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Cheap flights from Calgary to Westchester County from C$ 371

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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — HPN
22 Jun — 29 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 23 May 2026.

Fri 19/61:41 p.m.
YYC
-
HPN
1 stop7h 18m
American Airlines
Mon 22/65:46 p.m.
HPN
-
YYC
1 stop7h 56m
American Airlines
Deal found 20/5C$ 511
Thu 18/612:50 p.m.
YYC
-
HPN
2 stops24h 02m
American Airlines
Sun 21/66:30 a.m.
HPN
-
YYC
2 stops19h 12m
American Airlines
Deal found 21/5C$ 660
Sat 17/107:00 a.m.
YYC
-
HPN
1 stop12h 36m
Delta
Tue 20/106:00 a.m.
HPN
-
YYC
2 stops16h 54m
Delta
Deal found 21/5C$ 733
Thu 18/66:45 a.m.
YYC
-
HPN
2 stops14h 41m
American Airlines
Mon 22/611:00 a.m.
HPN
-
YYC
2 stops14h 42m
American Airlines
Deal found 20/5C$ 767
Thu 18/611:00 a.m.
YYC
-
HPN
1 stop26h 49m
WestJet
Mon 22/612:54 p.m.
HPN
-
YYC
2 stops28h 56m
WestJet
Deal found 21/5C$ 800
Fri 19/66:45 a.m.
YYC
-
HPN
2 stops14h 14m
American Airlines
Sun 21/67:24 a.m.
HPN
-
YYC
1 stop18h 18m
American Airlines
Deal found 21/5C$ 831
Mon 25/57:00 a.m.
YYC
-
HPN
1 stop27h 02m
WestJet
Sat 30/512:31 p.m.
HPN
-
YYC
1 stop9h 34m
WestJet
Deal found 21/5C$ 863

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 23 May 2026.

Round-trip from

C$ 511

One-way from

C$ 371

Popular in

December

Cheapest in

November

Average price

C$ 570
American Airlines
  • American Airlines
  • 19/6-22/6
  • 2 total stops
  • 15h 14m total
  • Calgary to Westchester County
Search Deals
American Airlines
  • American Airlines
  • 4/7
  • 2 total stops
  • 14h 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$ 11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 23 May 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

Fri 19/6

6:45 a.m.-9:31 p.m.

2 stops12h 46m

White Plains Westchester County

Mon 22/6

6:19 a.m.-11:42 p.m.

1 stop19h 23m

C$ 595

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Thu 18/6

7:00 a.m.-10:59 p.m.

1 stop13h 59m

White Plains Westchester County

Mon 22/6

11:00 a.m.-11:42 p.m.

2 stops14h 42m

C$ 767
Quickest round-trip

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 17/10

7:00 a.m.-9:36 p.m.

1 stop12h 36m

White Plains Westchester County

Tue 20/10

6:00 a.m.-8:05 p.m.

2 stops16h 05m

C$ 776

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 19/6

7:00 a.m.-9:31 p.m.

1 stop12h 31m

White Plains Westchester County

Sun 21/6

7:24 a.m.-11:42 p.m.

1 stop18h 18m

C$ 901

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 17/10

7:00 p.m.-11:12 a.m.

2 stops14h 12m

White Plains Westchester County

Tue 20/10

5:54 a.m.-10:43 a.m.

2 stops30h 49m

C$ 1,321
Cheapest one-way

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Wed 5/8

12:30 a.m.-12:03 p.m.

1 stop9h 33m

C$ 418

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Mon 7/9

4:50 p.m.-12:13 p.m.

2 stops17h 23m

C$ 425

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 4/7

11:05 a.m.-9:00 p.m.

3 stops31h 55m

C$ 457

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 3/7

12:30 a.m.-12:09 p.m.

1 stop9h 39m

C$ 520

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Wed 16/9

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

1 stop9h 43m

C$ 616

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/5

Showing 1-10 of 13 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 12h 36m. American Airlines provides one of the quickest options available for as low as C$ 776. 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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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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