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Westchester County

$160+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — HPN
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$319
(Delta)

One-way from

$160
(Delta)

Popular in

March

Cheapest in

November

Average price

$387
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. 8% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Delta deal was found by Cheapflights users on 7/3. 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.
Tue 9/95:40 amMSN - HPN
1 stop5h 20mDelta
Tue 9/1612:42 pmHPN - MSN
1 stop4h 27mDelta
Deal found 7/3$319
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 11/14:33 pmMSN - HPN
1 stop4h 26mAmerican Airlines
Sun 11/25:21 amHPN - MSN
1 stop4h 57mAmerican Airlines
Deal found 7/2$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 July 3, 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

Tue 9/9

5:40 am-12:00 pm

1 stop5h 20m

White Plains Westchester County

Tue 9/16

12:42 pm-4:09 pm

1 stop4h 27m

$319

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

Sat 11/1

4:33 pm-9:59 pm

1 stop4h 26m

White Plains Westchester County

Sun 11/2

5:21 am-9:18 am

1 stop4h 57m

$329

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

Tue 8/26

7:00 am-11:57 am

1 stop3h 57m

$160

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

Mon 8/4

5:30 am-11:29 am

1 stop4h 59m

$204

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

Wed 7/9

10:19 am-11:25 am

2 stops24h 06m

$358

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

Wed 7/9

6:25 pm-8:59 pm

3 stops25h 34m

$554

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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 July 3, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Delta, and American Airlines from Madison to Westchester County to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
183 reviews

Boarding

8.3

Crew

8.8

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Boarding

8.3

Crew

8.8

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,982 reviews
Breeze Airways
8.1
Very good
183 reviews

Boarding

8.3

Crew

8.8

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
183 reviews

Boarding

8.3

Crew

8.8

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • What are the cheapest airlines to fly from Madison to Westchester County one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $160. Users have also found prices from $204 and $358 on American Airlines and Breeze Airways, respectively.

  • 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$498FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$377FlexibilityNo cancel feeOn-time71%

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