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Cheap flights from Calgary to Westchester County from C$ 313

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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — HPN
25 Aug — 1 Sep1
1 adult

Cheap flight deals from Calgary to Westchester County

Keep the following information in mind while searching for Calgary to Westchester County flight deals. Data was last updated 20 August 2025.

Round-trip from

C$ 473

One-way from

C$ 333

Popular in

December

Cheapest in

January

Average price

C$ 522
Delta
  • Delta
  • 2/10-5/10
  • 2 total stops
  • 15h 12m total
  • Calgary to Westchester County
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WestJet
  • WestJet
  • 22/9
  • 1 total stop
  • 28h 34m total
  • Calgary to Westchester County
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Highest demand for flights based on searches. 10% potential increase in price (C$ 96 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 23 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Calgary to Westchester County

Cheapest flights from Calgary to Westchester County
Explore the most affordable flight options available from Calgary to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 20 August 2025.

Thu 2/106:40 a.m.YYC - HPN
1 stop7h 55mDelta
Sun 5/103:25 p.m.HPN - YYC
1 stop7h 17mDelta
Deal found 18/8C$ 473
Thu 2/106:29 a.m.YYC - HPN
2 stops9h 51mAmerican Airlines
Sun 5/106:00 a.m.HPN - YYC
1 stop8h 31mAmerican Airlines
Deal found 18/8C$ 491
Fri 3/1012:30 a.m.YYC - HPN
1 stop19h 48mWestJet
Sat 11/105:20 p.m.HPN - YYC
1 stop27h 04mWestJet
Deal found 20/8C$ 548
Wed 1/1012:30 a.m.YYC - HPN
1 stop19h 48mWestJet
Sun 5/1012:45 p.m.HPN - YYC
2 stops29h 05mWestJet
Deal found 18/8C$ 746
Sun 21/912:30 a.m.YYC - HPN
1 stop9h 30mWestJet
Sun 28/912:42 p.m.HPN - YYC
1 stop7h 42mWestJet
Deal found 18/8C$ 764
Sun 21/912:30 a.m.YYC - HPN
1 stop9h 30mDelta
Sun 28/93:25 p.m.HPN - YYC
1 stop7h 17mDelta
Deal found 19/8C$ 1,004
Tue 26/86:29 a.m.YYC - HPN
1 stop14h 24mAmerican Airlines
Thu 28/86:00 a.m.HPN - YYC
1 stop19h 29mAmerican Airlines
Deal found 19/8C$ 1,043
Tue 26/86:40 a.m.YYC - HPN
2 stops13h 43mDelta
Thu 28/83:09 p.m.HPN - YYC
2 stops11h 35mDelta
Deal found 19/8C$ 1,151
Fri 22/810:00 a.m.YYC - HPN
1 stop10h 23mWestJet
Sun 31/83:10 p.m.HPN - YYC
1 stop22h 09mWestJet
Deal found 20/8C$ 1,166

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary 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 20 August 2025.
Use the filters below to find and compare flights from Calgary to Westchester County that are best for you.

Fly from

Calgary

Fly to

Westchester County

Route

Depart

Return

Price

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 3/10

12:30 a.m.-10:18 p.m.

1 stop19h 48m

White Plains Westchester County

Sat 11/10

5:20 p.m.-6:24 p.m.

1 stop27h 04m

C$ 548

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Mon 22/9

6:40 a.m.-4:35 p.m.

1 stop7h 55m

White Plains Westchester County

Sun 28/9

3:25 p.m.-8:42 p.m.

1 stop7h 17m

C$ 719

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Mon 22/9

10:00 a.m.-10:18 p.m.

1 stop10h 18m

White Plains Westchester County

Sun 28/9

12:42 p.m.-6:24 p.m.

1 stop7h 42m

C$ 761

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Thu 11/9

12:30 a.m.-10:18 p.m.

1 stop19h 48m

C$ 313

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Mon 22/9

9:15 a.m.-3:49 p.m.

1 stop28h 34m

C$ 333

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 6/9

12:30 a.m.-10:23 p.m.

1 stop19h 53m

C$ 383

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 12/9

6:40 a.m.-4:35 p.m.

1 stop7h 55m

C$ 429

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Mon 22/9

6:15 a.m.-11:29 a.m.

2 stops27h 14m

C$ 501

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 6/9

12:30 a.m.-2:29 p.m.

1 stop11h 59m

C$ 649

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sun 21/9

12:30 a.m.-12:00 p.m.

1 stop9h 30m

C$ 650

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/8

Best time to book a flight from Calgary to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Calgary 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 Calgary 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 Calgary to Westchester County. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Calgary to Westchester County?

    Most people fly from Calgary (YYC) if they book a flight from Calgary to Westchester County. Calgary is conveniently located just 9.3 km from Calgary’s city centre.

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

    A quick flight from Calgary to Westchester County can take about 7h 55m. Delta provides one of the quickest options available for as low as C$ 473. Calgary and Westchester County are separated by a distance of 3252 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Calgary 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.

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

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