Find flights
Deals
Airlines

C$ 84+ Cheap flights from Westchester County

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
HPN — YYZ
8 Jul — 15 Jul1
1 adult

Find flights from Westchester County

Cheapest flights from Westchester County
Explore the most affordable flight options available from Westchester County. Find the lowest fares based on data from user searches, with prices last updated on 3 July 2025.

Fri 15/81:00 p.m.HPN - RSW
Nonstop3h 00mJetBlue
Fri 22/810:46 a.m.RSW - HPN
Nonstop2h 57mJetBlue
Deal found 1/7C$ 214
Tue 29/76:00 a.m.HPN - TPA
1 stop6h 36mDelta
Sat 9/84:32 p.m.TPA - HPN
1 stop5h 52mDelta
Deal found 2/7C$ 268
Fri 25/77:30 a.m.HPN - TPA
Nonstop2h 48mJetBlue
Mon 28/77:35 p.m.TPA - HPN
Nonstop2h 57mJetBlue
Deal found 1/7C$ 275
Tue 29/76:49 p.m.HPN - RSW
1 stop5h 56mDelta
Tue 5/88:21 a.m.RSW - HPN
1 stop6h 02mDelta
Deal found 1/7C$ 296
Thu 25/98:00 a.m.HPN - SJU
Nonstop3h 45mJetBlue
Mon 29/95:00 p.m.SJU - HPN
Nonstop3h 57mJetBlue
Deal found 3/7C$ 333
Fri 12/96:30 a.m.HPN - YYZ
1 stop10h 03mAmerican Airlines
Mon 15/95:17 p.m.YYZ - HPN
1 stop16h 05mAmerican Airlines
Deal found 3/7C$ 444
Sat 13/912:42 p.m.HPN - YYZ
2 stops7h 52mDelta
Wed 1/106:30 a.m.YYZ - HPN
1 stop5h 31mDelta
Deal found 1/7C$ 458
Fri 15/84:30 p.m.HPN - YYC
1 stop8h 59mAmerican Airlines
Thu 21/81:00 p.m.YYC - HPN
1 stop19h 34mAmerican Airlines
Deal found 1/7C$ 522
Sun 13/711:14 a.m.HPN - TPA
1 stop7h 00mAmerican Airlines
Wed 16/76:00 a.m.TPA - HPN
1 stop7h 06mAmerican Airlines
Deal found 1/7C$ 523
Sat 26/75:00 p.m.HPN - YYZ
1 stop5h 58mWestJet
Fri 1/86:15 a.m.YYZ - HPN
1 stop16h 09mWestJet
Deal found 2/7C$ 548
Sun 10/84:30 p.m.HPN - YVR
1 stop9h 24mAmerican Airlines
Thu 14/811:50 p.m.YVR - HPN
1 stop8h 38mAmerican Airlines
Deal found 1/7C$ 602
Sat 20/912:42 p.m.HPN - YYC
1 stop7h 42mWestJet
Sun 28/912:30 a.m.YYC - HPN
1 stop9h 29mWestJet
Deal found 1/7C$ 650

Find flights from Westchester County within your budget

Find flights departing from Westchester County that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 3 July 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pearson Intl

Route

Depart

Return

Price

White PlainsFort Myers

HPN - RSW

HPNRSW

White Plains Westchester County

Fri 15/8

1:00 p.m.-4:00 p.m.

Nonstop3h 00m

Fort Myers SW Florida Intl

Fri 22/8

10:46 a.m.-1:43 p.m.

Nonstop2h 57m

C$ 214

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Tue 29/7

6:00 a.m.-12:36 p.m.

1 stop6h 36m

Tampa

Sat 9/8

4:32 p.m.-10:24 p.m.

1 stop5h 52m

C$ 268

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Fri 25/7

7:30 a.m.-10:18 a.m.

Nonstop2h 48m

Tampa

Mon 28/7

7:35 p.m.-10:32 p.m.

Nonstop2h 57m

C$ 275

White PlainsFort Myers

HPN - RSW

HPNRSW

White Plains Westchester County

Tue 29/7

6:49 p.m.-12:45 a.m.

1 stop5h 56m

Fort Myers SW Florida Intl

Tue 5/8

8:21 a.m.-2:23 p.m.

