Cheap flights from Westchester County to Orlando

One-way fares from $119 · HPN → ORL · prices found by travellers in the last 48 hours

Cheapest fare
$119

Breeze Airways · Tue, Dec 1

Cheapest month
December

from $119

Direct flights
Not recently

Usually 1+ stop

Quickest trip
3h 45m

1,550 km

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Cheapest month to fly from Westchester County to Orlando

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $228
  2. December 2026 Cheapest $119

Cheapest dates in December 2026

The lowest fares we've seen for each day, cheapest first.

Breeze Airways
Depart19:45 Tue, Dec 1HPN → MCO 3h 45m · 1 stop
$119one way, per person
View deal
See every date in December 2026 →

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Where to stay, what to do and getting around, from our travel partners.

About flights from Westchester County to Orlando

Westchester County (HPN) and Orlando (ORL) are about 1,550 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 3h 45m. Over the next few months, one-way fares start from $119, and December 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Westchester County to Orlando?

The cheapest one-way fare we've seen recently is $119 with Breeze Airways, departing Tuesday, December 1, 2026. Over the coming months, the lowest fare in each month ranges from $119 to $228.

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

December 2026 currently has the lowest fares, from $119 one way.

Are there direct flights from Westchester County to Orlando?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Westchester County to Orlando?

The quickest journey we've seen takes about 3h 45m. Westchester County and Orlando are around 1,550 km apart.

Which airlines fly from Westchester County to Orlando?

Recent fares on this route were with American Airlines and Breeze Airways.

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