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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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MSN
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This Delta deal was found by Cheapflights users on 12/10. 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.
Mon 12/1510:29 amHPN - MSN
1 stop6h 52mDelta
Thu 12/189:40 amMSN - HPN
1 stop5h 09mDelta
Deal found 12/10$500
This Delta deal was found by Cheapflights users on 12/10. 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 12/126:10 amHPN - MSN
1 stop5h 49mDelta
Sun 12/1411:44 amMSN - HPN
1 stop5h 16mDelta
Deal found 12/10$517
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/127:00 amHPN - MSN
1 stop7h 09mAmerican Airlines
Mon 12/155:00 amMSN - HPN
1 stop5h 29mAmerican Airlines
Deal found 12/11$602
This Delta deal was found by Cheapflights users on 12/9. 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 12/256:03 amHPN - MSN
1 stop7h 29mDelta
Mon 12/2910:50 amMSN - HPN
1 stop4h 46mDelta
Deal found 12/9$662
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Mon 12/157:30 amHPN - MSN
1 stop5h 18mAmerican Airlines
Thu 12/1811:23 amMSN - HPN
2 stops9h 36mAmerican Airlines
Deal found 12/10$757
This American Airlines deal was found by Cheapflights users on 12/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:04 amHPN - MSN
2 stops12h 20mAmerican Airlines
Mon 12/2910:00 amMSN - HPN
1 stop4h 59mAmerican Airlines
Deal found 12/9$863
This Delta deal was found by Cheapflights users on 12/11. 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.
Mon 12/224:29 pmHPN - MSN
1 stop5h 52mDelta
Sun 12/287:00 amMSN - HPN
1 stop3h 59mDelta
Deal found 12/11$1,069
This Delta deal was found by Cheapflights users on 12/11. 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.
Mon 12/224:29 pmHPN - MSN
1 stop5h 52mDelta
Sat 12/2710:50 amMSN - HPN
1 stop4h 46mDelta
Deal found 12/11$1,399

Find 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$307
(Delta)

One-way from

$154
(Delta)

Popular in

October

Cheapest in

November

Average price

$331
Provider with most accurate pricing for White Plains Westchester County-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for White Plains Westchester County-Madison Truax Field flights.
Search Deals
From White Plains Westchester County to Madison Truax Field
Search Deals
One-way flight from White Plains Westchester County to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($51 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 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

Thu 2/12

6:00 am-10:33 am

1 stop5h 33m

Madison Truax Field

Sun 2/15

10:59 am-4:32 pm

1 stop4h 33m

$307

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Mon 1/12

6:30 am-10:11 am

1 stop4h 41m

Madison Truax Field

Fri 1/16

6:00 am-11:28 am

1 stop4h 28m

$307

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 2/20

10:05 am-4:46 pm

1 stop7h 41m

Madison Truax Field

Mon 2/23

2:55 pm-9:59 pm

1 stop6h 04m

$307

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 1/16

5:15 pm-10:40 pm

1 stop6h 25m

Madison Truax Field

Sun 1/18

5:22 pm-11:01 pm

1 stop4h 39m

$307

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Thu 5/7

3:09 pm-9:13 pm

1 stop7h 04m

Madison Truax Field

Mon 5/11

6:27 am-2:30 pm

1 stop7h 03m

$576

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Thu 12/25

6:03 am-12:32 pm

1 stop7h 29m

Madison Truax Field

Mon 12/29

10:50 am-4:36 pm

1 stop4h 46m

$662

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Thu 12/25

11:04 am-10:24 pm

2 stops12h 20m

Madison Truax Field

Mon 12/29

10:00 am-3:59 pm

1 stop4h 59m

$863

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Mon 1/12

5:12 pm-8:54 pm

1 stop4h 42m

$154

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Mon 1/12

12:08 pm-9:08 am

3 stops46h 00m

$225

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Mon 1/12

10:00 am-4:52 pm

2 stops7h 52m

$686

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Compare providers for flights from White Plains to Madison

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from White Plains to Madison in December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on White Plains-Madison flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on White Plains-Madison flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from White Plains-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on White Plains-Madison flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for White Plains-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, May is the cheapest month in which you can book a flight from White Plains to Madison (average of $55). Flying from White Plains to Madison in April is currently the most expensive (average of $236). 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 December 12, 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
11,050 reviews

Food

6.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Overall

7.2

Boarding

7.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Food

6.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Overall

7.2

Boarding

7.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 4h 41m. Airlines will cover a distance of 812 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 34% 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, May is the cheapest month in which you can book a flight from White Plains to Madison (average of $55). Flying from White Plains to Madison in April is currently the most expensive (average of $236). 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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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$328Average$490FlexibilityNo cancel feeOn-time71%

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