C$ 228+ Cheap flights to Westchester County

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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags

Flights to Westchester County in 2026

Find the latest flights to Westchester County in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 15 January 2026.

Round-trip from

C$ 247

One-way from

C$ 228

Popular in

December

Cheapest in

May

Average price

C$ 311
Porter Airlines
  • Porter Airlines
  • 5/2-8/2
  • Nonstop
  • 3h 24m total
  • Toronto to New York
Search Deals
American Airlines
  • American Airlines
  • 6/2
  • 1 total stop
  • 3h 40m total
  • Toronto to Westchester County
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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Find flight deals to Westchester County

Enter your travel dates to find the best prices.

Cheapest flights to Westchester County
Explore the most affordable flight options available to Westchester County. Find the lowest fares based on data from user searches, with prices last updated on 15 January 2026.

Fri 30/110:59 a.m.
YYZ
-
HPN
1 stop7h 09m
American Airlines
Sun 1/26:30 a.m.
HPN
-
YYZ
1 stop5h 29m
American Airlines
Deal found 14/1C$ 372
Thu 29/112:12 p.m.
YYZ
-
HPN
1 stop3h 37m
Delta
Mon 2/24:29 p.m.
HPN
-
YYZ
1 stop7h 29m
Delta
Deal found 14/1C$ 381
Sat 31/16:00 a.m.
YYZ
-
HPN
1 stop5h 56m
WestJet
Sun 1/26:00 a.m.
HPN
-
YYZ
1 stop11h 04m
WestJet
Deal found 15/1C$ 449
Sat 28/26:10 a.m.
YYZ
-
HPN
1 stop8h 18m
Delta
Sun 1/33:15 p.m.
HPN
-
YYZ
1 stop7h 56m
Delta
Deal found 12/1C$ 461
Fri 30/16:30 a.m.
YYZ
-
HPN
1 stop10h 02m
Delta
Sun 1/26:00 a.m.
HPN
-
YYZ
2 stops13h 08m
Delta
Deal found 14/1C$ 472
Thu 29/17:45 a.m.
YYZ
-
HPN
1 stop8h 04m
WestJet
Mon 2/212:38 p.m.
HPN
-
YYZ
1 stop6h 30m
WestJet
Deal found 15/1C$ 475
Wed 11/26:00 a.m.
YYZ
-
HPN
1 stop9h 49m
WestJet
Mon 16/25:12 p.m.
HPN
-
YYZ
1 stop22h 58m
WestJet
Deal found 15/1C$ 525
Thu 12/210:59 a.m.
YYZ
-
HPN
1 stop7h 20m
American Airlines
Mon 16/25:30 p.m.
HPN
-
YYZ
1 stop18h 21m
American Airlines
Deal found 15/1C$ 591
Tue 17/210:05 a.m.
YYZ
-
HPN
1 stop5h 44m
WestJet
Sun 22/212:56 p.m.
HPN
-
YYZ
1 stop28h 06m
WestJet
Deal found 13/1C$ 596

Cheapflights Fare Finder

 
Locate flights to Westchester County that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 15 January 2026.
Use the filters below to find and compare flights to Westchester County that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 31/1

10:59 a.m.-8:00 p.m.

1 stop9h 01m

White Plains Westchester County

Sun 1/2

6:30 a.m.-11:59 a.m.

1 stop5h 29m

C$ 372

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 29/1

6:06 a.m.-3:49 p.m.

2 stops9h 43m

White Plains Westchester County

Mon 2/2

12:38 p.m.-10:56 p.m.

2 stops10h 18m

C$ 381

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 31/1

6:00 a.m.-2:26 p.m.

2 stops8h 26m

White Plains Westchester County

Sun 1/2

3:10 p.m.-11:13 p.m.

1 stop8h 03m

C$ 381

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 6/2

6:00 a.m.-11:58 a.m.

1 stop5h 58m

White Plains Westchester County

Sun 8/2

5:12 p.m.-10:44 p.m.

1 stop5h 32m

C$ 403

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 31/1

6:00 a.m.-11:56 a.m.

1 stop5h 56m

White Plains Westchester County

Sun 1/2

6:00 a.m.-5:04 p.m.

1 stop11h 04m

C$ 449

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 28/2

6:10 a.m.-2:28 p.m.

1 stop8h 18m

White Plains Westchester County

Sun 1/3

3:15 p.m.-11:11 p.m.

1 stop7h 56m

C$ 461

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 30/1

6:30 a.m.-4:32 p.m.

1 stop10h 02m

White Plains Westchester County

Sun 1/2

6:00 a.m.-7:08 p.m.

2 stops13h 08m

C$ 472

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 6/2

10:59 a.m.-2:39 p.m.

1 stop3h 40m

C$ 228

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 18/2

6:10 a.m.-12:06 p.m.

1 stop5h 56m

C$ 232

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 17/2

6:30 a.m.-3:49 p.m.

2 stops9h 19m

C$ 232

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/1

Showing 1-10 of 15 results
1
2

Best time to book a flight to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County 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 to Westchester County

How long is the flight to Westchester County?

On average, a flight from Toronto to Westchester County takes 3 hours 37 minutes. Flights to Westchester County from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Westchester County?

The most popular airline flying from Toronto to Westchester County is WestJet.

WestJet
WestJet
From C$ 444

What are the cheapest airlines that fly to Westchester County?

The cheapest airline flying from Toronto to Westchester County is WestJet.

FAQs about flying to Westchester County

  • Can I find cheaper flights to Westchester County if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Westchester County on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Westchester County?

    Based on reviews from Cheapflights users, WestJet is rated the highest out of the airlines that fly to Westchester County.

  • Where does the fastest flight to Westchester County depart from?

    For those looking to save time traveling to Westchester County, Toronto offers the quickest one-way flight (3 hours 37 minutes).

  • Does White Plains Westchester County have rental cars?

    Yes. Those touching down at White Plains Westchester County can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to White Plains Westchester County?

    Yes. White Plains Westchester County has hotels nearby for those requiring accommodations. Spectacular Mansion with pool/spa - close to NYC is the closest property to White Plains Westchester County (0.0 km away from White Plains Westchester County).

See more FAQs

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Why should you use Cheapflights to find cheap flight tickets to Westchester County?

Cheapflights simply makes it quick and affordable to book flights to Westchester County by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights to Westchester County with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights to Westchester County, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights to Westchester County become cheaper?

Yes, and it’s super simple to set up Price Alerts. Click the bell icon next to the flight deals above and provide your email address. That’s it!

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