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Cheap flights from Calgary to Westchester County from C$ 275

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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — HPN
11 Feb — 18 Feb1
1 adult
1 adult, Economy, 0 bags

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 12 January 2026.

Round-trip from

C$ 444

One-way from

C$ 275

Popular in

March

Cheapest in

November

Average price

C$ 500
Delta
  • Delta
  • 28/1-31/1
  • 3 total stops
  • 27h 04m total
  • Calgary to Westchester County
Search Deals
Delta
  • Delta
  • 7/2
  • 1 total stop
  • 8h 05m total
  • Calgary to Westchester County
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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Find 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 12 January 2026.

Wed 28/16:30 a.m.
YYC
-
HPN
2 stops13h 30m
Delta
Sat 31/16:00 a.m.
HPN
-
YYC
2 stops19h 02m
Delta
Deal found 10/1C$ 444
Mon 2/26:30 p.m.
YYC
-
HPN
2 stops15h 36m
WestJet
Wed 4/210:29 a.m.
HPN
-
YYC
1 stop10h 40m
WestJet
Deal found 12/1C$ 697

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 12 January 2026.
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

Wed 28/1

6:30 a.m.-10:00 p.m.

2 stops13h 30m

White Plains Westchester County

Sat 31/1

6:00 a.m.-11:02 p.m.

2 stops19h 02m

C$ 444

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Mon 2/2

6:30 p.m.-12:06 p.m.

2 stops15h 36m

White Plains Westchester County

Wed 4/2

10:29 a.m.-7:09 p.m.

1 stop10h 40m

C$ 697

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sun 8/2

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

1 stop8h 02m

C$ 275

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Tue 19/5

12:30 a.m.-2:32 p.m.

1 stop12h 02m

C$ 321

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 6/2

12:15 a.m.-11:58 a.m.

2 stops9h 43m

C$ 322

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sun 8/2

5:15 p.m.-12:06 p.m.

2 stops16h 51m

C$ 382

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Wed 20/5

11:31 a.m.-11:29 a.m.

2 stops21h 58m

C$ 518

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/1

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 13h 30m. Delta provides one of the quickest options available for as low as C$ 444. 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.

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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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