C$ 276+ 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 21/8. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
30 Aug — 6 Sep1
1 adult
1 adult, Economy, 0 bags

Flights to Westchester County in 2026

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 31 July 2026.

Thu 27/811:01 a.m.
YYZ
-
HPN
1 stop12h 28m
American Airlines
Mon 31/86:30 a.m.
HPN
-
YYZ
1 stop5h 29m
American Airlines
Deal found 28/7C$ 473
Thu 10/95:27 p.m.
YYZ
-
HPN
1 stop5h 59m
American Airlines
Tue 22/910:08 a.m.
HPN
-
YYZ
1 stop6h 37m
American Airlines
Deal found 27/7C$ 487
Thu 10/99:45 a.m.
YYZ
-
HPN
1 stop6h 00m
Delta
Tue 22/95:20 p.m.
HPN
-
YYZ
1 stop5h 39m
Delta
Deal found 31/7C$ 508
Thu 6/82:15 p.m.
YYZ
-
HPN
1 stop9h 14m
American Airlines
Mon 17/86:30 a.m.
HPN
-
YYZ
1 stop10h 15m
American Airlines
Deal found 29/7C$ 536
Sat 5/912:09 p.m.
YYZ
-
HPN
1 stop3h 39m
WestJet
Sat 12/912:40 p.m.
HPN
-
YYZ
1 stop20h 13m
WestJet
Deal found 27/7C$ 572
Sat 19/96:34 p.m.
YYZ
-
HPN
1 stop17h 29m
WestJet
Tue 22/95:20 p.m.
HPN
-
YYZ
1 stop24h 00m
WestJet
Deal found 27/7C$ 575
Tue 25/81:38 p.m.
YYZ
-
HPN
1 stop8h 43m
WestJet
Tue 1/912:48 p.m.
HPN
-
YYZ
1 stop21h 37m
WestJet
Deal found 28/7C$ 586
Fri 7/811:01 a.m.
YYZ
-
HPN
1 stop3h 50m
American Airlines
Wed 6/110:00 a.m.
HPN
-
YYZ
1 stop6h 30m
American Airlines
Deal found 29/7C$ 591
Wed 5/82:15 p.m.
YYZ
-
HPN
1 stop9h 14m
American Airlines
Wed 6/16:30 a.m.
HPN
-
YYZ
1 stop5h 19m
American Airlines
Deal found 29/7C$ 619
Sat 12/912:08 p.m.
YYZ
-
HPN
1 stop3h 37m
Multiple Airlines
Sat 19/97:45 p.m.
HPN
-
YYZ
2 stops27h 50m
Multiple Airlines
Deal found 29/7C$ 620
Sat 29/811:01 a.m.
YYZ
-
HPN
1 stop3h 50m
American Airlines
Sat 5/96:30 a.m.
HPN
-
YYZ
1 stop10h 15m
American Airlines
Deal found 30/7C$ 623
Mon 14/911:02 a.m.
YYZ
-
HPN
1 stop3h 50m
American Airlines
Mon 21/96:30 a.m.
HPN
-
YYZ
1 stop5h 29m
American Airlines
Deal found 31/7C$ 647

Find flight deals to Westchester County

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 31 July 2026.

Round-trip from

C$ 299

One-way from

C$ 276

Popular in

July

Cheapest in

January

Average price

C$ 391
Porter Airlines
  • Porter Airlines
  • 5/9-9/9
  • Nonstop
  • 3h 15m total
  • Toronto to New York
Search Deals
American Airlines
  • American Airlines
  • 21/8
  • 1 total stop
  • 6h 04m total
  • Toronto to Westchester County
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease (C$ 4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 31 July 2026.
Use the filters below to find and compare flights to Westchester County that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 27/8

11:01 a.m.-11:29 p.m.

1 stop12h 28m

White Plains Westchester County

Mon 31/8

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

1 stop5h 29m

C$ 473

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 10/9

5:27 p.m.-11:26 p.m.

1 stop5h 59m

White Plains Westchester County

Tue 22/9

10:08 a.m.-4:45 p.m.

1 stop6h 37m

C$ 487

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 10/9

9:45 a.m.-3:45 p.m.

1 stop6h 00m

White Plains Westchester County

Tue 22/9

5:20 p.m.-10:59 p.m.

1 stop5h 39m

C$ 508

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 9/1

6:00 a.m.-11:45 a.m.

1 stop5h 45m

White Plains Westchester County

Mon 11/1

5:10 p.m.-11:00 p.m.

1 stop5h 50m

C$ 553

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 2/1

9:45 a.m.-4:33 p.m.

1 stop6h 48m

White Plains Westchester County

Tue 5/1

12:59 p.m.-12:01 a.m.

1 stop11h 02m

C$ 572
Quickest round-trip

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 24/10

6:00 a.m.-11:48 a.m.

1 stop5h 48m

White Plains Westchester County

Sun 1/11

5:22 p.m.-10:56 p.m.

1 stop5h 34m

C$ 661

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 25/8

6:10 a.m.-11:56 a.m.

1 stop5h 46m

White Plains Westchester County

Tue 1/9

12:48 p.m.-11:03 p.m.

2 stops10h 15m

C$ 692

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 19/8

6:00 a.m.-12:03 p.m.

1 stop6h 03m

White Plains Westchester County

Mon 24/8

5:17 p.m.-3:20 p.m.

1 stop22h 03m

C$ 693
Cheapest one-way

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 12/9

9:45 a.m.-3:45 p.m.

1 stop6h 00m

C$ 296

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 24/10

6:00 a.m.-11:48 a.m.

1 stop5h 48m

C$ 296

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

Showing 1-10 of 20 resultsSorted by cheapest first
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.

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.

  • 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. Brand New Luxury 2 Bed /Westchester/Greenwich/Full Gym - Concierge Pet Friendly is the closest property to White Plains Westchester County (0.0 km away from White Plains Westchester County).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Search flights to Westchester County by cabin class

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How does Cheapflights help users find flights to Westchester County?

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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.

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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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