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Westchester County

$83+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Jan 23 — Jan 301
Fri 1/23
Fri 1/30
1 adult, Economy
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Cheap 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 December 24, 2025.

This American Airlines deal was found by Cheapflights users on 12/21. 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 12/2711:19 amMKE - HPN
1 stop5h 07mAmerican Airlines
Wed 12/315:16 pmHPN - MKE
1 stop5h 15mAmerican Airlines
Deal found 12/21$362
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Thu 12/258:10 amORD - HPN
Nonstop2h 19mAmerican Airlines
Fri 1/24:30 pmHPN - ORD
Nonstop2h 52mAmerican Airlines
Deal found 12/22$436
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/302:13 pmORD - HPN
Nonstop2h 13mAmerican Airlines
Sat 1/36:27 amHPN - ORD
Nonstop2h 48mAmerican Airlines
Deal found 12/22$449
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Mon 12/296:39 pmORD - HPN
Nonstop2h 20mAmerican Airlines
Sat 1/35:56 pmHPN - ORD
Nonstop2h 47mAmerican Airlines
Deal found 12/22$486
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Mon 12/225:00 amATW - HPN
1 stop7h 05mAmerican Airlines
Sat 12/275:56 pmHPN - ATW
1 stop6h 40mAmerican Airlines
Deal found 12/22$498
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/278:10 amORD - HPN
Nonstop2h 19mAmerican Airlines
Fri 1/26:27 amHPN - ORD
Nonstop2h 48mAmerican Airlines
Deal found 12/22$511
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Fri 12/266:39 pmORD - HPN
Nonstop2h 20mAmerican Airlines
Sun 12/284:30 pmHPN - ORD
Nonstop2h 52mAmerican Airlines
Deal found 12/22$523
This Delta deal was found by Cheapflights users on 12/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2612:45 pmMSP - HPN
Nonstop2h 51mDelta
Mon 12/293:15 pmHPN - MSP
Nonstop3h 11mDelta
Deal found 12/22$649
This Delta deal was found by Cheapflights users on 12/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/231:17 pmMSP - HPN
1 stop7h 52mDelta
Tue 12/303:15 pmHPN - MSP
Nonstop3h 11mDelta
Deal found 12/22$659
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/235:52 pmMSP - HPN
1 stop19h 38mAmerican Airlines
Tue 12/3011:04 amHPN - MSP
2 stops11h 28mAmerican Airlines
Deal found 12/22$683
This Delta deal was found by Cheapflights users on 12/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2612:45 pmMSP - HPN
Nonstop2h 51mDelta
Sat 12/273:15 pmHPN - MSP
Nonstop3h 11mDelta
Deal found 12/24$699
This American Airlines deal was found by Cheapflights users on 12/24. 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.
Fri 12/2612:16 pmMSP - HPN
1 stop7h 11mAmerican Airlines
Sat 12/275:56 pmHPN - MSP
1 stop6h 48mAmerican Airlines
Deal found 12/24$719

Find 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 December 24, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$207
(Delta)

One-way from

$83
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$439
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.
Search Deals
From Wisconsin to Westchester County
Search Deals
One-way flight from Wisconsin to Westchester County
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 24, 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

Thu 1/22

6:40 am-11:57 am

1 stop4h 17m

White Plains Westchester County

Thu 1/29

12:59 pm-7:58 pm

1 stop7h 59m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Thu 2/12

5:23 am-12:06 pm

1 stop5h 43m

White Plains Westchester County

Mon 2/16

12:36 pm-4:08 pm

1 stop4h 32m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Wed 1/7

7:00 am-2:26 pm

1 stop6h 26m

White Plains Westchester County

Sun 1/11

6:00 am-1:37 pm

1 stop8h 37m

$257

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Sun 3/15

6:55 am-11:53 am

1 stop3h 58m

White Plains Westchester County

Tue 3/17

12:35 pm-4:03 pm

1 stop4h 28m

$282

AppletonWhite Plains

ATW - HPN

ATWHPN

Appleton Intl

Thu 1/8

6:00 am-1:00 pm

1 stop6h 00m

White Plains Westchester County

Sun 1/11

12:00 pm-5:51 pm

1 stop6h 51m

$296

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 5/8

5:57 am-10:42 am

1 stop3h 45m

White Plains Westchester County

Mon 5/11

5:07 pm-9:01 pm

1 stop4h 54m

$302

MinneapolisWhite Plains

MSP - HPN

MSPHPN

Minneapolis St Paul

Sun 3/22

12:50 pm-4:37 pm

Nonstop2h 47m

White Plains Westchester County

Sat 3/28

3:13 pm-5:23 pm

Nonstop3h 10m

$319

MinneapolisWhite Plains

MSP - HPN

MSPHPN

Minneapolis St Paul

Tue 3/17

12:50 pm-4:37 pm

Nonstop2h 47m

White Plains Westchester County

Sat 3/21

3:13 pm-5:23 pm

Nonstop3h 10m

$319

MinneapolisWhite Plains

MSP - HPN

MSPHPN

Minneapolis St Paul

Thu 3/19

12:50 pm-4:37 pm

Nonstop2h 47m

White Plains Westchester County

Sat 3/21

3:13 pm-5:23 pm

Nonstop3h 10m

$319

MinneapolisWhite Plains

MSP - HPN

MSPHPN

Minneapolis St Paul

Wed 3/18

12:50 pm-4:37 pm

Nonstop2h 47m

White Plains Westchester County

Sat 3/21

3:13 pm-5:23 pm

Nonstop3h 10m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 55 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 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.

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 4h 17m. Your travel time can differ by up to 1h 43m. 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 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.

See more FAQs

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Alternative routes for Wisconsin to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$148Average$441FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$394FlexibilityNo cancel feeOn-time71%

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