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Cheap flights from Calgary to Westchester County from C$ 361

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 1/9. 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
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Westchester County

Enter your travel dates to find the best prices.

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 26 July 2026.

Tue 1/911:00 a.m.
YYC
-
HPN
1 stop22h 56m
WestJet
Sat 5/95:17 p.m.
HPN
-
YYC
1 stop28h 58m
WestJet
Deal found 25/7C$ 633
Sat 5/911:15 a.m.
YYC
-
HPN
2 stops22h 48m
WestJet
Sat 12/95:20 p.m.
HPN
-
YYC
1 stop28h 55m
WestJet
Deal found 25/7C$ 644
Tue 11/812:20 a.m.
YYC
-
HPN
1 stop9h 43m
WestJet
Sat 15/812:36 p.m.
HPN
-
YYC
1 stop9h 39m
WestJet
Deal found 21/7C$ 662
Fri 4/911:40 a.m.
YYC
-
HPN
1 stop28h 27m
WestJet
Fri 11/912:50 p.m.
HPN
-
YYC
1 stop24h 10m
WestJet
Deal found 21/7C$ 721
Mon 31/81:00 a.m.
YYC
-
HPN
2 stops12h 48m
Delta
Sat 5/96:00 a.m.
HPN
-
YYC
2 stops16h 35m
Delta
Deal found 24/7C$ 774

Find 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 26 July 2026.

Round-trip from

C$ 633

One-way from

C$ 361

Popular in

August

Cheapest in

November

Average price

C$ 603
WestJet
  • WestJet
  • 1/9-5/9
  • 2 total stops
  • 51h 54m total
  • Calgary to Westchester County
Search Deals
WestJet
  • WestJet
  • 1/9
  • 1 total stop
  • 28h 27m total
  • Calgary to Westchester County
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 78 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 5/9

11:15 a.m.-12:03 p.m.

2 stops22h 48m

White Plains Westchester County

Sat 12/9

5:20 p.m.-8:15 p.m.

1 stop28h 55m

C$ 644

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Tue 1/9

6:00 a.m.-10:21 p.m.

2 stops14h 21m

White Plains Westchester County

Sat 5/9

5:17 p.m.-8:15 p.m.

1 stop28h 58m

C$ 645
Quickest round-trip

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Tue 11/8

12:20 a.m.-12:03 p.m.

1 stop9h 43m

White Plains Westchester County

Sat 15/8

12:36 p.m.-8:15 p.m.

1 stop9h 39m

C$ 662

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 4/9

11:40 a.m.-6:07 p.m.

1 stop28h 27m

White Plains Westchester County

Fri 11/9

12:50 p.m.-11:00 a.m.

1 stop24h 10m

C$ 721

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Mon 31/8

1:00 a.m.-3:48 p.m.

2 stops12h 48m

White Plains Westchester County

Sat 5/9

6:00 a.m.-8:35 p.m.

2 stops16h 35m

C$ 774
Cheapest one-way

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Tue 1/9

11:40 a.m.-6:07 p.m.

1 stop28h 27m

C$ 361

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Tue 8/9

12:20 a.m.-12:03 p.m.

1 stop9h 43m

C$ 393

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Wed 9/9

6:33 a.m.-5:05 p.m.

2 stops32h 32m

C$ 426
Quickest one-way

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Thu 3/9

6:45 a.m.-4:37 p.m.

1 stop7h 52m

C$ 447

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Wed 2/9

6:45 a.m.-4:37 p.m.

1 stop7h 52m

C$ 447

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/7

Showing 1-10 of 14 resultsSorted by cheapest first
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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 22h 48m. WestJet provides one of the quickest options available for as low as C$ 644. Calgary and Westchester County are separated by a distance of 3252 km.

  • 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.

See more FAQs

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

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

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

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

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