$158+ Cheap flights from Madison (MSN) to Westchester County
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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — HPN
Mar 4 — Mar 111
1 adult, Economy
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Find cheap flights from Madison to Westchester County with Cheapflights
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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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Cheapest flights from Madison to Westchester CountyExplore the most affordable flight options available from Madison to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
Explore the most affordable flight options available from Madison to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
This Delta deal was found by Cheapflights users on 1/30. 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 2/127:00 am
MSN
- HPN
1 stop3h 56m
Delta
Sun 2/156:43 pm
HPN
- MSN
1 stop16h 40m
Delta
Deal found 1/30![Delta logo]()
$617
This Delta deal was found by Cheapflights users on 1/30. 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 2/125:38 am
MSN
- HPN
1 stop5h 28m
Delta
Fri 2/135:12 pm
HPN
- MSN
1 stop16h 50m
Delta
Deal found 1/30![Delta logo]()
$637
This Delta deal was found by Cheapflights users on 2/1. 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 4/109:31 am
MSN
- HPN
1 stop5h 17m
Delta
Sun 4/126:00 am
HPN
- MSN
1 stop5h 31m
Delta
Deal found 2/1![Delta logo]()
$684
This Delta deal was found by Cheapflights users on 1/30. 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 2/127:00 am
MSN
- HPN
1 stop3h 56m
Delta
Sat 2/146:00 am
HPN
- MSN
1 stop7h 14m
Delta
Deal found 1/30![Delta logo]()
$718
This Delta deal was found by Cheapflights users on 2/1. 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 2/217:00 am
MSN
- HPN
1 stop3h 56m
Delta
Fri 2/275:12 pm
HPN
- MSN
1 stop16h 50m
Delta
Deal found 2/1![Delta logo]()
$795
This Delta deal was found by Cheapflights users on 2/1. 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 2/217:00 am
MSN
- HPN
1 stop3h 56m
Delta
Thu 2/2612:36 pm
HPN
- MSN
1 stop21h 26m
Delta
Deal found 2/1![Delta logo]()
$855
This Delta deal was found by Cheapflights users on 2/1. 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 2/2210:59 am
MSN
- HPN
1 stop4h 33m
Delta
Fri 2/275:12 pm
HPN
- MSN
1 stop16h 50m
Delta
Deal found 2/1![Delta logo]()
$1,167
This Delta deal was found by Cheapflights users on 2/1. 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 2/225:38 am
MSN
- HPN
1 stop7h 50m
Delta
Thu 2/264:29 pm
HPN
- MSN
1 stop6h 55m
Delta
Deal found 2/1![Delta logo]()
$1,379
Best flights from Madison to Westchester CountyDiscover carefully curated flight deals from Madison to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
Discover carefully curated flight deals from Madison to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
This Delta deal was found by Cheapflights users on 1/30. 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 2/127:00 am
MSN
- HPN
1 stop3h 56m
Delta
Sun 2/156:43 pm
HPN
- MSN
1 stop16h 40m
Delta
Deal found 1/30![Delta logo]()
$617
This Delta deal was found by Cheapflights users on 1/30. 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 2/125:38 am
MSN
- HPN
1 stop5h 28m
Delta
Fri 2/135:12 pm
HPN
- MSN
1 stop16h 50m
Delta
Deal found 1/30![Delta logo]()
$637
This Delta deal was found by Cheapflights users on 2/1. 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 4/109:31 am
MSN
- HPN
1 stop5h 17m
Delta
Sun 4/126:00 am
HPN
- MSN
1 stop5h 31m
Delta
Deal found 2/1![Delta logo]()
$684
This Delta deal was found by Cheapflights users on 1/30. 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 2/127:00 am
MSN
- HPN
1 stop3h 56m
Delta
Sat 2/146:00 am
HPN
- MSN
1 stop7h 14m
Delta
Deal found 1/30![Delta logo]()
$718
This Delta deal was found by Cheapflights users on 2/1. 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 2/217:00 am
MSN
- HPN
1 stop3h 56m
Delta
Fri 2/275:12 pm
HPN
- MSN
1 stop16h 50m
Delta
Deal found 2/1![Delta logo]()
$795
This Delta deal was found by Cheapflights users on 2/1. 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 2/217:00 am
MSN
- HPN
1 stop3h 56m
Delta
Thu 2/2612:36 pm
HPN
- MSN
1 stop21h 26m
Delta
Deal found 2/1![Delta logo]()
$855
This Delta deal was found by Cheapflights users on 2/1. 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 2/2210:59 am
MSN
- HPN
1 stop4h 33m
Delta
Fri 2/275:12 pm
HPN
- MSN
1 stop16h 50m
Delta
Deal found 2/1![Delta logo]()
$1,167
