Which airlines fly to New Windsor?

Air Canada, Porter Airlines, United Airlines and American Airlines are the most popular airlines that fly from Canada to New Windsor on a routine basis, according to our data. You should be able to find flights to New Windsor with these airlines and other airlines flying from Canada.

C$ 220 Cheap Flights to New Windsor in 2025/26

1 adult

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Find the cheapest flights from Canada to New Windsor

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One-way

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Cheap round-trip flights

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8:55 a.m. - 11:37 a.m.YYC-SWF

24h 42m2 stops

12:27 p.m. - 11:44 a.m.SWF-YYC

25h 17m2 stops

C$ 468Multiple Airlines

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Thu, 11 Dec - Mon, 15 Dec

12:20 p.m. - 11:37 a.m.YYC-SWF

21h 17m2 stops

12:27 p.m. - 11:44 a.m.SWF-YYC

25h 17m2 stops

C$ 513Multiple Airlines

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Thu, 4 Dec - Mon, 8 Dec

7:10 a.m. - 6:40 p.m.YYZ-SWF

11h 30m1 stop

8:25 p.m. - 2:20 p.m.SWF-YYZ

17h 55m2 stops

C$ 614Multiple Airlines

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Mon, 15 Dec - Mon, 22 Dec

7:15 a.m. - 6:40 p.m.YYZ-SWF

11h 25m1 stop

7:10 p.m. - 2:20 p.m.SWF-YYZ

19h 10m1 stop

C$ 635Multiple Airlines

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Mon, 15 Dec - Mon, 22 Dec

3:55 p.m. - 11:33 a.m.YUL-SWF

19h 38m2 stops

12:13 p.m. - 12:30 a.m.SWF-YUL

12h 17m1 stop

C$ 640Multiple Airlines

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Sat, 24 Jan - Sun, 1 Feb

7:10 a.m. - 6:40 p.m.YYZ-SWF

11h 30m1 stop

8:25 p.m. - 8:13 p.m.SWF-YYZ

23h 48m3 stops

C$ 718Multiple Airlines

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Mon, 15 Dec - Mon, 22 Dec

7:10 a.m. - 11:03 a.m.YYZ-SWF

27h 53m1 stop

12:24 p.m. - 11:46 a.m.SWF-YYZ

23h 22m2 stops

C$ 767Multiple Airlines

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Mon, 29 Dec - Mon, 5 Jan

4:15 p.m. - 10:22 a.m.YOW-SWF

18h 07m1 stop

12:17 p.m. - 5:25 p.m.SWF-YOW

29h 08m1 stop

C$ 801Multiple Airlines

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Thu, 20 Nov - Wed, 26 Nov

11:15 a.m. - 7:35 p.m.YYZ-SWF

8h 20m1 stop

11:37 a.m. - 10:12 p.m.SWF-YYZ

10h 35m1 stop

C$ 802Multiple Airlines

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Mon, 22 Dec - Mon, 5 Jan

7:10 a.m. - 11:03 a.m.YYZ-SWF

27h 53m1 stop

11:37 a.m. - 10:12 p.m.SWF-YYZ

10h 35m1 stop

C$ 827Multiple Airlines

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Mon, 29 Dec - Mon, 5 Jan

Fly from

Route

Depart

Return

Price

CalgaryNew Windsor

YYC - SWF

YYCSWF

Calgary

Thu 11/12

8:55 a.m.-11:37 a.m.

2 stops24h 42m

New Windsor Stewart

Mon 15/12

12:27 p.m.-11:44 a.m.

2 stops25h 17m

C$ 468

CalgaryNew Windsor

YYC - SWF

YYCSWF

Calgary

Thu 4/12

12:20 p.m.-11:37 a.m.

2 stops21h 17m

New Windsor Stewart

Mon 8/12

12:27 p.m.-11:44 a.m.

2 stops25h 17m

C$ 513

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 15/12

7:10 a.m.-6:40 p.m.

1 stop11h 30m

New Windsor Stewart

Mon 22/12

8:25 p.m.-2:20 p.m.

2 stops17h 55m

C$ 614

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 15/12

7:15 a.m.-6:40 p.m.

1 stop11h 25m

New Windsor Stewart

Mon 22/12

7:10 p.m.-2:20 p.m.

