Find flights
Deals

C$ 101+ 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 15/3. 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 — MCO
16 Mar — 23 Mar1
1 adult
1 adult, Economy, 0 bags

Find flights from Westchester County

Enter your travel dates to find the best prices.

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 14 February 2026.

Mon 16/312:08 p.m.
HPN
-
MCO
1 stop4h 20m
Breeze Airways
Thu 19/37:10 a.m.
MCO
-
HPN
1 stop4h 18m
Breeze Airways
Deal found 13/2C$ 226
Mon 2/32:30 p.m.
HPN
-
MCO
Nonstop2h 56m
JetBlue
Fri 6/36:44 p.m.
MCO
-
HPN
Nonstop2h 46m
JetBlue
Deal found 13/2C$ 227
Tue 10/312:08 p.m.
HPN
-
MCO
1 stop4h 21m
Breeze Airways
Fri 13/37:05 a.m.
MCO
-
HPN
1 stop4h 23m
Breeze Airways
Deal found 12/2C$ 231
Fri 15/59:00 p.m.
HPN
-
MCO
Nonstop2h 41m
JetBlue
Tue 19/58:40 p.m.
MCO
-
HPN
Nonstop2h 50m
JetBlue
Deal found 12/2C$ 234
Wed 12/812:00 p.m.
HPN
-
MCO
1 stop5h 02m
Breeze Airways
Tue 18/88:00 a.m.
MCO
-
HPN
1 stop4h 33m
Breeze Airways
Deal found 12/2C$ 238
Sun 8/38:30 p.m.
HPN
-
MCO
Nonstop2h 52m
JetBlue
Fri 13/37:14 p.m.
MCO
-
HPN
Nonstop2h 48m
JetBlue
Deal found 13/2C$ 248
Fri 27/212:08 p.m.
HPN
-
MCO
1 stop4h 20m
Breeze Airways
Sun 1/37:10 a.m.
MCO
-
HPN
1 stop4h 18m
Breeze Airways
Deal found 13/2C$ 249
Fri 13/312:08 p.m.
HPN
-
MCO
1 stop4h 20m
Breeze Airways
Wed 18/37:00 a.m.
MCO
-
HPN
1 stop5h 47m
Breeze Airways
Deal found 13/2C$ 251
Fri 19/66:09 p.m.
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Tue 23/67:10 a.m.
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Deal found 12/2C$ 257
Tue 19/59:00 p.m.
HPN
-
MCO
Nonstop2h 41m
JetBlue
Fri 22/55:00 p.m.
MCO
-
HPN
Nonstop2h 58m
JetBlue
Deal found 12/2C$ 261
Sat 4/76:00 a.m.
HPN
-
BTR
1 stop7h 45m
Delta
Tue 7/73:20 p.m.
BTR
-
HPN
1 stop5h 21m
Delta
Deal found 13/2C$ 391
Wed 18/312:48 p.m.
HPN
-
BTR
1 stop6h 34m
Delta
Sat 21/31:36 p.m.
BTR
-
HPN
1 stop7h 31m
Delta
Deal found 11/2C$ 411

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 14 February 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Orlando

Route

Depart

Return

Price

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sat 28/2

8:30 p.m.-11:22 p.m.

Nonstop2h 52m

Orlando

Wed 4/3

10:50 a.m.-1:34 p.m.

Nonstop2h 44m

C$ 227

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 3/3

8:30 p.m.-11:22 p.m.

Nonstop2h 52m

Orlando

Thu 5/3

4:05 p.m.-6:50 p.m.

Nonstop2h 45m

C$ 227

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Wed 25/2

8:30 p.m.-11:22 p.m.

Nonstop2h 52m

Orlando

Thu 26/2

10:50 a.m.-1:34 p.m.

Nonstop2h 44m

C$ 227

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Wed 25/2

8:30 p.m.-11:22 p.m.

Nonstop2h 52m

Orlando

Tue 3/3

4:05 p.m.-6:50 p.m.

Nonstop2h 45m

C$ 227

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Tue 3/3

8:30 p.m.-11:22 p.m.

Nonstop2h 52m

Orlando

Sun 8/3

10:50 a.m.-1:34 p.m.

Nonstop2h 44m

C$ 227

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sun 1/3

8:30 p.m.-11:22 p.m.

Nonstop2h 52m

Orlando

Thu 5/3

6:44 p.m.-9:30 p.m.

Nonstop2h 46m

C$ 227

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sat 28/2

8:30 p.m.-11:22 p.m.

Nonstop2h 52m

Orlando

Tue 10/3

10:50 a.m.-1:34 p.m.

Nonstop2h 44m

C$ 227

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sat 7/3

8:30 p.m.-11:22 p.m.

Nonstop2h 52m

Orlando

Wed 11/3

6:44 p.m.-9:30 p.m.

Nonstop2h 46m

C$ 227

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Wed 4/3

8:30 p.m.-11:22 p.m.

Nonstop2h 52m

Orlando

Fri 6/3

6:44 p.m.-9:30 p.m.

Nonstop2h 46m

C$ 227

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Mon 2/3

8:30 p.m.-11:22 p.m.

Nonstop2h 52m

Orlando

Fri 6/3

6:44 p.m.-9:30 p.m.

Nonstop2h 46m

C$ 227

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 60 results
1
2
3
...
6

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.

What is the cheapest month to book a flight from Westchester County?

Currently, October is the cheapest month in which you can book a flight from Westchester County (average of C$ 124). Flying from Westchester County in April will prove the most costly (average of C$ 255). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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 14 February 2026.

  • 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.

  • What is the cheapest month to fly from Westchester County?

    At the present moment the cheapest month to fly from Westchester County is currently October; with April being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • 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 Vancouver to Kelowna from C$ 69 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.