This Delta deal was found by Cheapflights users on 2/1. 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 2/225:38 am
MSN
- HPN
1 stop7h 50m
Delta
Thu 2/264:29 pm
HPN
- MSN
1 stop6h 55m
Delta
Deal found 2/1![Delta logo]()
$1,379
Last-minute flights from Madison to Westchester CountyDiscover last-minute flight deals from Madison to Westchester County. Data last updated February 2, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Westchester County. Data last updated February 2, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 1/30. 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 2/127:00 am
MSN
- HPN
1 stop3h 56m
Delta
Sun 2/156:43 pm
HPN
- MSN
1 stop16h 40m
Delta
Deal found 1/30![Delta logo]()
$617
This Delta deal was found by Cheapflights users on 1/30. 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 2/125:38 am
MSN
- HPN
1 stop5h 28m
Delta
Fri 2/135:12 pm
HPN
- MSN
1 stop16h 50m
Delta
Deal found 1/30![Delta logo]()
$637
This Delta deal was found by Cheapflights users on 1/30. 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 2/127:00 am
MSN
- HPN
1 stop3h 56m
Delta
Sat 2/146:00 am
HPN
- MSN
1 stop7h 14m
Delta
Deal found 1/30![Delta logo]()
$718
This Delta deal was found by Cheapflights users on 2/1. 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 2/217:00 am
MSN
- HPN
1 stop3h 56m
Delta
Fri 2/275:12 pm
HPN
- MSN
1 stop16h 50m
Delta
Deal found 2/1![Delta logo]()
$795
This Delta deal was found by Cheapflights users on 2/1. 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 2/217:00 am
MSN
- HPN
1 stop3h 56m
Delta
Thu 2/2612:36 pm
HPN
- MSN
1 stop21h 26m
Delta
Deal found 2/1![Delta logo]()
$855
This Delta deal was found by Cheapflights users on 2/1. 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 2/2210:59 am
MSN
- HPN
1 stop4h 33m
Delta
Fri 2/275:12 pm
HPN
- MSN
1 stop16h 50m
Delta
Deal found 2/1![Delta logo]()
$1,167
This Delta deal was found by Cheapflights users on 2/1. 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 2/225:38 am
MSN
- HPN
1 stop7h 50m
Delta
Thu 2/264:29 pm
HPN
- MSN
1 stop6h 55m
Delta
Deal found 2/1![Delta logo]()
$1,379
One-way flights from Madison to Westchester CountySearch for one-way flight options from Madison to Westchester County. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
Search for one-way flight options from Madison to Westchester County. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
This American Airlines deal was found by Cheapflights users on 2/1. 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 3/85:00 am
MSN
- HPN
1 stop5h 29m
American Airlines
Deal found 2/1![American Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 5/66:05 pm
MSN
- HPN
2 stops25h 54m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$185
This American Airlines deal was found by Cheapflights users on 2/1. 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 5/63:01 pm
MSN
- HPN
1 stop5h 58m
American Airlines
Deal found 2/1![American Airlines logo]()
$199
This Delta deal was found by Cheapflights users on 2/2. 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 2/811:00 am
MSN
- HPN
1 stop4h 32m
Delta
Deal found 2/2![Delta logo]()
$204
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/107:00 am
MSN
- HPN
2 stops13h 55m
American Airlines
Deal found 2/2![American Airlines logo]()
$244
This Delta deal was found by Cheapflights users on 2/2. 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 2/71:55 pm
MSN
- HPN
1 stop7h 05m
Delta
Deal found 2/2![Delta logo]()
$258
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/87:00 am
MSN
- HPN
2 stops10h 08m
American Airlines
Deal found 2/2![American Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/77:00 am
MSN
- HPN
2 stops12h 00m
American Airlines
Deal found 2/2![American Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/82:40 pm
MSN
- HPN
3 stops52h 50m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$348
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/97:00 am
MSN
- HPN
2 stops13h 55m
American Airlines
Deal found 2/2![American Airlines logo]()
$408
Find flight deals from Madison to Westchester County
Keep the following information in mind while searching for Madison to Westchester County flight deals. Data was last updated February 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $617 (Delta) |
One-way from | $158 (American Airlines) |
Popular in | March |
Cheapest in | February |
Average price | $359 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Westchester County 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 2, 2026.
