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Madison

$154+ Cheap flights from White Plains to Madison (HPN - MSN)

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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MSN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from White Plains to Madison

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$355
(American Airlines)

One-way from

$154
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$317
From White Plains Westchester County to Madison Truax Field
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One-way flight from White Plains Westchester County to Madison Truax Field
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Highest demand for flights based on searches. 5% 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 September 2025
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Find flight deals from White Plains to Madison

Cheapest flights from White Plains to Madison
Explore the most affordable flight options available from White Plains to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 10/245:57 pmHPN - MSN
1 stop6h 39mAmerican Airlines
Sun 10/266:00 amMSN - HPN
1 stop4h 29mAmerican Airlines
Deal found 9/11$355
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 9/256:00 amHPN - MSN
1 stop4h 59mAmerican Airlines
Mon 9/292:54 pmMSN - HPN
1 stop6h 05mAmerican Airlines
Deal found 9/10$365
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 10/166:00 amHPN - MSN
1 stop5h 15mAmerican Airlines
Sun 10/196:00 amMSN - HPN
1 stop4h 29mAmerican Airlines
Deal found 9/10$512
This Delta deal was found by Cheapflights users on 9/9. 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.
Thu 9/186:00 amHPN - MSN
1 stop4h 58mDelta
Sun 9/215:40 amMSN - HPN
1 stop5h 20mDelta
Deal found 9/9$528
This Delta deal was found by Cheapflights users on 9/10. 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.
Fri 9/196:00 amHPN - MSN
1 stop4h 58mDelta
Mon 9/225:40 amMSN - HPN
1 stop5h 20mDelta
Deal found 9/10$537
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 10/176:59 pmHPN - MSN
1 stop5h 52mAmerican Airlines
Sun 10/198:25 pmMSN - HPN
1 stop14h 04mAmerican Airlines
Deal found 9/11$557
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Thu 10/96:00 amHPN - MSN
1 stop5h 15mAmerican Airlines
Mon 10/138:25 pmMSN - HPN
1 stop14h 04mAmerican Airlines
Deal found 9/11$574
This Delta deal was found by Cheapflights users on 9/10. 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.
Fri 9/126:00 amHPN - MSN
1 stop4h 54mDelta
Sat 9/135:40 amMSN - HPN
1 stop5h 20mDelta
Deal found 9/10$592
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Thu 9/186:00 amHPN - MSN
1 stop4h 59mAmerican Airlines
Sun 9/215:00 amMSN - HPN
1 stop5h 29mAmerican Airlines
Deal found 9/11$626
This Delta deal was found by Cheapflights users on 9/10. 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.
Thu 9/116:40 pmHPN - MSN
1 stop5h 19mDelta
Fri 9/127:00 amMSN - HPN
1 stop3h 59mDelta
Deal found 9/10$627
This Delta deal was found by Cheapflights users on 9/11. 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.
Fri 9/196:00 amHPN - MSN
1 stop4h 58mDelta
Sun 9/215:40 amMSN - HPN
1 stop5h 20mDelta
Deal found 9/11$659

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains to Madison 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 September 11, 2025.
Use the filters below to find and compare flights from White Plains to Madison that are best for you.

Fly from

White Plains

Fly to

Madison

Route

Depart

Return

Price

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 10/24

5:57 pm-11:36 pm

1 stop6h 39m

Madison Truax Field

Sun 10/26

6:00 am-11:29 am

1 stop4h 29m

$355

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Thu 9/25

6:00 am-9:59 am

1 stop4h 59m

Madison Truax Field

Mon 9/29

2:54 pm-9:59 pm

1 stop6h 05m

$365

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Thu 10/16

6:00 am-10:15 am

1 stop5h 15m

Madison Truax Field

Sun 10/19

6:00 am-11:29 am

1 stop4h 29m

$512

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 10/17

6:59 pm-11:51 pm

1 stop5h 52m

Madison Truax Field

Sun 10/19

6:00 am-11:29 am

1 stop4h 29m

$512

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Thu 10/9

6:00 am-10:15 am

1 stop5h 15m

Madison Truax Field

Mon 10/13

8:25 pm-11:29 am

1 stop14h 04m

$574

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Mon 12/22

3:15 pm-10:09 pm

1 stop7h 54m

Madison Truax Field

Sun 12/28

7:00 am-11:59 am

1 stop3h 59m

$792

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 10/24

5:20 pm-10:29 pm

2 stops6h 09m

Madison Truax Field

Sun 10/26

9:34 am-4:38 pm

1 stop6h 04m

$1,097

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Sun 10/12

6:00 am-10:15 am

1 stop5h 15m

$154

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Sat 10/11

4:29 pm-10:45 pm

1 stop7h 16m

$154

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 2/13

3:15 pm-10:08 pm

1 stop7h 53m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 13 results
1
2

Best time to book a flight from White Plains to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from White Plains 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 White Plains to Madison

What is the cheapest month to book a flight from White Plains to Madison?

Currently, January is the cheapest month in which you can book a flight from White Plains to Madison (average of $338). Flying from White Plains to Madison in March is currently the most expensive (average of $422). 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 September 11, 2025.
Read through reviews of airlines operating flights from White Plains to Madison, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

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

  • How long is the flight from White Plains to Madison?

    Departing from White Plains to Madison will take you 6h 39m. Airlines will cover a distance of 812 mi.

  • What is the cheapest airline to fly from White Plains to Madison round-trip?

    Currently priced at $328, American Airlines will fly you from White Plains to Madison and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. American Airlines is currently priced 31% below the average price you’ll pay for this route.

  • Can I find deals for flights from White Plains to Madison that include hotel bookings?

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

  • How can I find direct flights from White Plains to Madison?

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

  • Can I find deals for business class flights from White Plains to Madison?

    Yes. Cheapflights offers flight deals from White Plains 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 White Plains to Madison?

    Currently, January is the cheapest month in which you can book a flight from White Plains to Madison (average of $338). Flying from White Plains to Madison in March is currently the most expensive (average of $422). 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
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for White Plains to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from White Plains to Madison

Discover the top airline that operate flights from White Plains 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$328Average$475FlexibilityNo cancel feeOn-time71%

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