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Cheap flights from Toronto to Westchester County from C$ 247

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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — HPN
16 Oct — 23 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Toronto to Westchester County

Keep the following information in mind while searching for Toronto to Westchester County flight deals. Data was last updated 16 September 2025.

Round-trip from

C$ 420

One-way from

C$ 247

Popular in

December

Cheapest in

May

Average price

C$ 323
Delta
  • Delta
  • 11/10-18/10
  • 2 total stops
  • 17h 59m total
  • Toronto to Westchester County
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15/1
  • 15/1
  • 2 total stops
  • 18h 13m total
  • Toronto to Westchester County
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Toronto to Westchester County

Cheapest flights from Toronto to Westchester County
Explore the most affordable flight options available from Toronto to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 September 2025.

Wed 8/106:20 a.m.YYZ - HPN
1 stop10h 18mDelta
Wed 15/1012:45 p.m.HPN - YYZ
1 stop9h 10mDelta
Deal found 14/9C$ 420
Wed 8/106:20 a.m.YYZ - HPN
1 stop10h 18mDelta
Tue 14/106:00 a.m.HPN - YYZ
2 stops11h 19mDelta
Deal found 14/9C$ 457
Wed 8/106:04 a.m.YYZ - HPN
2 stops9h 45mDelta
Thu 16/1012:45 p.m.HPN - YYZ
1 stop9h 10mDelta
Deal found 14/9C$ 495
Tue 21/106:00 p.m.YYZ - HPN
1 stop18h 00mWestJet
Thu 23/1012:55 p.m.HPN - YYZ
1 stop4h 24mWestJet
Deal found 15/9C$ 513
Sun 19/103:35 p.m.YYZ - HPN
1 stop20h 24mWestJet
Wed 22/1012:55 p.m.HPN - YYZ
1 stop25h 50mWestJet
Deal found 15/9C$ 530
Wed 8/106:20 a.m.YYZ - HPN
1 stop10h 18mDelta
Sun 12/106:00 a.m.HPN - YYZ
1 stop6h 10mDelta
Deal found 14/9C$ 543
Mon 20/106:09 p.m.YYZ - HPN
1 stop17h 50mWestJet
Thu 23/105:20 p.m.HPN - YYZ
1 stop18h 00mWestJet
Deal found 16/9C$ 544
Wed 8/1011:00 a.m.YYZ - HPN
1 stop12h 29mAmerican Airlines
Tue 14/103:21 p.m.HPN - YYZ
1 stop20h 38mAmerican Airlines
Deal found 14/9C$ 548
Sun 19/106:09 p.m.YYZ - HPN
1 stop17h 50mWestJet
Tue 21/105:20 p.m.HPN - YYZ
1 stop15h 35mWestJet
Deal found 14/9C$ 551
Wed 8/106:15 a.m.YYZ - HPN
1 stop5h 44mWestJet
Thu 16/1012:45 p.m.HPN - YYZ
1 stop11h 13mWestJet
Deal found 14/9C$ 555
Tue 7/106:15 a.m.YYZ - HPN
2 stops9h 34mDelta
Mon 13/1012:45 p.m.HPN - YYZ
1 stop9h 10mDelta
Deal found 14/9C$ 564
Fri 10/106:00 p.m.YYZ - HPN
1 stop28h 09mWestJet
Mon 13/105:20 p.m.HPN - YYZ
1 stop18h 00mWestJet
Deal found 15/9C$ 565

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto to Westchester County that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 16 September 2025.
Use the filters below to find and compare flights from Toronto to Westchester County that are best for you.

Fly from

Toronto

Fly to

Westchester County

Route

Depart

Return

Price

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 11/10

1:20 p.m.-10:09 p.m.

1 stop8h 49m

White Plains Westchester County

Sat 18/10

12:45 p.m.-9:55 p.m.

1 stop9h 10m

C$ 420

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 8/10

6:20 a.m.-4:38 p.m.

1 stop10h 18m

White Plains Westchester County

Tue 14/10

6:00 a.m.-5:19 p.m.

2 stops11h 19m

C$ 457

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 7/10

12:15 p.m.-3:49 p.m.

1 stop3h 34m

White Plains Westchester County

Tue 14/10

6:00 a.m.-5:19 p.m.

2 stops11h 19m

C$ 457

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 17/10

9:45 a.m.-11:59 a.m.

1 stop26h 14m

White Plains Westchester County

Tue 21/10

5:20 p.m.-10:55 p.m.

1 stop5h 35m

C$ 495

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 17/10

1:20 p.m.-10:09 p.m.

1 stop8h 49m

White Plains Westchester County

Sat 18/10

12:55 p.m.-5:19 p.m.

1 stop4h 24m

C$ 495

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sun 19/10

3:35 p.m.-3:49 p.m.

1 stop24h 14m

White Plains Westchester County

Tue 21/10

5:20 p.m.-8:55 a.m.

1 stop15h 35m

C$ 495

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 28/2

12:20 p.m.-9:36 p.m.

1 stop9h 16m

White Plains Westchester County

Mon 2/3

10:29 a.m.-11:02 p.m.

2 stops12h 33m

C$ 495

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 8/10

6:15 a.m.-11:59 a.m.

1 stop5h 44m

White Plains Westchester County

Wed 15/10

5:20 p.m.-8:55 a.m.

1 stop15h 35m

C$ 495

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 8/10

6:15 a.m.-11:59 a.m.

1 stop5h 44m

White Plains Westchester County

Sat 11/10

5:20 p.m.-2:45 p.m.

1 stop21h 25m

C$ 495

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 8/10

6:20 a.m.-4:38 p.m.

1 stop10h 18m

White Plains Westchester County

Sun 12/10

6:00 a.m.-12:10 p.m.

1 stop6h 10m

C$ 543

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/9

Showing 1-10 of 21 results
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Best time to book a flight from Toronto to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Toronto 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 from Toronto to Westchester County
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Toronto to Westchester County. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Toronto to Westchester County?

    There are many flights that can get you from Toronto to Westchester County in 8h 49m. Fly via Delta or WestJet to get the fastest option. Toronto and Westchester County are separated by a distance of 565 km. Both multi-stop and direct flights can be found to your destination and back.

  • Can I find deals for flights from Toronto to Westchester County that include hotel bookings?

    Yes. In addition to deals on Toronto to Westchester County flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto to Westchester County?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto to Westchester County.

  • Can I find deals for business class flights from Toronto to Westchester County?

    Yes. Cheapflights offers flight deals from Toronto to Westchester County by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Toronto to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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Pearson Intl to Islip flights
Pierre Elliott Trudeau Intl to Islip flights

Top airline flying from Toronto to Westchester County

Discover the top airline that operate flights from Toronto to Westchester County. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 16 September 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 441AverageC$ 590FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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