Use the filters below to find and compare flights from Madison to Westchester County that are best for you.
Fly from
Madison
Fly to
Westchester County
Route
Depart
Return
Price
MadisonWhite Plains
MSN - HPN
MSNHPN
Madison Truax Field
Thu 2/12
7:00 am-11:56 am
1 stop3h 56m
White Plains Westchester County
Sun 2/15
6:43 pm-10:23 am
1 stop16h 40m
$617
MadisonWhite Plains
MSN - HPN
MSNHPN
Madison Truax Field
Thu 2/12
5:38 am-12:06 pm
1 stop5h 28m
White Plains Westchester County
Fri 2/13
5:12 pm-9:02 am
1 stop16h 50m
$637
MadisonWhite Plains
MSN - HPN
MSNHPN
Madison Truax Field
Fri 4/10
9:31 am-3:48 pm
1 stop5h 17m
White Plains Westchester County
Sun 4/12
6:00 am-10:31 am
1 stop5h 31m
$684
MadisonWhite Plains
MSN - HPN
MSNHPN
Madison Truax Field
Thu 2/12
7:00 am-11:56 am
1 stop3h 56m
White Plains Westchester County
Sat 2/14
6:00 am-12:14 pm
1 stop7h 14m
$718
MadisonWhite Plains
MSN - HPN
MSNHPN
Madison Truax Field
Sat 2/21
7:00 am-11:56 am
1 stop3h 56m
White Plains Westchester County
Fri 2/27
5:12 pm-9:02 am
1 stop16h 50m
$795
MadisonWhite Plains
MSN - HPN
MSNHPN
Madison Truax Field
Sat 2/21
7:00 am-11:56 am
1 stop3h 56m
White Plains Westchester County
Thu 2/26
12:36 pm-9:02 am
1 stop21h 26m
$855
MadisonWhite Plains
MSN - HPN
MSNHPN
Madison Truax Field
Sun 2/22
10:59 am-4:32 pm
1 stop4h 33m
White Plains Westchester County
Fri 2/27
5:12 pm-9:02 am
1 stop16h 50m
$1,167
MadisonWhite Plains
MSN - HPN
MSNHPN
Madison Truax Field
Sun 2/22
5:38 am-2:28 pm
1 stop7h 50m
White Plains Westchester County
Thu 2/26
4:29 pm-10:24 pm
1 stop6h 55m
$1,379
MadisonWhite Plains
MSN - HPN
MSNHPN
Madison Truax Field
Sun 3/8
5:00 am-11:29 am
1 stop5h 29m
$158
MadisonWhite Plains
MSN - HPN
MSNHPN
Madison Truax Field
Mon 3/9
6:00 am-2:30 pm
1 stop7h 30m
$158
Showing 1-10 of 19 results
Best time to book a flight from Madison to Westchester County
Have a flexible travel schedule? Discover the best time to fly to Westchester County from Madison with our price prediction graph.
MSN-HPN
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 Madison to Westchester County
MSN-zzREU
MSN-HPN
What is the cheapest month to book a flight from Madison to Westchester County?
Currently, April is the cheapest month in which you can book a flight from Madison to Westchester County (average of $148). Flying from Madison to Westchester County in December is currently the most expensive (average of $335). 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 Westchester County
Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated February 2, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Madison to Westchester County to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Related info for your journey
Find useful and relevant information for your journey from Madison to Westchester County. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Madison to Westchester County
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Madison to Westchester County
Discover the top 2 airlines that operate flights from Madison to Westchester County. 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 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$258 | Average$566 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$323 | Average$448 | FlexibilityNo cancel fee | On-time71% |