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$ 206 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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8:30 p.m. - 10:19 a.m.YYZ-SWF

13h 49m1 stop

11:09 a.m. - 11:20 p.m.SWF-YYZ

12h 11m1 stop

C$ 396Multiple Airlines

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Sun, 11 Jan - Mon, 9 Feb

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

11h 33m1 stop

11:09 a.m. - 11:20 p.m.SWF-YYZ

12h 11m1 stop

C$ 399Multiple Airlines

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Mon, 12 Jan - Mon, 19 Jan

8:30 p.m. - 10:19 a.m.YYZ-SWF

13h 49m1 stop

11:09 a.m. - 11:20 p.m.SWF-YYZ

12h 11m1 stop

C$ 431Multiple Airlines

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Sun, 11 Jan - Mon, 19 Jan

8:45 a.m. - 8:55 a.m.YHZ-SWF

25h 10m1 stop

8:25 p.m. - 4:15 p.m.SWF-YHZ

18h 50m1 stop

C$ 693Multiple Airlines

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Fri, 19 Dec - Mon, 22 Dec

7:30 p.m. - 11:03 a.m.YUL-SWF

39h 33m2 stops

12:27 p.m. - 3:10 p.m.SWF-YUL

26h 43m1 stop

C$ 792Multiple Airlines

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Fri, 5 Dec - Fri, 12 Dec

8:15 p.m. - 11:03 a.m.YYZ-SWF

14h 48m1 stop

11:43 a.m. - 12:11 a.m.SWF-YYZ

12h 28m1 stop

C$ 817Multiple Airlines

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Sat, 15 Nov - Thu, 20 Nov

8:00 p.m. - 11:44 a.m.YYZ-SWF

15h 44m2 stops

11:43 a.m. - 12:11 a.m.SWF-YYZ

12h 28m1 stop

C$ 1,044Multiple Airlines

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Sun, 9 Nov - Thu, 13 Nov

8:00 p.m. - 12:02 p.m.YYZ-SWF

16h 02m1 stop

11:57 a.m. - 11:20 p.m.SWF-YYZ

11h 23m1 stop

C$ 1,096Multiple Airlines

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Sun, 28 Dec - Fri, 2 Jan

8:00 p.m. - 11:44 a.m.YYZ-SWF

15h 44m2 stops

11:43 a.m. - 12:11 a.m.SWF-YYZ

12h 28m1 stop

C$ 1,262Multiple Airlines

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Sun, 2 Nov - Thu, 6 Nov

6:10 p.m. - 10:11 a.m.YYZ-SWF

16h 01m2 stops

12:01 p.m. - 10:12 p.m.SWF-YYZ

10h 11m1 stop

C$ 1,294Multiple Airlines

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Thu, 13 Nov - Mon, 17 Nov

Fly from

Route

Depart

Return

Price

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 11/1

8:30 p.m.-10:19 a.m.

1 stop13h 49m

New Windsor Stewart

Mon 9/2

11:09 a.m.-11:20 p.m.

1 stop12h 11m

C$ 396

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 12/1

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

1 stop11h 33m

New Windsor Stewart

Mon 19/1

11:09 a.m.-11:20 p.m.

1 stop12h 11m

C$ 399

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 11/1

8:30 p.m.-10:19 a.m.

1 stop13h 49m

New Windsor Stewart

Mon 19/1

11:09 a.m.-11:20 p.m.

1 stop12h 11m

C$ 431

HalifaxNew Windsor

YHZ - SWF

YHZSWF

Halifax Intl

Fri 19/12

8:45 a.m.-8:55 a.m.

1 stop25h 10m

New Windsor Stewart

Mon 22/12

8:25 p.m.-4:15 p.m.

1 stop18h 50m

C$ 693

MontrealNew Windsor

YUL - SWF

YULSWF

Montreal Pierre Elliott Trudeau Intl

Fri 5/12

7:30 p.m.-11:03 a.m.

2 stops39h 33m

New Windsor Stewart

Fri 12/12

12:27 p.m.-3:10 p.m.

1 stop26h 43m

C$ 792

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 15/11

8:15 p.m.-11:03 a.m.

1 stop14h 48m

New Windsor Stewart

Thu 20/11

11:43 a.m.-12:11 a.m.

1 stop12h 28m

C$ 817

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 9/11

8:00 p.m.-11:44 a.m.

2 stops15h 44m

New Windsor Stewart

Thu 13/11

11:43 a.m.-12:11 a.m.

1 stop12h 28m

C$ 1,044

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 28/12

8:00 p.m.-12:02 p.m.

1 stop16h 02m

New Windsor Stewart

Fri 2/1

11:57 a.m.-11:20 p.m.

1 stop11h 23m

C$ 1,096

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 2/11

8:00 p.m.-11:44 a.m.

2 stops15h 44m

New Windsor Stewart

Thu 6/11

11:43 a.m.-12:11 a.m.

1 stop12h 28m

C$ 1,262

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 13/11

6:10 p.m.-10:11 a.m.

2 stops16h 01m

New Windsor Stewart

Mon 17/11

12:01 p.m.-10:12 p.m.

1 stop10h 11m

C$ 1,294

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$ 206
Best Round-Trip Price	C$ 396
Fastest flight time	15h 07m

The best one-way flight price to New Windsor from Canada in the last 72 hours is C$ 206 (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$ 396 (Toronto Pearson Intl to New Windsor Stewart).

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The fastest flight to New Windsor from Canada takes 15h 07m (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$ 564. 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$ 133/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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