Find flights
When to book
FAQs

Cheap flights from Calgary to Westchester County from C$ 309

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — HPN
16 Nov — 23 Nov1
1 adult
1 adult, Economy

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 17 October 2025.

Thu 4/1212:45 p.m.YYC - HPN
2 stops20h 44mAmerican Airlines
Thu 11/126:00 a.m.HPN - YYC
2 stops17h 50mAmerican Airlines
Deal found 16/10C$ 536
Sat 1/1112:30 a.m.YYC - HPN
1 stop10h 30mWestJet
Sun 9/116:00 a.m.HPN - YYC
1 stop15h 09mWestJet
Deal found 15/10C$ 580
Thu 4/128:55 a.m.YYC - HPN
1 stop11h 14mWestJet
Thu 11/1212:45 p.m.HPN - YYC
1 stop24h 59mWestJet
Deal found 16/10C$ 586
Tue 11/1112:30 a.m.YYC - HPN
1 stop9h 30mWestJet
Thu 27/1112:45 p.m.HPN - YYC
1 stop24h 59mWestJet
Deal found 16/10C$ 623
Thu 23/106:45 a.m.YYC - HPN
1 stop7h 53mDelta
Sat 22/113:08 p.m.HPN - YYC
1 stop7h 45mDelta
Deal found 16/10C$ 838

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 17 October 2025.

Round-trip from

C$ 517

One-way from

C$ 309

Popular in

December

Cheapest in

September

Average price

C$ 510
Delta
  • Delta
  • 10/3-15/3
  • 3 total stops
  • 28h 56m total
  • Calgary to Westchester County
Search Deals
Delta
  • Delta
  • 12/12
  • 1 total stop
  • 11h 14m total
  • Calgary to Westchester County
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 60 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 17 October 2025.
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 11/3

8:55 a.m.-9:36 p.m.

1 stop10h 41m

White Plains Westchester County

Sun 15/3

6:00 a.m.-11:15 p.m.

2 stops19h 15m

C$ 517

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Thu 4/12

12:45 p.m.-11:29 a.m.

2 stops20h 44m

White Plains Westchester County

Thu 11/12

6:00 a.m.-9:50 p.m.

2 stops17h 50m

C$ 536

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Wed 11/3

8:55 a.m.-9:36 p.m.

1 stop10h 41m

White Plains Westchester County

Sun 15/3

6:00 a.m.-7:09 p.m.

1 stop15h 09m

C$ 580

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 1/11

12:30 a.m.-12:00 p.m.

1 stop10h 30m

White Plains Westchester County

Sun 9/11

6:00 a.m.-7:09 p.m.

1 stop15h 09m

C$ 580

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Thu 4/12

8:55 a.m.-10:09 p.m.

1 stop11h 14m

White Plains Westchester County

Thu 11/12

12:45 p.m.-11:44 a.m.

1 stop24h 59m

C$ 586

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Fri 12/12

8:55 a.m.-10:09 p.m.

1 stop11h 14m

C$ 309

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 13/12

7:00 p.m.-11:29 a.m.

2 stops14h 29m

C$ 326

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Sat 13/12

8:55 a.m.-10:09 p.m.

1 stop11h 14m

C$ 327

CalgaryWhite Plains

YYC - HPN

YYCHPN

Calgary

Thu 11/12

12:30 a.m.-10:09 p.m.

1 stop19h 39m

C$ 327

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/10

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 10h 41m. Delta provides one of the quickest options available for as low as C$ 517. 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.

  • What are the cheapest airlines to fly from Calgary to Westchester County one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as C$ 309. However, be on the lookout for offers from Alaska Airlines and WestJet, as they are both options that can get you from Calgary to Westchester County for a low price.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Calgary to Westchester County?

When you search for this flight from Calgary to Westchester County, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.