1 stop6h 02m

C$ 296

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Thu 25/9

8:00 a.m.-11:45 a.m.

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Mon 29/9

5:00 p.m.-8:57 p.m.

Nonstop3h 57m

C$ 333

White PlainsToronto

HPN - YYZ

HPNYYZ

White Plains Westchester County

Fri 12/9

6:30 a.m.-4:33 p.m.

1 stop10h 03m

Toronto Pearson Intl

Mon 15/9

5:17 p.m.-9:22 a.m.

1 stop16h 05m

C$ 444

White PlainsToronto

HPN - YYZ

HPNYYZ

White Plains Westchester County

Sat 13/9

12:42 p.m.-8:34 p.m.

2 stops7h 52m

Toronto Pearson Intl

Mon 29/9

1:20 p.m.-10:18 p.m.

1 stop8h 58m

C$ 458

White PlainsCalgary

HPN - YYC

HPNYYC

White Plains Westchester County

Fri 15/8

4:30 p.m.-11:29 p.m.

1 stop8h 59m

Calgary

Thu 21/8

1:00 p.m.-10:34 a.m.

1 stop19h 34m

C$ 522

White PlainsTampa

HPN - TPA

HPNTPA

White Plains Westchester County

Sun 13/7

11:14 a.m.-6:14 p.m.

1 stop7h 00m

Tampa

Wed 16/7

6:00 a.m.-1:06 p.m.

1 stop7h 06m

C$ 523

White PlainsToronto

HPN - YYZ

HPNYYZ

White Plains Westchester County

Sat 26/7

5:00 p.m.-10:58 p.m.

1 stop5h 58m

Toronto Pearson Intl

Fri 1/8

6:15 a.m.-10:24 p.m.

1 stop16h 09m

C$ 548

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

Showing 1-10 of 47 results
1
2
3
...
5

Best time to book a flight from Westchester County

Have a flexible travel schedule? Discover the best time to fly from Westchester County 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.

Travel insights for flights from Westchester County

Get recent, data-driven insights about flights from Westchester County including ideal travel times, pricing trends, and more.
No data available for this route at this time. Please check back soon.

Airline reviews for flights from Westchester County

Get insights into the airlines that provide service from Westchester County. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Westchester County. In the last 7 days, Cheapflights users made a total of 629,999 searches.
See what other customers who have flown with Delta,American Airlines, andWestJet from Westchester County have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,982 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,982 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
WestJet
7.2
Good
2,917 reviews
Delta
8.0
Very good
7,982 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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.

Related info for your journey

Access useful and relevant information related to your journey from Westchester County. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 3 July 2025.

  • Which is the cheapest airport to catch a flight from Westchester County?

    The cheapest routes to Jeju City can be found at Busan Gimhae airport from C$ 37. While Madrid Barajas airport is usually cheaper if your destination is London with prices starting at C$ 45. Reference our flight search to find the best deals in real time.

  • Where are the cheapest places to fly to from Westchester County?

    Check out the cheapest flights from Westchester County to embark to:
    Travel from Busan to Jeju City from C$ 37 round trip
    Travel from Madrid to London from C$ 45 round trip
    Travel from Paris to Porto from C$ 60 round trip
    Travel from Guadalajara to Puerto Vallarta from C$ 67 round trip
    Travel from Edmonton to Abbotsford from C$ 79 round trip

  • How does Cheapflights help users find flights from Westchester County?

    Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Westchester County. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

  • Why should you use Cheapflights to find cheap flight tickets from Westchester County?

    Millions of users choose and trust Cheapflights to book the best flight deals from Westchester County for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

  • Can Cheapflights find flights from Westchester County with no change fees?

    Yes, we can. To see specific flights from Westchester County with no change fees, users can toggle flexible booking options after using the search form above to find flights.

  • Can Cheapflights notify me if prices for flights from Westchester County become cheaper?

    Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

See more FAQs

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 Westchester County?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Westchester County. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Westchester County?

Millions of users choose and trust Cheapflights to book the best flight deals from Westchester County for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Westchester County with no change fees?

Yes, we can. To see specific flights from Westchester County with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Westchester County become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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.