Cheap flights from Westchester County to Madison

One-way fares from $192 · HPN → MSN · prices found by travellers in the last 48 hours

Compare all dates Madison → Westchester County
Cheapest fare
$192

American Airlines · Tue, Nov 24

Cheapest month
November

from $192

Direct flights
Not recently

Usually 1+ stop

Quickest trip
4h 18m

1,310 km

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Cheapest month to fly from Westchester County to Madison

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

  1. November 2026 Cheapest $192

Cheapest dates in November 2026

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

American Airlines
Depart06:15 Tue, Nov 24HPN → MSN 4h 18m · 1 stop
$192one way, per person
View deal
See every date in November 2026 →

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Getting around

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About flights from Westchester County to Madison

Westchester County (HPN) and Madison (MSN) are about 1,310 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 4h 18m. Over the next few months, one-way fares start from $192, 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 Madison?

The cheapest one-way fare we've seen recently is $192 with American Airlines, departing Tuesday, November 24, 2026.

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

November 2026 currently has the lowest fares, from $192 one way.

Are there direct flights from Westchester County to Madison?

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

How long is the flight from Westchester County to Madison?

The quickest journey we've seen takes about 4h 18m. Westchester County and Madison are around 1,310 km apart.

Which airlines fly from Westchester County to Madison?

Recent fares on this route were with American Airlines.

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