$333+ Cheap flights from White Plains to Madison (HPN - MSN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MSN
Oct 11 — Oct 181
Round-trip
1 adult, Economy
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Find cheap flights from White Plains to Madison with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from White Plains to Madison
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Cheapest flights from White Plains to MadisonExplore 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, 2026.
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, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:25 pm -
1 stop6h 10m
Mon 10/265:00 am -
1 stop5h 29m
Deal found 9/9![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 9/6. 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 10/310:08 am -
2 stops9h 16m
Mon 10/56:11 am -
2 stops7h 35m
Deal found 9/6![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 9/6. 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 9/266:59 am -
1 stop5h 24m
Sun 9/275:00 am -
1 stop5h 29m
Deal found 9/6![American Airlines logo]()
$406
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:23 pm -
1 stop6h 52m
Sun 9/205:00 am -
1 stop5h 29m
Deal found 9/9![American Airlines logo]()
$425
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:23 pm -
1 stop6h 52m
Mon 9/215:00 am -
2 stops8h 52m
Deal found 9/9![American Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 9/7. 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 9/95:20 pm -
1 stop4h 59m
Sat 9/129:32 am -
1 stop5h 13m
Deal found 9/7![Delta logo]()
$445
Best flights from White Plains to MadisonDiscover carefully curated flight deals from White Plains to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
Discover carefully curated flight deals from White Plains to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:39 am -
1 stop6h 15m
Mon 10/196:10 am -
1 stop4h 19m
Deal found 9/9![American Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 9/8. 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 10/145:22 pm -
1 stop4h 39m
Sat 10/179:27 am -
1 stop5h 21m
Deal found 9/8![Delta logo]()
$493
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2211:00 am -
2 stops9h 24m
Tue 12/295:00 am -
1 stop5h 29m
Deal found 9/9![American Airlines logo]()
$392
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.
Fri 10/235:25 pm -
2 stops7h 47m
Mon 10/266:17 pm -
1 stop4h 12m
Deal found 9/10![American Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 9/8. 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 10/145:22 pm -
1 stop4h 39m
Fri 10/163:00 pm -
1 stop24h 42m
Deal found 9/8![Delta logo]()
$542
This American Airlines deal was found by Cheapflights users on 9/6. 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 10/33:29 pm -
1 stop6h 46m
Sun 10/45:00 am -
1 stop5h 29m
Deal found 9/6![American Airlines logo]()
$452
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 10/86:16 am -
1 stop5h 36m
Thu 10/153:28 pm -
2 stops7h 01m
Deal found 9/10![American Airlines logo]()
$516
Last-minute flights from White Plains to MadisonDiscover last-minute flight deals from White Plains to Madison. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from White Plains to Madison. Data last updated September 11, 2026 and is based on user searches.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:23 pm -
1 stop6h 52m
Sun 9/205:00 am -
1 stop5h 29m
Deal found 9/9![American Airlines logo]()
$425
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:23 pm -
1 stop6h 52m
Mon 9/215:00 am -
2 stops8h 52m
Deal found 9/9![American Airlines logo]()
$430
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.
Fri 9/255:36 pm -
1 stop7h 41m
Sun 9/275:00 am -
1 stop5h 29m
Deal found 9/10![American Airlines logo]()
$445
This American Airlines deal was found by Cheapflights users on 9/6. 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 9/266:59 am -
1 stop5h 24m
Sun 9/275:00 am -
1 stop5h 29m
Deal found 9/6![American Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 9/6. 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 9/266:59 am -
2 stops8h 56m
Mon 9/283:25 pm -
1 stop6h 34m
Deal found 9/6![American Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 9/6. 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 10/310:08 am -
2 stops9h 16m
Mon 10/56:11 am -
2 stops7h 35m
Deal found 9/6![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 9/6. 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 10/235:54 pm -
1 stop7h 18m
Mon 10/265:00 am -
1 stop5h 29m
Deal found 9/6![American Airlines logo]()
$387
One-way flights from White Plains to MadisonSearch for one-way flight options from White Plains to Madison. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
Search for one-way flight options from White Plains to Madison. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/6. 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 2/1812:19 pm -
1 stop7h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![American Airlines logo]()
$333
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:45 pm -
2 stops39h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$335
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.
Sun 10/47:55 am -
1 stop5h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$363
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:45 pm -
2 stops22h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$420
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:00 am -
1 stop7h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$450
This American Airlines deal was found by Cheapflights users on 9/6. 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 11/296:56 pm -
1 stop6h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![American Airlines logo]()
$731
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Thu 2/187:45 pm -
3 stops39h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$1,002
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 September 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $387 (American Airlines) |
One-way from | $333 (American Airlines) |
Popular in | October |
Cheapest in | August |
Average price | $383 |
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 7,457,451 searches. Data last updated September 11, 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
Cheapest round-trip
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Thu 2/18
3:08 pm-10:46 pm
2 stops8h 38m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$338
Quickest round-trip
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Sun 10/4
7:55 am-12:10 pm
1 stop5h 15m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$363
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Wed 10/14
6:39 am-11:54 am
1 stop6h 15m
Madison Truax Field
Mon 10/19
6:10 am-11:29 am
1 stop4h 19m
$387
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Tue 12/22
11:00 am-7:24 pm
2 stops9h 24m
Madison Truax Field
Tue 12/29
5:00 am-11:29 am
1 stop5h 29m
$392
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Fri 10/23
5:25 pm-12:12 am
2 stops7h 47m
Madison Truax Field
Mon 10/26
6:17 pm-11:29 pm
1 stop4h 12m
$412
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Thu 9/17
6:00 am-12:26 pm
1 stop7h 26m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$450
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Sat 10/3
3:29 pm-9:15 pm
1 stop6h 46m
Madison Truax Field
Sun 10/4
5:00 am-11:29 am
1 stop5h 29m
$452
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Wed 10/14
5:22 pm-9:01 pm
1 stop4h 39m
Madison Truax Field
Sat 10/17
9:27 am-3:48 pm
1 stop5h 21m
$493
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Thu 10/8
6:16 am-10:52 am
1 stop5h 36m
Madison Truax Field
Thu 10/15
3:28 pm-11:29 pm
2 stops7h 01m
$516
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Wed 10/14
5:22 pm-9:01 pm
1 stop4h 39m
Madison Truax Field
Fri 10/16
3:00 pm-4:42 pm
1 stop24h 42m
$542
Showing 1-10 of 11 resultsSorted by cheapest first
- 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.
HPN-MSN
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.
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, 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.
Boarding
7.5
Food
6.4
Entertainment
6.8
Overall
7.1
Comfort
7.2
Crew
7.9
Reviews
1 / 20
2.0
MediocreHiram K,Sep 2023
JFK - CLT
Boarding
7.5
Food
6.4
Entertainment
6.8
Overall
7.1
Comfort
7.2
Crew
7.9
Reviews
1 / 20
2.0
MediocreHiram K,Sep 2023
JFK - CLT
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.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Other flights to Madison
Explore flights to Madison departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 11, 2026.
White Plains and Madison flights
Browse other White Plains and Madison flight options. Last updated on September 11, 2026.
Other flights from White Plains
Browse through other flights departing from White Plains. Flights are based on user searches made on Cheapflights and were last updated on September 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$306 | Average$446 | FlexibilityNo cancel fee | On-time71% |