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Madison

Cheap flights from Westchester County to Madison (MSN)

HPN — MSN
Dec 3 — Dec 101
Thu 12/3
Thu 12/10
1 adult, Economy
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Find flight deals from Westchester County to Madison

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

October

Cheapest in

February

Average price

$430
Provider with most accurate pricing for New York (NYC)-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Madison Truax Field flights.
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Highest demand for flights based on searches. 1% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in November 2026
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Cheapflights Insights

Everything you need to know about your flight from Westchester County to Madison

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

Currently, August is the cheapest month in which you can book a flight from Westchester County to Madison (average of $306). Flying from Westchester County to Madison in November is currently the most expensive (average of $580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Madison

Get a feel of what it's like to fly with American Airlines from Westchester County to Madison by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.0
Good
12,230 reviews

Crew

7.9

Boarding

7.4

Entertainment

6.8

Food

6.4

Overall

7.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Hiram K,Sep 2023

JFK - CLT

Worst Airlines - services suck. Stuck at JFK whole night with 2 small kids - they didnt care even infant baby. Never ever fly American Airlines again - Peace !!
American Airlines
7.0
Good
12,230 reviews
American Airlines
7.0
Good
12,230 reviews

Crew

7.9

Boarding

7.4

Entertainment

6.8

Food

6.4

Overall

7.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Hiram K,Sep 2023

JFK - CLT

Worst Airlines - services suck. Stuck at JFK whole night with 2 small kids - they didnt care even infant baby. Never ever fly American Airlines again - Peace !!

Related info for your journey

  • What airport do you fly into for flights to Madison from Westchester County?

    For a flight from Westchester County to Madison, you will be flying into Truax Field. Madison Truax Field (MSN) is just 5.4 mi from the center of the city.

  • Can I find deals for flights from Westchester County to Madison that include hotel bookings?

    Yes. In addition to deals on Westchester County to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Madison.

  • Can I find deals for business class flights from Westchester County to Madison?

    Yes. Cheapflights offers flight deals from Westchester County to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, August is the cheapest month in which you can book a flight from Westchester County to Madison (average of $306). Flying from Westchester County to Madison in November is currently the most expensive (average of $580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Sun Prairie
Middleton
Fitchburg

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Top airline flying from Westchester County to Madison

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$306Average$464FlexibilityNo cancel feeOn-time71%

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