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Westchester County

$104+ Cheap flights from Wisconsin 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
oct. 15 — oct. 221
mié. 10/15
mié. 10/22
1 adult, Economy
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Cheap flight deals from Wisconsin to Westchester County

Keep the following information in mind while searching for Wisconsin to Westchester County flight deals. Data was last updated septiembre 15, 2025.

Round-trip from

$207
(American Airlines)

One-way from

$104
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$364
From Wisconsin to Westchester County
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One-way flight from Wisconsin to Westchester County
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Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Wisconsin to Westchester County

Cheapest flights from Wisconsin to Westchester County
Explore the most affordable flight options available from Wisconsin to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/13. 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.
vie. 10/242:18 pmMKE - HPN
1 stop6h 41mAmerican Airlines
lun. 10/274:30 pmHPN - MKE
1 stop4h 55mAmerican Airlines
Deal found 9/13$207
This American Airlines deal was found by Cheapflights users on 9/13. 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.
mar. 10/284:49 pmMKE - HPN
1 stop5h 03mAmerican Airlines
mar. 11/47:11 amHPN - MKE
1 stop5h 27mAmerican Airlines
Deal found 9/13$208
This Delta deal was found by Cheapflights users on 9/14. 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.
mié. 11/57:11 amMKE - HPN
1 stop6h 18mDelta
sáb. 11/85:20 pmHPN - MKE
1 stop7h 35mDelta
Deal found 9/14$217
This American Airlines deal was found by Cheapflights users on 9/14. 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.
jue. 10/26:18 amMKE - HPN
1 stop4h 11mAmerican Airlines
lun. 10/66:59 pmHPN - MKE
1 stop6h 15mAmerican Airlines
Deal found 9/14$236
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
mié. 11/52:47 pmORD - HPN
2 stops20h 52mMultiple Airlines
vie. 11/712:10 pmHPN - ORD
1 stop12h 18mMultiple Airlines
Deal found 9/14$248
This American Airlines deal was found by Cheapflights users on 9/15. 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.
jue. 10/98:26 amMKE - HPN
1 stop6h 33mAmerican Airlines
mar. 10/145:57 pmHPN - MKE
1 stop4h 27mAmerican Airlines
Deal found 9/15$255
This Delta deal was found by Cheapflights users on 9/14. 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.
mar. 9/309:27 amMKE - HPN
1 stop5h 22mDelta
sáb. 10/43:19 pmHPN - MKE
1 stop6h 49mDelta
Deal found 9/14$265
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
mié. 10/295:28 pmORD - HPN
2 stops17h 01mMultiple Airlines
vie. 10/3112:10 pmHPN - ORD
1 stop12h 18mMultiple Airlines
Deal found 9/14$271
This Delta deal was found by Cheapflights users on 9/15. 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.
sáb. 11/15:30 amGRB - HPN
1 stop5h 30mDelta
lun. 11/34:29 pmHPN - GRB
1 stop7h 23mDelta
Deal found 9/15$274
This American Airlines deal was found by Cheapflights users on 9/13. 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.
jue. 9/254:33 pmMKE - HPN
1 stop5h 26mAmerican Airlines
dom. 9/286:00 amHPN - MKE
1 stop5h 04mAmerican Airlines
Deal found 9/13$284
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
jue. 10/162:41 pmORD - HPN
1 stop19h 47mMultiple Airlines
lun. 10/208:25 amHPN - ORD
2 stops33h 48mMultiple Airlines
Deal found 9/14$302
This Delta deal was found by Cheapflights users on 9/15. 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.
sáb. 11/111:00 amMSN - HPN
1 stop4h 38mDelta
lun. 11/35:20 pmHPN - MSN
1 stop4h 01mDelta
Deal found 9/15$307

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 septiembre 15, 2025.
Use the filters below to find and compare flights from Wisconsin to Westchester County that are best for you.

Fly from

Wisconsin

Fly to

Westchester County

Route

Depart

Return

Price

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

vie. 10/24

2:18 pm-9:59 pm

1 stop6h 41m

White Plains Westchester County

lun. 10/27

4:30 pm-8:25 pm

1 stop4h 55m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

jue. 10/16

8:26 am-3:59 pm

1 stop6h 33m

White Plains Westchester County

lun. 10/27

5:57 pm-11:56 pm

1 stop6h 59m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

jue. 11/20

6:00 am-10:57 am

1 stop3h 57m

White Plains Westchester County

sáb. 11/22

6:49 pm-12:02 am

1 stop6h 13m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

mar. 10/28

4:49 pm-10:52 pm

1 stop5h 03m

White Plains Westchester County

mar. 11/4

7:11 am-11:38 am

1 stop5h 27m

$208

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

mié. 11/5

7:11 am-2:29 pm

1 stop6h 18m

White Plains Westchester County

sáb. 11/8

5:20 pm-11:55 pm

1 stop7h 35m

$217

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

jue. 10/2

6:18 am-11:29 am

1 stop4h 11m

White Plains Westchester County

lun. 10/6

6:59 pm-12:14 am

1 stop6h 15m

$236

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

mié. 3/4

9:20 am-4:35 pm

1 stop6h 15m

White Plains Westchester County

dom. 3/8

6:00 am-11:18 am

1 stop6h 18m

$241

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

mié. 11/5

2:47 pm-12:39 pm

2 stops20h 52m

White Plains Westchester County

vie. 11/7

12:10 pm-11:28 pm

1 stop12h 18m

$248

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

jue. 10/9

8:26 am-3:59 pm

1 stop6h 33m

White Plains Westchester County

mar. 10/14

5:57 pm-9:24 pm

1 stop4h 27m

$255

Green BayWhite Plains

GRB - HPN

GRBHPN

Green Bay Austin-Straubel

sáb. 11/1

5:30 am-12:00 pm

1 stop5h 30m

White Plains Westchester County

lun. 11/3

4:29 pm-10:52 pm

1 stop7h 23m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Wisconsin 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 Wisconsin to Westchester County

What is the cheapest month to book a flight from Wisconsin to Westchester County?

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Westchester County (average of $276). Flying from Wisconsin to Westchester County in March is currently the most expensive (average of $338). 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.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Westchester County. 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 Wisconsin to Westchester County?

    American Airlines and Delta can get you from Wisconsin to Westchester County in just under 5h 30m. Your travel time can differ by up to 1h 11m. Airlines will cover a distance of 767 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Wisconsin to Westchester County that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Westchester County flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Westchester County?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Westchester County.

  • Can I find deals for business class flights from Wisconsin to Westchester County?

    Yes. Cheapflights offers flight deals from Wisconsin to Westchester County 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 Wisconsin to Westchester County?

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Westchester County (average of $276). Flying from Wisconsin to Westchester County in March is currently the most expensive (average of $338). 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

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Alternative routes for Wisconsin to Westchester County

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Top 2 airlines flying from Wisconsin to Westchester County

Discover the top 2 airlines that operate flights from Wisconsin 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 septiembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$148Average$433FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$390FlexibilityNo cancel feeOn-time71%

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