Which airlines fly to New Windsor?

Air Canada, Porter Airlines, United Airlines and WestJet 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$ 209 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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6:14 p.m. - 10:19 a.m.

YYZ

SWF

16h 05m2 stops

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

SWF

YYZ

11h 06m1 stop

C$ 689Multiple Airlines

Sun, 25 Jan - Mon, 2 Feb

8:20 p.m. - 11:44 a.m.

YYZ

SWF

15h 24m2 stops

12:13 p.m. - 12:11 a.m.

SWF

YYZ

11h 58m1 stop

C$ 831Multiple Airlines

Sun, 4 Jan - Thu, 8 Jan

8:20 p.m. - 11:44 a.m.

YYZ

SWF

15h 24m2 stops

12:13 p.m. - 12:11 a.m.

SWF

YYZ

11h 58m1 stop

C$ 857Multiple Airlines

Sun, 4 Jan - Thu, 8 Jan

8:00 p.m. - 11:31 a.m.

YYZ

SWF

15h 31m2 stops

12:13 p.m. - 12:11 a.m.

SWF

YYZ

11h 58m1 stop

C$ 868Multiple Airlines

Sun, 18 Jan - Thu, 22 Jan

6:00 p.m. - 10:19 a.m.

YYZ

SWF

16h 19m2 stops

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

SWF

YYZ

11h 06m1 stop

C$ 901Multiple Airlines

Sun, 25 Jan - Mon, 2 Feb

8:20 p.m. - 11:44 a.m.

YYZ

SWF

15h 24m2 stops

12:13 p.m. - 12:11 a.m.

SWF

YYZ

11h 58m1 stop

C$ 962Multiple Airlines

Thu, 1 Jan - Thu, 8 Jan

8:20 p.m. - 11:31 a.m.

YYZ

SWF

15h 11m2 stops

11:48 a.m. - 12:14 a.m.

SWF

YYZ

12h 26m1 stop

C$ 1,031Multiple Airlines

Thu, 12 Feb - Thu, 19 Feb

8:20 p.m. - 11:03 a.m.

YYZ

SWF

14h 43m1 stop

12:24 p.m. - 12:25 a.m.

SWF

YYZ

12h 01m2 stops

C$ 1,433Multiple Airlines

Sat, 27 Dec - Mon, 5 Jan

8:20 p.m. - 11:03 a.m.

YYZ

SWF

14h 43m1 stop

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

SWF

YYZ

12h 28m1 stop

C$ 1,466Multiple Airlines

Mon, 29 Dec - Thu, 1 Jan

8:20 p.m. - 11:03 a.m.

YYZ

SWF

14h 43m1 stop

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

SWF

YYZ

12h 28m1 stop

C$ 1,472Multiple Airlines

Mon, 29 Dec - Thu, 1 Jan

Fly from

Route

Depart

Return

Price

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 25/1

6:14 p.m.-10:19 a.m.

2 stops16h 05m

New Windsor Stewart

Mon 2/2

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

1 stop11h 06m

C$ 689

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 4/1

8:20 p.m.-11:44 a.m.

2 stops15h 24m

New Windsor Stewart

Thu 8/1

12:13 p.m.-12:11 a.m.

1 stop11h 58m

C$ 831

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 4/1

8:20 p.m.-11:44 a.m.

2 stops15h 24m

New Windsor Stewart

Thu 8/1

12:13 p.m.-12:11 a.m.

1 stop11h 58m

C$ 857

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 18/1

8:00 p.m.-11:31 a.m.

2 stops15h 31m

New Windsor Stewart

Thu 22/1

12:13 p.m.-12:11 a.m.

1 stop11h 58m

C$ 868

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sun 25/1

6:00 p.m.-10:19 a.m.

2 stops16h 19m

New Windsor Stewart

Mon 2/2

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

1 stop11h 06m

C$ 901

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 1/1

8:20 p.m.-11:44 a.m.

2 stops15h 24m

New Windsor Stewart

Thu 8/1

12:13 p.m.-12:11 a.m.

1 stop11h 58m

C$ 962

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Thu 12/2

8:20 p.m.-11:31 a.m.

2 stops15h 11m

New Windsor Stewart

Thu 19/2

11:48 a.m.-12:14 a.m.

1 stop12h 26m

C$ 1,031

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Sat 27/12

8:20 p.m.-11:03 a.m.

1 stop14h 43m

New Windsor Stewart

Mon 5/1

12:24 p.m.-12:25 a.m.

2 stops12h 01m

C$ 1,433

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 29/12

8:20 p.m.-11:03 a.m.

1 stop14h 43m

New Windsor Stewart

Thu 1/1

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

1 stop12h 28m

C$ 1,466

TorontoNew Windsor

YYZ - SWF

YYZSWF

Toronto Pearson Intl

Mon 29/12

8:20 p.m.-11:03 a.m.

1 stop14h 43m

New Windsor Stewart

Thu 1/1

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

1 stop12h 28m

C$ 1,472

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 23m.

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$ 209
Best Round-Trip Price	C$ 689
Fastest flight time	18h 04m

The best one-way flight price to New Windsor from Canada in the last 72 hours is C$ 209 (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$ 689 (Toronto Pearson Intl to New Windsor Stewart).

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The fastest flight to New Windsor from Canada takes 18h 04m (Ottawa 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 Windsor Stewart Airport where the average price is C$ 363. 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$ 103/person, which is 84% 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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