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Westchester County

$84+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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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 November 6, 2025.

This Delta deal was found by Cheapflights users on 11/5. 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 12/27:10 amMKE - HPN
1 stop3h 49mDelta
Sat 12/66:10 amHPN - MKE
1 stop5h 36mDelta
Deal found 11/5$207
This Delta deal was found by Cheapflights users on 11/5. 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 12/123:17 pmMKE - HPN
1 stop5h 52mDelta
Sun 12/146:10 amHPN - MKE
1 stop5h 36mDelta
Deal found 11/5$260
This Delta deal was found by Cheapflights users on 11/5. 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 11/207:12 amMKE - HPN
1 stop3h 47mDelta
Sun 11/236:00 amHPN - MKE
1 stop5h 42mDelta
Deal found 11/5$265
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/263:10 pmGRB - HPN
1 stop7h 19mAmerican Airlines
Wed 12/34:30 pmHPN - GRB
1 stop6h 28mAmerican Airlines
Deal found 11/5$274
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/205:55 amGRB - HPN
1 stop4h 34mAmerican Airlines
Mon 11/244:30 pmHPN - GRB
1 stop6h 21mAmerican Airlines
Deal found 11/5$279
This American Airlines deal was found by Cheapflights users on 11/6. 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 11/2112:31 pmMKE - HPN
1 stop6h 40mAmerican Airlines
Tue 11/256:00 amHPN - MKE
1 stop6h 34mAmerican Airlines
Deal found 11/6$307
This Delta deal was found by Cheapflights users on 11/5. 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 11/127:12 amMKE - HPN
1 stop3h 47mDelta
Thu 11/1312:55 pmHPN - MKE
1 stop5h 54mDelta
Deal found 11/5$313
This Delta deal was found by Cheapflights users on 11/4. 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 12/412:50 pmMSP - HPN
Nonstop2h 47mDelta
Tue 12/93:08 pmHPN - MSP
Nonstop3h 11mDelta
Deal found 11/4$319
This Delta deal was found by Cheapflights users on 11/4. 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 12/412:50 pmMSP - HPN
Nonstop2h 47mDelta
Sun 12/76:10 amHPN - MSP
1 stop8h 40mDelta
Deal found 11/4$329
This Delta deal was found by Cheapflights users on 11/4. 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 12/312:50 pmMSP - HPN
Nonstop2h 47mDelta
Tue 12/93:08 pmHPN - MSP
Nonstop3h 11mDelta
Deal found 11/4$339
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Sun 11/161:50 pmORD - HPN
1 stop20h 38mMultiple Airlines
Wed 11/191:14 pmHPN - ORD
2 stops44h 47mMultiple Airlines
Deal found 11/6$344
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/202:13 pmORD - HPN
Nonstop2h 13mAmerican Airlines
Sat 1/1712:00 pmHPN - ORD
Nonstop2h 45mAmerican Airlines
Deal found 11/6$349

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 November 6, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$207
(Delta)

One-way from

$84
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$379
Provider with most accurate pricing for Milwaukee-Mitchell-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-New York (NYC) flights.
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From Wisconsin to Westchester County
Search Deals
One-way flight from Wisconsin to Westchester County
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 6, 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

Sat 12/6

3:17 pm-10:09 pm

1 stop5h 52m

White Plains Westchester County

Sat 12/13

5:20 pm-11:40 pm

1 stop7h 20m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Tue 12/2

7:10 am-11:59 am

1 stop3h 49m

White Plains Westchester County

Sat 12/6

6:10 am-10:46 am

1 stop5h 36m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Wed 4/29

12:20 pm-9:41 pm

1 stop8h 21m

White Plains Westchester County

Sat 5/2

5:10 pm-9:05 pm

1 stop4h 55m

$233

Green BayWhite Plains

GRB - HPN

GRBHPN

Green Bay Austin-Straubel

Wed 1/7

12:02 pm-10:02 pm

2 stops9h 00m

White Plains Westchester County

Sun 1/11

3:10 pm-10:03 pm

1 stop7h 53m

$269

Green BayWhite Plains

GRB - HPN

GRBHPN

Green Bay Austin-Straubel

Wed 11/26

3:10 pm-11:29 pm

1 stop7h 19m

White Plains Westchester County

Wed 12/3

4:30 pm-9:58 pm

1 stop6h 28m

$274

Green BayWhite Plains

GRB - HPN

GRBHPN

Green Bay Austin-Straubel

Thu 11/20

5:55 am-11:29 am

1 stop4h 34m

White Plains Westchester County

Mon 11/24

4:30 pm-9:51 pm

1 stop6h 21m

$279

AppletonWhite Plains

ATW - HPN

ATWHPN

Appleton Intl

Wed 3/11

11:00 am-4:35 pm

1 stop4h 35m

White Plains Westchester County

Sat 3/14

12:45 pm-4:42 pm

1 stop4h 57m

$283

AppletonWhite Plains

ATW - HPN

ATWHPN

Appleton Intl

Thu 1/15

11:25 am-9:55 pm

2 stops9h 30m

White Plains Westchester County

Mon 1/19

12:00 pm-5:51 pm

1 stop6h 51m

$297

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

Wed 1/7

10:41 am-6:08 pm

1 stop6h 27m

White Plains Westchester County

Sun 1/11

5:15 pm-10:40 pm

1 stop6h 25m

$305

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 11/21

12:31 pm-8:11 pm

1 stop6h 40m

White Plains Westchester County

Tue 11/25

6:00 am-11:34 am

1 stop6h 34m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

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, April is the cheapest month in which you can book a flight from Wisconsin to Westchester County (average of $148). Flying from Wisconsin to Westchester County in February is currently the most expensive (average of $378). 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?

    Delta and American Airlines can get you from Wisconsin to Westchester County in just under 5h 52m. Your travel time can differ by up to 1h 27m. Airlines will cover a distance of 739 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, April is the cheapest month in which you can book a flight from Wisconsin to Westchester County (average of $148). Flying from Wisconsin to Westchester County in February is currently the most expensive (average of $378). 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$148Average$454FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$412FlexibilityNo cancel feeOn-time71%

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