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Cheap flights from Westchester County to Madison (MSN)

HPN — MSN
Aug 10 — Aug 171
Mon 8/10
Mon 8/17
1 adult, Economy
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Find flight deals from Westchester County to Madison

Keep the following information in mind while searching for Westchester County to Madison flight deals. Data was last updated July 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(American Airlines)

One-way from

$221
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$470
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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From Westchester County to Madison Truax Field
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One-way flight from Westchester County to Madison Truax Field
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Highest demand for flights based on searches. 8% potential increase in price ($41 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 July 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, May is the cheapest month in which you can book a flight from Westchester County to Madison (average of $153). Flying from Westchester County to Madison in June is currently the most expensive (average of $559). 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 insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated July 11, 2026.
Get a feel of what it's like to fly with Delta and 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.
Delta
7.8
Good
8,457 reviews

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.8

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
Delta
7.8
Good
8,457 reviews
Delta
7.8
Good
8,457 reviews

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.8

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
American Airlines
7.1
Good
11,806 reviews
Delta
7.8
Good
8,457 reviews

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.8

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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.

  • How long is the flight from Westchester County to Madison?

    Airlines like American Airlines fly from Westchester County to Madison in about 6h 38m. The time it takes to get you to your destination can typically vary by up to . The distance between Westchester County and Madison is about 812 mi.

  • 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, May is the cheapest month in which you can book a flight from Westchester County to Madison (average of $153). Flying from Westchester County to Madison in June is currently the most expensive (average of $559). 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
Baraboo
Fitchburg

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Top 2 airlines flying from Westchester County to Madison

Discover the top 2 airlines that operate flights from Westchester County to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$153Average$383FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$306Average$466FlexibilityNo cancel feeOn-time71%

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