-12:14 am

1 stop12h 26m

$749

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 12/29

8:20 pm-11:03 am

1 stop14h 43m

New Windsor Stewart

Thu 1/1

11:43 am-12:11 am

1 stop12h 28m

$1,070

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 12/27

8:20 pm-11:03 am

1 stop14h 43m

New Windsor Stewart

Thu 1/1

11:43 am-12:11 am

1 stop12h 28m

$1,210

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 1/11

3:40 pm-10:19 am

1 stop18h 39m

$152

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 2/5

7:40 am-10:19 am

1 stop26h 39m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 38 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, September is the cheapest month in which you can book a flight from Canada to New Windsor (average of $67). Flying from Canada to New Windsor in December is currently the most expensive (average of $169). 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, September is the cheapest month in which you can book a flight from Canada to New Windsor (average of $67). Flying from Canada to New Windsor in December is currently the most expensive (average of $169). 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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