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Cheap flights from Calgary to Westchester County from C$ 299

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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — HPN
27 May — 3 Jun1
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 27 April 2026.

Tue 22/912:30 a.m.
YYC
-
HPN
1 stop9h 43m
WestJet
Sat 26/912:45 p.m.
HPN
-
YYC
1 stop9h 20m
WestJet
Deal found 24/4C$ 551
Tue 9/611:00 a.m.
YYC
-
HPN
1 stop26h 49m
WestJet
Sat 13/612:35 p.m.
HPN
-
YYC
1 stop9h 30m
WestJet
Deal found 22/4C$ 578
Wed 12/812:30 a.m.
YYC
-
HPN
1 stop9h 43m
WestJet
Sat 15/85:10 p.m.
HPN
-
YYC
1 stop28h 55m
WestJet
Deal found 27/4C$ 603
Wed 23/96:15 a.m.
YYC
-
HPN
2 stops11h 45m
Alaska Airlines
Sat 26/95:56 a.m.
HPN
-
YYC
2 stops18h 50m
Alaska Airlines
Deal found 23/4C$ 1,093

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 27 April 2026.

Round-trip from

C$ 551

One-way from

C$ 299

Popular in

December

Cheapest in

November

Average price

C$ 473
WestJet
  • WestJet
  • 22/9-26/9
  • 2 total stops
  • 19h 03m total
  • Calgary to Westchester County
Search Deals
6/6
  • 6/6
  • 2 total stops
  • 38h 59m total
  • Calgary to Westchester County
Search Deals
High demand for flights, 5% potential price rise
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 April 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 27 April 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
Quickest round-trip

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Tue 22/9

12:30 a.m.-12:13 p.m.

1 stop9h 43m

White Plains Westchester County

Sat 26/9

12:45 p.m.-8:05 p.m.

1 stop9h 20m

C$ 551

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Tue 9/6

11:00 a.m.-3:49 p.m.

1 stop26h 49m

White Plains Westchester County

Sat 13/6

12:35 p.m.-8:05 p.m.

1 stop9h 30m

C$ 578

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Wed 23/9

6:15 a.m.-8:00 p.m.

2 stops11h 45m

White Plains Westchester County

Sat 26/9

5:56 a.m.-10:46 p.m.

2 stops18h 50m

C$ 1,093
Cheapest one-way
Quickest one-way

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sun 24/5

6:45 a.m.-4:35 p.m.

1 stop7h 50m

C$ 303

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 23/5

6:45 a.m.-10:20 p.m.

2 stops13h 35m

C$ 303

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sun 14/6

7:00 a.m.-12:09 p.m.

1 stop27h 09m

C$ 344

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Mon 27/7

11:00 a.m.-11:56 a.m.

1 stop22h 56m

C$ 344

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Mon 25/5

11:00 a.m.-3:49 p.m.

1 stop26h 49m

C$ 344

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 27/6

11:15 a.m.-6:03 p.m.

2 stops28h 48m

C$ 391

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Mon 13/7

11:15 a.m.-12:08 p.m.

2 stops22h 53m

C$ 398

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/4

Showing 1-10 of 11 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 9h 43m. WestJet provides one of the quickest options available for as low as C$ 551. 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?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Calgary to Westchester County.

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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