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$159+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MSN
May 28 — Jun 41
Thu 5/28
Thu 6/4
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 April 28, 2026.

This American Airlines deal was found by Cheapflights users on 4/28. 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 8/136:30 am
HPN
-
MSN
1 stop6h 31m
American Airlines
Tue 8/1811:33 am
MSN
-
HPN
1 stop7h 56m
American Airlines
Deal found 4/28$317
This Delta deal was found by Cheapflights users on 4/24. 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 8/136:00 am
HPN
-
MSN
1 stop5h 11m
Delta
Wed 8/199:26 am
MSN
-
HPN
1 stop6h 07m
Delta
Deal found 4/24$348
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Sun 5/176:30 am
HPN
-
MSN
1 stop5h 44m
American Airlines
Sat 5/232:03 pm
MSN
-
HPN
1 stop6h 46m
American Airlines
Deal found 4/27$362
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/108:00 am
HPN
-
MSN
1 stop25h 25m
Breeze Airways
Wed 5/136:05 pm
MSN
-
HPN
2 stops25h 54m
Breeze Airways
Deal found 4/25$368
This American Airlines deal was found by Cheapflights users on 4/28. 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 7/26:20 am
HPN
-
MSN
1 stop7h 05m
American Airlines
Sun 7/57:13 am
MSN
-
HPN
1 stop5h 00m
American Airlines
Deal found 4/28$377
This Delta deal was found by Cheapflights users on 4/24. 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.
Sat 8/156:00 am
HPN
-
MSN
1 stop5h 11m
Delta
Tue 8/255:45 am
MSN
-
HPN
1 stop5h 28m
Delta
Deal found 4/24$382
This American Airlines deal was found by Cheapflights users on 4/25. 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 5/231:43 pm
HPN
-
MSN
2 stops10h 24m
American Airlines
Mon 5/252:40 pm
MSN
-
HPN
1 stop7h 18m
American Airlines
Deal found 4/25$402
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Sun 5/106:30 am
HPN
-
MSN
1 stop5h 44m
American Airlines
Wed 5/1311:44 am
MSN
-
HPN
1 stop7h 43m
American Airlines
Deal found 4/25$405
This Delta deal was found by Cheapflights users on 4/24. 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 8/136:00 am
HPN
-
MSN
1 stop5h 11m
Delta
Sat 8/227:00 am
MSN
-
HPN
1 stop3h 44m
Delta
Deal found 4/24$413
This Delta deal was found by Cheapflights users on 4/24. 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.
Wed 8/125:10 pm
HPN
-
MSN
1 stop4h 30m
Delta
Mon 8/247:00 am
MSN
-
HPN
1 stop3h 44m
Delta
Deal found 4/24$428
This Delta deal was found by Cheapflights users on 4/24. 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 8/175:10 pm
HPN
-
MSN
1 stop4h 30m
Delta
Tue 8/255:45 am
MSN
-
HPN
1 stop5h 28m
Delta
Deal found 4/24$438

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 April 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(Delta)

One-way from

$159
(American Airlines)

Popular in

October

Cheapest in

May

Average price

$468
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. 20% potential increase in price ($116 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($51 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 28, 2026.
Use the filters below to find and compare flights from White Plains to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Wed 8/26

5:29 pm-11:59 pm

1 stop7h 30m

Madison Truax Field

Mon 8/31

3:50 pm-11:29 pm

1 stop6h 39m

$317

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Sat 6/6

3:15 pm-9:27 pm

1 stop7h 12m

Madison Truax Field

Wed 6/10

9:30 am-3:49 pm

1 stop5h 19m

$317

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Thu 8/13

6:00 am-10:11 am

1 stop5h 11m

Madison Truax Field

Tue 8/18

5:45 am-12:13 pm

1 stop5h 28m

$348
Quickest round-trip

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Mon 5/18

6:00 am-10:16 am

1 stop5h 16m

Madison Truax Field

Sun 5/24

7:00 am-11:51 am

1 stop3h 51m

$348

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Thu 7/2

5:26 pm-11:19 pm

1 stop6h 53m

Madison Truax Field

Sun 7/5

7:13 am-1:13 pm

1 stop5h 00m

$442

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Wed 6/10

4:29 pm-10:43 pm

1 stop7h 14m

Madison Truax Field

Sat 6/13

1:46 pm-10:25 pm

1 stop7h 39m

$447

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Sat 10/24

3:15 pm-9:09 pm

1 stop6h 54m

Madison Truax Field

Sun 10/25

6:15 am-4:41 pm

1 stop9h 26m

$472

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Wed 8/12

5:10 pm-8:40 pm

1 stop4h 30m

Madison Truax Field

Thu 8/20

11:11 am-9:53 am

1 stop21h 42m

$501

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 8/14

6:00 am-10:11 am

1 stop5h 11m

Madison Truax Field

Sun 8/23

1:45 pm-12:13 pm

2 stops21h 28m

$517
Cheapest one-way

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Tue 6/2

8:00 am-5:25 pm

3 stops34h 25m

$390

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Showing 1-10 of 13 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on White Plains-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on White Plains-Madison flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 $301). Flying from White Plains to Madison in October is currently the most expensive (average of $1,013). 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.

How much does it cost to fly round-trip from White Plains to Madison?

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 April 28, 2026.
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
7.1
Good
11,674 reviews

Crew

7.9

Entertainment

6.9

Comfort

7.2

Food

6.4

Overall

7.1

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!
American Airlines
7.1
Good
11,674 reviews
American Airlines
7.1
Good
11,674 reviews

Crew

7.9

Entertainment

6.9

Comfort

7.2

Food

6.4

Overall

7.1

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

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 34m. 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 $306, 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 33% 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 $301). Flying from White Plains to Madison in October is currently the most expensive (average of $1,013). 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
Sun Prairie
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 April 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$306Average$472FlexibilityNo cancel feeOn-time71%

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