Cheap flights from Madison (MSN) to Westchester County

MSN — HPN
Sep 27 — Oct 41

How far in advance should I book a flight from Madison to Westchester County?

Travelers have found it’s best to book a flight 58 days in advance to save up to 43% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 58 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Madison to Westchester County 1-2 weeks in advance for as low as $433, or $539 for flights within the next 24 hours.

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

Flights from Madison to Westchester County lean towards being more expensive in November. Prices are generally better when you fly from Madison to Westchester County in January, with the cheapest ticket starting at $239.

When is the cheapest time to fly from Madison to Westchester County (MSN - REU)?

When flying from Madison to Westchester County, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Madison to Westchester County in September, October 2022

The best prices found for MSN to Westchester County flights for September, October
Oct 28 - Oct 29
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

4h 44m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

4h 28m
$356

American Airlines

Pick Dates

Deal found 9/21/22

Oct 26 - Oct 26
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

4h 44m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

5h 43m
$416

American Airlines

Pick Dates

Deal found 9/20/22

Oct 26 - Oct 26
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

4h 44m
HPN

White Plains Westchester County

MSN

Madison Truax Field

2 stops

8h 42m
$436

American Airlines

Pick Dates

Deal found 9/20/22

Madison to Westchester County 2022 flight deals

Cheap flights to Westchester County from Madison found for this year
Dec 1 - Dec 4
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

5h 11m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

5h 44m
$353

American Airlines

Pick Dates

Deal found 9/21/22

Nov 4 - Nov 5
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

5h 04m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

6h 51m
$354

American Airlines

Pick Dates

Deal found 9/22/22

Oct 28 - Oct 29
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

4h 44m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

4h 28m
$356

American Airlines

Pick Dates

Deal found 9/21/22

Cheap American Airlines flights from Madison to Westchester County

Dec 1 - Dec 4
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

5h 11m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

5h 44m
$353

American Airlines

Pick Dates

Deal found 9/21/22

Nov 4 - Nov 5
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

5h 04m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

6h 51m
$354

American Airlines

Pick Dates

Deal found 9/22/22

Oct 28 - Oct 29
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

4h 44m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

4h 28m
$356

American Airlines

Pick Dates

Deal found 9/21/22

Cheap United Airlines flights from Madison to Westchester County

Dec 23 - Jan 21
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

27h 16m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

4h 37m
$429

United Airlines

Pick Dates

Deal found 9/20/22

Nov 18 - Nov 20
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

8h 29m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

5h 06m
$445

United Airlines

Pick Dates

Deal found 9/21/22

Nov 9 - Nov 13
MSN

Madison Truax Field

HPN

White Plains Westchester County

2 stops

25h 25m
HPN

White Plains Westchester County

MSN

Madison Truax Field

1 stop

4h 18m
$449

United Airlines

Pick Dates

Deal found 9/20/22

One-way flights to Westchester County from Madison

The cheapest one-way flights from Madison to Westchester County
Oct 30
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

4h 44m
$259

American Airlines

Pick Dates

Deal found 9/21/22

Oct 24
MSN

Madison Truax Field

HPN

White Plains Westchester County

1 stop

3h 29m
$289

Delta

Pick Dates

Deal found 9/21/22

Oct 24
MSN

Madison Truax Field

HPN

White Plains Westchester County

2 stops

24h 29m
$378

American Airlines

Pick Dates

Deal found 9/21/22

Related info for your journey

Useful info, stats and facts about Madison to Westchester County flights.

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.

Which airlines flying from Madison Truax Field to Westchester County have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like Delta, American Airlines, and United Airlines flying from Madison Truax Field to Westchester County have implemented new flexible cancellation policies.

Can I find flights from Madison to Westchester County for under $400 on Cheapflights?

Yes, there are multiple flights from Madison to Westchester County for under $400. The cheapest flight booked recently is on American Airlines for just $353, but on average you can expect to pay $431.

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

For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $259. Users have also found prices from $289 and $443 on Delta and United Airlines, respectively.

What are the most popular airlines that fly from Madison to Westchester County?

American Airlines, Delta and United Airlines are the most popular airlines when flying from Madison to Westchester County.

What are the cheapest flights from Madison to Westchester County?

Looking at all options, your cheapest flight can be booked for $205. While the most popular route (Madison Truax Field - White Plains Westchester County) can be booked for $356 on average our data indicates $249 when flying from Madison to Westchester County.

Alternative routes for Madison to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Madison to Westchester County

The chart below displays the airlines Cheapflights users traveling from Madison to Westchester County choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
United AirlinesCheapest$145Average$352FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$205Average$388FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapest$261Average$375FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights