Which airlines fly to New Windsor?

Air Canada, Porter Airlines, United Airlines and Flair 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$ 204 Cheap Flights to New Windsor in 2025/26

1 adult

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Find the cheapest flights from Canada to New Windsor

Round-trip

One-way

Cheap round-trip flights

5:15 p.m. - 11:03 a.m.YYZ-SWF

17h 48m1 stop

11:09 a.m. - 10:15 p.m.SWF-YYZ

11h 06m1 stop

C$ 576Multiple Airlines

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Wed, 31 Dec - Mon, 2 Feb

6:07 p.m. - 11:21 a.m.YYZ-SWF

17h 14m2 stops

11:01 a.m. - 8:55 p.m.SWF-YYZ

9h 54m1 stop

C$ 700Multiple Airlines

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Thu, 2 Oct - Mon, 6 Oct

6:00 p.m. - 11:03 a.m.YYZ-SWF

17h 03m2 stops

11:43 a.m. - 10:40 p.m.SWF-YYZ

10h 57m1 stop

C$ 829Multiple Airlines

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Sat, 11 Oct - Thu, 16 Oct

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

15h 44m2 stops

11:43 a.m. - 10:40 p.m.SWF-YYZ

10h 57m1 stop

C$ 852Multiple Airlines

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Sun, 28 Sep - Thu, 2 Oct

6:07 p.m. - 11:03 a.m.YYZ-SWF

16h 56m2 stops

11:43 a.m. - 10:40 p.m.SWF-YYZ

10h 57m1 stop

C$ 881Multiple Airlines

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Sat, 27 Sep - Thu, 2 Oct

12:20 p.m. - 10:41 a.m.YYC-SWF

20h 21m2 stops

11:43 a.m. - 9:19 p.m.SWF-YYC

11h 36m1 stop

C$ 917Multiple Airlines

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Thu, 30 Oct - Thu, 6 Nov

12:15 a.m. - 10:41 a.m.YYC-SWF

32h 26m2 stops

11:43 a.m. - 9:19 p.m.SWF-YYC

11h 36m1 stop

C$ 923Multiple Airlines

Find Deal

Wed, 29 Oct - Thu, 6 Nov

6:07 p.m. - 11:03 a.m.YYZ-SWF

16h 56m2 stops

11:43 a.m. - 10:40 p.m.SWF-YYZ

10h 57m1 stop

C$ 928Multiple Airlines

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Sat, 27 Sep - Thu, 2 Oct

4:20 p.m. - 11:44 a.m.YYC-SWF

17h 24m2 stops

11:43 a.m. - 9:19 p.m.SWF-YYC

11h 36m1 stop

C$ 1,364Multiple Airlines

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Sun, 9 Nov - Thu, 13 Nov

6:30 a.m. - 6:06 p.m.YQB-SWF

11h 36m1 stop

8:25 p.m. - 3:20 p.m.SWF-YQB

18h 55m1 stop

C$ 1,439Multiple Airlines

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Fri, 19 Dec - Mon, 22 Dec

Fly from

Route

Depart

Return

Price

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Wed 31/12

5:15 p.m.-11:03 a.m.

1 stop17h 48m

New Windsor Stewart

Mon 2/2

11:09 a.m.-10:15 p.m.

1 stop11h 06m

C$ 576

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 2/10

6:07 p.m.-11:21 a.m.

2 stops17h 14m

New Windsor Stewart

Mon 6/10

11:01 a.m.-8:55 p.m.

1 stop9h 54m

C$ 700

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 11/10

6:00 p.m.-11:03 a.m.

2 stops17h 03m

New Windsor Stewart

Thu 16/10

11:43 a.m.-10:40 p.m.

1 stop10h 57m

C$ 829

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 28/9

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

2 stops15h 44m

New Windsor Stewart

Thu 2/10

11:43 a.m.-10:40 p.m.

1 stop10h 57m

C$ 852

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 27/9

6:07 p.m.-11:03 a.m.

2 stops16h 56m

New Windsor Stewart

Thu 2/10

11:43 a.m.-10:40 p.m.

1 stop10h 57m

C$ 881

CalgaryNew Windsor

YYC - SWF

YYCSWF

Calgary

Thu 30/10

12:20 p.m.-10:41 a.m.

2 stops20h 21m

New Windsor Stewart

Thu 6/11

11:43 a.m.-9:19 p.m.

1 stop11h 36m

C$ 917

CalgaryNew Windsor

YYC - SWF

YYCSWF

Calgary

Wed 29/10

12:15 a.m.-10:41 a.m.

2 stops32h 26m

New Windsor Stewart

Thu 6/11

11:43 a.m.-9:19 p.m.

1 stop11h 36m

C$ 923

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 27/9

6:07 p.m.-11:03 a.m.

2 stops16h 56m

New Windsor Stewart

Thu 2/10

11:43 a.m.-10:40 p.m.

1 stop10h 57m

C$ 928

CalgaryNew Windsor

YYC - SWF

YYCSWF

Calgary

Sun 9/11

4:20 p.m.-11:44 a.m.

2 stops17h 24m

New Windsor Stewart

Thu 13/11

11:43 a.m.-9:19 p.m.

1 stop11h 36m

C$ 1,364

Québec CityNew Windsor

YQB - SWF

YQBSWF

Québec City

Fri 19/12

6:30 a.m.-6:06 p.m.

1 stop11h 36m

New Windsor Stewart

Mon 22/12

8:25 p.m.-3:20 p.m.

1 stop18h 55m

C$ 1,439

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 43m 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$ 204
Best Round-Trip Price	C$ 576
Fastest flight time	13h 49m

The best one-way flight price to New Windsor from Canada in the last 72 hours is C$ 204 (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$ 576 (Toronto Pearson Intl to New Windsor Stewart).

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The fastest flight to New Windsor from Canada takes 13h 49m (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$ 531. 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$ 79/person, which is 90% 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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