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Cheap flights from Calgary to Westchester County from C$ 274

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 27/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — HPN
25 Feb — 4 Mar1
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 January 2026.

Wed 25/36:30 a.m.
YYC
-
HPN
1 stop8h 07m
Delta
Tue 31/33:13 p.m.
HPN
-
YYC
1 stop7h 32m
Delta
Deal found 26/1C$ 492
Wed 25/312:45 p.m.
YYC
-
HPN
2 stops18h 44m
American Airlines
Tue 31/36:49 p.m.
HPN
-
YYC
2 stops18h 55m
American Airlines
Deal found 26/1C$ 530
Fri 1/511:50 p.m.
YYC
-
HPN
2 stops20h 11m
WestJet
Mon 4/55:20 p.m.
HPN
-
YYC
1 stop28h 45m
WestJet
Deal found 25/1C$ 590
Tue 24/312:15 a.m.
YYC
-
HPN
2 stops19h 52m
WestJet
Tue 31/312:48 p.m.
HPN
-
YYC
1 stop24h 55m
WestJet
Deal found 26/1C$ 599
Fri 15/511:50 p.m.
YYC
-
HPN
2 stops19h 51m
WestJet
Mon 18/510:29 a.m.
HPN
-
YYC
1 stop26h 31m
WestJet
Deal found 25/1C$ 636
Wed 27/512:30 a.m.
YYC
-
HPN
1 stop9h 44m
WestJet
Sun 31/510:29 a.m.
HPN
-
YYC
1 stop8h 41m
WestJet
Deal found 25/1C$ 651
Wed 28/16:30 a.m.
YYC
-
HPN
1 stop8h 02m
Delta
Sat 31/16:00 a.m.
HPN
-
YYC
2 stops19h 02m
Delta
Deal found 24/1C$ 815

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 January 2026.

Round-trip from

C$ 590

One-way from

C$ 274

Popular in

March

Cheapest in

November

Average price

C$ 493
WestJet
  • WestJet
  • 1/5-4/5
  • 3 total stops
  • 48h 56m total
  • Calgary to Westchester County
Search Deals
Delta
  • Delta
  • 27/5
  • 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$ 47 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
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 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 25/3

6:30 a.m.-4:37 p.m.

1 stop8h 07m

White Plains Westchester County

Tue 31/3

3:13 p.m.-8:45 p.m.

1 stop7h 32m

C$ 492

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 15/5

11:50 p.m.-9:41 p.m.

2 stops19h 51m

White Plains Westchester County

Sun 17/5

10:29 a.m.-11:00 a.m.

1 stop26h 31m

C$ 590

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 8/5

11:50 p.m.-9:41 p.m.

2 stops19h 51m

White Plains Westchester County

Mon 11/5

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

1 stop9h 20m

C$ 590

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 1/5

11:50 p.m.-10:01 p.m.

2 stops20h 11m

White Plains Westchester County

Mon 4/5

5:20 p.m.-8:05 p.m.

1 stop28h 45m

C$ 590

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Tue 24/3

12:30 a.m.-6:18 p.m.

1 stop15h 48m

White Plains Westchester County

Tue 31/3

12:48 p.m.-7:09 p.m.

1 stop8h 21m

C$ 605

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 15/5

11:50 p.m.-9:41 p.m.

2 stops19h 51m

White Plains Westchester County

Mon 18/5

10:29 a.m.-11:00 a.m.

1 stop26h 31m

C$ 636

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Wed 27/5

12:30 a.m.-12:14 p.m.

1 stop9h 44m

White Plains Westchester County

Sun 31/5

10:29 a.m.-5:10 p.m.

1 stop8h 41m

C$ 651

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Wed 27/5

8:20 a.m.-12:14 p.m.

2 stops25h 54m

C$ 327

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Tue 23/6

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

1 stop8h 05m

C$ 330

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Wed 24/6

10:00 a.m.-12:14 p.m.

1 stop24h 14m

C$ 342

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/1

Showing 1-10 of 12 results
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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 8h 07m. Delta provides one of the quickest options available for as low as C$ 492. 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.

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?

Of course! You can now track prices for flights from Calgary to Westchester County and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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