$453+ 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 12/22. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MSN
Nov 26 — Dec 31
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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Best
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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 October 27, 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 October 27, 2026.
This American Airlines deal was found by Cheapflights users on 10/22. 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 12/225:25 pm -
1 stop5h 20m
Tue 12/295:00 am -
1 stop5h 29m
Deal found 10/22![American Airlines logo]()
$453
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/215:48 pm -
1 stop7h 28m
Sat 11/285:01 am -
1 stop4h 29m
Deal found 10/22![American Airlines logo]()
$475
This Delta deal was found by Cheapflights users on 10/26. 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 12/1412:38 pm -
1 stop6h 17m
Sun 1/177:00 am -
1 stop3h 59m
Deal found 10/26![Delta logo]()
$497
This Delta deal was found by Cheapflights users on 10/26. 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 12/125:15 pm -
1 stop5h 09m
Sun 1/177:00 am -
1 stop3h 59m
Deal found 10/26![Delta logo]()
$502
This Delta deal was found by Cheapflights users on 10/21. 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 10/315:22 pm -
1 stop4h 39m
Wed 11/119:59 am -
1 stop4h 48m
Deal found 10/21![Delta logo]()
$512
This American Airlines deal was found by Cheapflights users on 10/21. 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 10/3111:01 am -
2 stops8h 34m
Sat 11/1411:16 am -
1 stop5h 00m
Deal found 10/21![American Airlines logo]()
$517
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 October 27, 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 October 27, 2026.
This American Airlines deal was found by Cheapflights users on 10/22. 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 12/1511:01 am -
1 stop7h 32m
Sun 12/2012:02 pm -
1 stop5h 17m
Deal found 10/22![American Airlines logo]()
$475
This Delta deal was found by Cheapflights users on 10/26. 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 12/125:15 pm -
1 stop5h 09m
Fri 1/1510:15 am -
1 stop4h 34m
Deal found 10/26![Delta logo]()
$502
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/215:25 pm -
2 stops7h 51m
Sat 11/285:01 am -
1 stop4h 29m
Deal found 10/22![American Airlines logo]()
$480
This American Airlines deal was found by Cheapflights users on 10/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/227:02 am -
1 stop7h 20m
Tue 12/295:00 am -
1 stop5h 29m
Deal found 10/24![American Airlines logo]()
$497
This Delta deal was found by Cheapflights users on 10/26. 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.
Sun 12/133:08 pm -
1 stop20h 11m
Sun 1/179:44 am -
1 stop5h 05m
Deal found 10/26![Delta logo]()
$577
This Delta deal was found by Cheapflights users on 10/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/15:10 pm -
1 stop4h 35m
Mon 4/57:00 am -
1 stop3h 45m
Deal found 10/25![Delta logo]()
$617
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/65:50 pm -
1 stop7h 23m
Mon 11/95:00 am -
1 stop5h 29m
Deal found 10/26![American Airlines logo]()
$591
This Delta deal was found by Cheapflights users on 10/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/75:10 pm -
1 stop4h 35m
Wed 4/219:26 am -
1 stop6h 07m
Deal found 10/25![Delta logo]()
$633
This American Airlines deal was found by Cheapflights users on 10/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:05 am -
1 stop5h 41m
Mon 11/95:00 am -
1 stop5h 29m
Deal found 10/24![American Airlines logo]()
$602
Last-minute flights from White Plains to MadisonDiscover last-minute flight deals from White Plains to Madison. Data last updated October 27, 2026 and is based on user searches.
Discover last-minute flight deals from White Plains to Madison. Data last updated October 27, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/21. 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 10/315:22 pm -
1 stop4h 39m
Sun 11/159:59 am -
1 stop4h 48m
Deal found 10/21![Delta logo]()
$512
This American Airlines deal was found by Cheapflights users on 10/21. 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 10/3111:01 am -
2 stops8h 34m
Sat 11/1411:16 am -
1 stop5h 00m
Deal found 10/21![American Airlines logo]()
$517
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/45:24 pm -
1 stop6h 03m
Mon 11/96:02 am -
1 stop4h 27m
Deal found 10/26![American Airlines logo]()
$526
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/105:24 pm -
2 stops7h 49m
Sat 11/146:02 am -
2 stops7h 42m
Deal found 10/26![American Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/215:48 pm -
1 stop7h 28m
Sat 11/285:01 am -
1 stop4h 29m
Deal found 10/22![American Airlines logo]()
$475
This American Airlines deal was found by Cheapflights users on 10/25. 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.
Wed 11/2511:04 am -
1 stop7h 36m
Sun 11/296:15 am -
1 stop7h 35m
Deal found 10/25![American Airlines logo]()
$580
This American Airlines deal was found by Cheapflights users on 10/25. 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.
Thu 11/2612:09 pm -
1 stop5h 11m
Mon 11/306:03 pm -
1 stop4h 26m
Deal found 10/25![American Airlines logo]()
$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 October 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $453 (American Airlines) |
Popular in | November |
Cheapest in | August |
Average price | $560 |
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 October 27, 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
Tue 12/15
11:01 am-5:33 pm
1 stop7h 32m
Madison Truax Field
Sun 12/20
12:02 pm-6:19 pm
1 stop5h 17m
$475
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Sat 11/21
5:25 pm-12:16 am
2 stops7h 51m
Madison Truax Field
Sat 11/28
5:01 am-10:30 am
1 stop4h 29m
$480
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Tue 12/22
7:02 am-1:22 pm
1 stop7h 20m
Madison Truax Field
Tue 12/29
5:00 am-11:29 am
1 stop5h 29m
$497
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Sat 12/12
5:15 pm-9:24 pm
1 stop5h 09m
Madison Truax Field
Fri 1/15
10:15 am-3:49 pm
1 stop4h 34m
$502
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Sun 12/13
3:08 pm-10:19 am
1 stop20h 11m
Madison Truax Field
Sun 1/17
9:44 am-3:49 pm
1 stop5h 05m
$577
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Fri 11/6
5:50 pm-12:13 am
1 stop7h 23m
Madison Truax Field
Mon 11/9
5:00 am-11:29 am
1 stop5h 29m
$591
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Thu 11/5
6:05 am-10:46 am
1 stop5h 41m
Madison Truax Field
Mon 11/9
5:00 am-11:29 am
1 stop5h 29m
$602
Quickest round-trip
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Thu 4/1
5:10 pm-8:45 pm
1 stop4h 35m
Madison Truax Field
Mon 4/5
7:00 am-11:45 am
1 stop3h 45m
$617
White PlainsMadison
HPN White Plains Westchester County - MSN Madison Truax Field
HPNMSN
White Plains Westchester County
Wed 4/7
5:10 pm-8:45 pm
1 stop4h 35m
Madison Truax Field
Wed 4/21
9:26 am-4:33 pm
1 stop6h 07m
$633
Sorted 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.
Cheapflights Insights
Everything you need to know about your flight 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 October 27, 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.
Comfort
7.1
Food
6.4
Crew
7.9
Overall
7.0
Boarding
7.4
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreHiram K,Sep 2023
JFK - CLT
Comfort
7.1
Food
6.4
Crew
7.9
Overall
7.0
Boarding
7.4
Entertainment
6.8
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
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Complete your 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 October 27, 2026.
White Plains and Madison flights
Browse other White Plains and Madison flight options. Last updated on October 27, 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 October 27, 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 October 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$306 | Average$464 | FlexibilityNo cancel fee | On-time71% |