1 stop19h 10m

C$ 635

MontrealNew Windsor

YUL - SWF

YULSWF

Montreal Pierre Elliott Trudeau Intl

Sat 24/1

3:55 p.m.-11:33 a.m.

2 stops19h 38m

New Windsor Stewart

Sun 1/2

12:13 p.m.-12:30 a.m.

1 stop12h 17m

C$ 640

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 15/12

7:10 a.m.-6:40 p.m.

1 stop11h 30m

New Windsor Stewart

Mon 22/12

8:25 p.m.-8:13 p.m.

3 stops23h 48m

C$ 718

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 29/12

7:10 a.m.-11:03 a.m.

1 stop27h 53m

New Windsor Stewart

Mon 5/1

12:24 p.m.-11:46 a.m.

2 stops23h 22m

C$ 767

OttawaNew Windsor

YOW - SWF

YOWSWF

Ottawa

Thu 20/11

4:15 p.m.-10:22 a.m.

1 stop18h 07m

New Windsor Stewart

Wed 26/11

12:17 p.m.-5:25 p.m.

1 stop29h 08m

C$ 801

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 22/12

11:15 a.m.-7:35 p.m.

1 stop8h 20m

New Windsor Stewart

Mon 5/1

11:37 a.m.-10:12 p.m.

1 stop10h 35m

C$ 802

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 29/12

7:10 a.m.-11:03 a.m.

1 stop27h 53m

New Windsor Stewart

Mon 5/1

11:37 a.m.-10:12 p.m.

1 stop10h 35m

C$ 827

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

New Windsor flights insights and trends

Explore insights for your New Windsor flight to craft the best travel plan

How long does it take to fly to New Windsor?

The flight from Canada to New Windsor depends on which airports you’re departing from and arriving to, and whether or not you have a layover. If you fly from Toronto Pearson Intl (a popular airport in Canada) to New York John F Kennedy Intl (the most popular airport in New Windsor), then the flight time is 1h 39m on average. If you fly from Vancouver Intl (another popular airport in Canada) to New York John F Kennedy Intl, then the average flight time is 5h 08m.

Cheapest flights to New Windsor Stewart

Find the cheapest flights to New Windsor Stewart from your nearest city or airport

Find Flights from Toronto Pearson Intl Airport to New York John F Kennedy Intl Airport

Cheap New Windsor flight deals and tips

Summary info about New Windsor flight prices, duration and airlines

Best One-Way Price	C$ 220
Best Round-Trip Price	C$ 468
Fastest flight time	11h 25m

The best one-way flight price to New Windsor from Canada in the last 72 hours is C$ 220 (Toronto Pearson Intl to New Windsor Stewart).

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The best round-trip flight price to New Windsor from Canada in the last 72 hours is C$ 468 (Calgary to New Windsor Stewart).

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The fastest flight to New Windsor from Canada takes 11h 25m (Toronto Pearson Intl to New Windsor Stewart).

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Frequently asked questions about flying to New Windsor

Is there an alternative airport near New Windsor?

Finding an alternative and possibly cheaper destination airport near New Windsor is possible. If you are planning a flight to New Windsor, consider booking flights to New Windsor Stewart Airport (7 km from New Windsor city centre), White Plains Westchester County Airport (53 km from New Windsor city centre), New York LaGuardia Airport (79 km from New Windsor city centre) or Newark Airport (88 km from New Windsor city centre).

Is there a cheaper alternative to flying into New Windsor?

Prices vary based on where travellers are departing from, but on average, the cheapest airport to fly to in New Windsor is New York LaGuardia Airport where the average price is C$ 520. Users typically find the best prices when using momondo’s Airport-to-Airport Pricing Tool.

What is the absolute cheapest flight to New Windsor?

In the past two weeks, users have booked deals to New Windsor for C$ 131/person, which is 83% cheaper than the average flight to New Windsor. To find the cheapest price to New Windsor from your area, use momondo’s Airport-to-Airport Pricing Tool.

When did momondo last update prices for flights to New Windsor Stewart Airport?

Prices for flights to New Windsor Stewart Airport were last updated today.

How old do you have to be to fly to New Windsor Stewart Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to New Windsor Stewart Airport.

What documentation or ID do you need to fly to New Windsor Stewart Airport?

The travel and health documents you'll need for your trip to New Windsor Stewart Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at New Windsor Stewart Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Kingston

Newburgh

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