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Westchester County

$170+ Cheap flights from Madison (MSN) to Westchester County

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — HPN
may. 5 — may. 121
lun. 5/5
lun. 5/12
1 adult, Economy
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Cheap flight deals from Madison to Westchester County

Keep the following information in mind while searching for Madison to Westchester County flight deals. Data was last updated abril 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$329
(American Airlines)

One-way from

$170
(American Airlines)

Popular in

March

Cheapest in

December

Average price

$399
Provider with most accurate pricing for Madison Truax Field-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-New York (NYC) flights.
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From Madison Truax Field to Westchester County
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One-way flight from Madison Truax Field to Westchester County
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Highest demand for flights based on searches. 6% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Madison to Westchester County

Cheapest flights from Madison to Westchester County
Explore the most affordable flight options available from Madison to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 30, 2025.

This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/285:30 amMSN - HPN
1 stop5h 44mDelta
sáb. 5/315:15 pmHPN - MSN
1 stop4h 48mDelta
Deal found 4/29$237
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/101:37 pmMSN - HPN
1 stop7h 23mAmerican Airlines
jue. 7/176:51 pmHPN - MSN
1 stop5h 59mAmerican Airlines
Deal found 4/29$329

Cheapflights Fare Finder

Customize your flight search to find flights from Madison to Westchester County that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 30, 2025.
Use the filters below to find and compare flights from Madison to Westchester County that are best for you.

Fly from

Madison

Fly to

Westchester County

Route

Depart

Return

Price

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

mié. 5/28

5:30 am-12:14 pm

1 stop5h 44m

White Plains Westchester County

sáb. 5/31

5:15 pm-9:03 pm

1 stop4h 48m

$237

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

jue. 7/10

1:37 pm-10:00 pm

1 stop7h 23m

White Plains Westchester County

jue. 7/17

6:51 pm-11:50 pm

1 stop5h 59m

$329

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

lun. 7/14

1:37 pm-10:00 pm

1 stop7h 23m

$170

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

sáb. 5/10

5:05 pm-8:59 pm

3 stops26h 54m

$515

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

mar. 5/13

6:00 am-3:49 pm

2 stops8h 49m

$598

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Best time to book a flight from Madison to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Madison with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Currently, January is the cheapest month in which you can book a flight from Madison to Westchester County (average of $276). Flying from Madison to Westchester County in March is currently the most expensive (average of $339). 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 Westchester County

Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated abril 30, 2025.
See what other customers who have flown with Delta and American Airlines from Madison to Westchester County have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
8.0
Very good
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Madison to Westchester County. 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 from for flights from Madison to Westchester County?

    Madison Truax Field (MSN) is the airport you will fly out of if you book a flight from Madison to Westchester County. It is only a 5.4 mi journey to Truax Field (MSN) from Madison’s city center.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison to Westchester County 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 Madison to Westchester County?

    Currently, January is the cheapest month in which you can book a flight from Madison to Westchester County (average of $276). Flying from Madison to Westchester County in March is currently the most expensive (average of $339). 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.

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Top 2 airlines flying from Madison to Westchester County

Discover the top 2 airlines that operate flights from Madison to Westchester County. 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 abril 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$372FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$498FlexibilityNo cancel feeOn-timeN/A

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