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C$ 100+ Cheap flights from Westchester County

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. Click the price to replicate the search for this deal.
HPN — MCO
30 Mar — 6 Apr1
1 adult
1 adult, Economy, 0 bags

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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 28 February 2026.

Mon 11/57:30 p.m.
HPN
-
FLL
Nonstop2h 54m
JetBlue
Mon 18/57:00 a.m.
FLL
-
HPN
Nonstop2h 58m
JetBlue
Deal found 26/2C$ 228
Sat 28/38:35 p.m.
HPN
-
MCO
Nonstop2h 49m
JetBlue
Mon 30/37:50 p.m.
MCO
-
HPN
Nonstop2h 45m
JetBlue
Deal found 25/2C$ 228
Sat 9/512:00 p.m.
HPN
-
MCO
1 stop11h 59m
Breeze Airways
Fri 15/51:07 p.m.
MCO
-
HPN
1 stop4h 22m
Breeze Airways
Deal found 25/2C$ 231
Sun 24/512:07 p.m.
HPN
-
MCO
1 stop4h 14m
Breeze Airways
Thu 28/57:10 a.m.
MCO
-
HPN
1 stop4h 17m
Breeze Airways
Deal found 26/2C$ 234
Thu 14/58:05 a.m.
HPN
-
FLL
Nonstop2h 54m
JetBlue
Wed 20/57:00 a.m.
FLL
-
HPN
Nonstop2h 58m
JetBlue
Deal found 26/2C$ 235
Sun 17/59:00 p.m.
HPN
-
MCO
Nonstop2h 41m
JetBlue
Wed 20/58:40 p.m.
MCO
-
HPN
Nonstop2h 50m
JetBlue
Deal found 24/2C$ 235
Wed 6/57:30 p.m.
HPN
-
FLL
Nonstop2h 54m
JetBlue
Wed 13/54:24 p.m.
FLL
-
HPN
Nonstop3h 01m
JetBlue
Deal found 26/2C$ 242
Sun 15/312:08 p.m.
HPN
-
MCO
1 stop4h 21m
Breeze Airways
Wed 18/37:00 a.m.
MCO
-
HPN
1 stop5h 47m
Breeze Airways
Deal found 24/2C$ 247
Wed 6/57:30 p.m.
HPN
-
FLL
Nonstop2h 54m
JetBlue
Mon 11/57:00 a.m.
FLL
-
HPN
Nonstop2h 58m
JetBlue
Deal found 26/2C$ 249
Mon 4/59:00 p.m.
HPN
-
MCO
Nonstop2h 41m
JetBlue
Fri 8/58:40 p.m.
MCO
-
HPN
Nonstop2h 50m
JetBlue
Deal found 26/2C$ 249
Mon 15/66:09 p.m.
HPN
-
MCO
1 stop4h 16m
Breeze Airways
Tue 30/68:00 a.m.
MCO
-
HPN
1 stop4h 33m
Breeze Airways
Deal found 26/2C$ 250
Thu 14/58:05 a.m.
HPN
-
FLL
Nonstop2h 54m
JetBlue
Thu 21/56:02 a.m.
FLL
-
HPN
Nonstop2h 58m
JetBlue
Deal found 26/2C$ 255

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

Fly to

Route

Depart

Return

Price

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Sun 22/3

4:29 p.m.-7:37 p.m.

Nonstop3h 08m

Fort Lauderdale

Thu 26/3

6:30 p.m.-9:31 p.m.

Nonstop3h 01m

C$ 228

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Mon 27/4

10:48 a.m.-1:44 p.m.

Nonstop2h 56m

Fort Lauderdale

Fri 1/5

7:00 a.m.-9:58 a.m.

Nonstop2h 58m

C$ 228

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sun 24/5

12:07 p.m.-4:21 p.m.

1 stop4h 14m

Orlando

Thu 28/5

7:10 a.m.-11:27 a.m.

1 stop4h 17m

C$ 234

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Wed 15/4

5:21 p.m.-11:06 p.m.

1 stop5h 45m

Orlando

Tue 21/4

5:30 a.m.-12:00 p.m.

1 stop6h 30m

C$ 269

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Fri 5/6

6:45 p.m.-9:40 p.m.

Nonstop2h 55m

Fort Lauderdale

Tue 9/6

7:05 a.m.-10:03 a.m.

Nonstop2h 58m

C$ 279

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sat 18/4

5:20 p.m.-12:06 a.m.

1 stop6h 46m

Orlando

Sat 25/4

5:30 a.m.-12:00 p.m.

1 stop6h 30m

C$ 283

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Thu 14/5

10:48 a.m.-1:44 p.m.

Nonstop2h 56m

Fort Lauderdale

Sun 17/5

7:00 a.m.-9:58 a.m.

Nonstop2h 58m

C$ 285

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 31/7

9:30 p.m.-12:12 a.m.

Nonstop2h 42m

Orlando

Mon 3/8

12:07 p.m.-2:55 p.m.

Nonstop2h 48m

C$ 296

White PlainsFort Lauderdale

HPN - FLL

HPNFLL

White Plains Westchester County

Thu 30/4

10:48 a.m.-1:44 p.m.

Nonstop2h 56m

Fort Lauderdale

Sun 3/5

7:00 a.m.-9:58 a.m.

Nonstop2h 58m

C$ 313

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 3/4

9:00 p.m.-11:41 p.m.

Nonstop2h 41m

Orlando

Tue 7/4

8:10 p.m.-10:59 p.m.

Nonstop2h 49m

C$ 325

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/2

Showing 1-10 of 60 resultsSorted by cheapest first
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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.

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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 28 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 Comox from C$ 71 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!

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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!

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