Cheap flights from Westchester County to San Jose

One-way fares from $344 · HPN → SJC · prices found by travellers in the last 48 hours

Cheapest fare
$344

Breeze Airways · Fri, Nov 13

Cheapest month
November

from $344

Direct flights
Not recently

Usually 1+ stop

Quickest trip
8h 49m

4,120 km

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Cheapest month to fly from Westchester County to San Jose

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

  1. November 2026 Cheapest $344

Cheapest dates in November 2026

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

Breeze Airways
Depart19:45 Fri, Nov 13HPN → SFO 8h 49m · 2 stops
$344one way, per person
View deal
See every date in November 2026 →

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About flights from Westchester County to San Jose

Westchester County (HPN) and San Jose (SJC) are about 4,120 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 8h 49m. Over the next few months, one-way fares start from $344, and November 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 San Jose?

The cheapest one-way fare we've seen recently is $344 with Breeze Airways, departing Friday, November 13, 2026.

What is the cheapest month to fly from Westchester County to San Jose?

November 2026 currently has the lowest fares, from $344 one way.

Are there direct flights from Westchester County to San Jose?

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

How long is the flight from Westchester County to San Jose?

The quickest journey we've seen takes about 8h 49m. Westchester County and San Jose are around 4,120 km apart.

Which airlines fly from Westchester County to San Jose?

Recent fares on this route were with Breeze Airways.

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