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Madison

$275+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MSN
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
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 February 13, 2026.

This American Airlines deal was found by Cheapflights users on 2/9. 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.
Wed 3/116:54 pm
HPN
-
MSN
1 stop5h 41m
American Airlines
Sun 3/155:00 am
MSN
-
HPN
1 stop5h 29m
American Airlines
Deal found 2/9$315
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Wed 2/256:30 am
HPN
-
MSN
1 stop4h 31m
American Airlines
Sun 3/16:01 am
MSN
-
HPN
1 stop7h 29m
American Airlines
Deal found 2/10$355
This American Airlines deal was found by Cheapflights users on 2/12. 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 2/276:30 am
HPN
-
MSN
1 stop4h 31m
American Airlines
Tue 3/39:41 am
MSN
-
HPN
1 stop5h 18m
American Airlines
Deal found 2/12$365
This American Airlines deal was found by Cheapflights users on 2/12. 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 2/196:30 am
HPN
-
MSN
1 stop4h 31m
American Airlines
Sun 2/226:01 am
MSN
-
HPN
1 stop7h 29m
American Airlines
Deal found 2/12$415
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 6/196:30 am
HPN
-
MSN
1 stop7h 25m
American Airlines
Mon 6/224:34 pm
MSN
-
HPN
1 stop5h 52m
American Airlines
Deal found 2/10$455
This Delta deal was found by Cheapflights users on 2/11. 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.
Sat 2/1412:36 pm
HPN
-
MSN
1 stop5h 28m
Delta
Wed 2/1810:59 am
MSN
-
HPN
1 stop4h 33m
Delta
Deal found 2/11$470
This Delta deal was found by Cheapflights users on 2/11. 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.
Tue 4/75:17 pm
HPN
-
MSN
1 stop4h 49m
Delta
Wed 4/87:00 am
MSN
-
HPN
1 stop3h 53m
Delta
Deal found 2/11$475
This American Airlines deal was found by Cheapflights users on 2/12. 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 2/195:29 pm
HPN
-
MSN
1 stop6h 57m
American Airlines
Sat 2/215:00 am
MSN
-
HPN
1 stop5h 29m
American Airlines
Deal found 2/12$480
This American Airlines deal was found by Cheapflights users on 2/9. 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 5/1411:00 am
HPN
-
MSN
1 stop5h 42m
American Airlines
Sun 5/1710:19 am
MSN
-
HPN
1 stop6h 07m
American Airlines
Deal found 2/9$486
This Delta deal was found by Cheapflights users on 2/11. 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.
Wed 2/1112:38 pm
HPN
-
MSN
1 stop4h 06m
Delta
Wed 2/257:00 am
MSN
-
HPN
1 stop3h 56m
Delta
Deal found 2/11$495
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 5/87:49 am
HPN
-
MSN
1 stop5h 41m
American Airlines
Sun 5/108:24 pm
MSN
-
HPN
1 stop14h 03m
American Airlines
Deal found 2/10$497

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 February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$315
(American Airlines)

One-way from

$275
(Delta)

Popular in

October

Cheapest in

February

Average price

$307
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 ($72 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($47 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 13, 2026.
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

Wed 3/11

6:54 pm-11:35 pm

1 stop5h 41m

Madison Truax Field

Sun 3/15

5:00 am-11:29 am

1 stop5h 29m

$315

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 4/17

5:59 pm-11:35 pm

1 stop6h 36m

Madison Truax Field

Sun 4/19

6:01 am-2:31 pm

1 stop7h 30m

$315

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Wed 2/25

6:30 am-10:01 am

1 stop4h 31m

Madison Truax Field

Sun 3/1

6:01 am-2:30 pm

1 stop7h 29m

$355

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 2/27

6:30 am-10:01 am

1 stop4h 31m

Madison Truax Field

Tue 3/3

9:41 am-3:59 pm

1 stop5h 18m

$365

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Tue 4/7

5:17 pm-9:06 pm

1 stop4h 49m

Madison Truax Field

Wed 4/8

7:00 am-11:53 am

1 stop3h 53m

$475

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Thu 5/14

11:00 am-3:42 pm

1 stop5h 42m

Madison Truax Field

Sun 5/17

10:19 am-5:26 pm

1 stop6h 07m

$486

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 5/8

7:49 am-12:30 pm

1 stop5h 41m

Madison Truax Field

Sun 5/10

8:24 pm-11:27 am

1 stop14h 03m

$497

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Thu 5/7

5:59 pm-8:45 am

1 stop15h 46m

Madison Truax Field

Mon 5/11

9:18 am-5:26 pm

1 stop7h 08m

$588

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Fri 6/19

6:09 pm-7:15 pm

2 stops26h 06m

Madison Truax Field

Mon 6/22

6:50 pm-12:33 pm

1 stop16h 43m

$642

White PlainsMadison

HPN - MSN

HPNMSN

White Plains Westchester County

Wed 6/17

6:00 am-10:13 am

1 stop5h 13m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 12 results
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 $55). Flying from White Plains to Madison in April is currently the most expensive (average of $231). 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 February 13, 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
7.2
Good
11,275 reviews

Crew

8.0

Boarding

7.5

Food

6.4

Comfort

7.2

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,275 reviews
American Airlines
7.2
Good
11,275 reviews

Crew

8.0

Boarding

7.5

Food

6.4

Comfort

7.2

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 49m. 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 $307, 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 38% 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 $231). 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 February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$502FlexibilityNo cancel feeOn-time71%

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