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Westchester County

$125+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Mar 1 — Mar 81
Sat 3/1
Sat 3/8
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 February 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$249
(Delta)

One-way from

$125
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$279
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
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One-way flight from Wisconsin to Westchester County
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Highest demand for flights based on searches. 23% potential increase in price ($80 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 24, 2025.

This Delta deal was found by Cheapflights users on 2/22. 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 5/205:15 amMSP - HPN
1 stop5h 59mDelta
Sat 9/63:15 pmHPN - MSP
1 stop7h 17mDelta
Deal found 2/22$249
This American Airlines deal was found by Cheapflights users on 2/23. 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 4/126:00 amATW - HPN
1 stop4h 27mAmerican Airlines
Wed 4/166:33 pmHPN - ATW
1 stop5h 51mAmerican Airlines
Deal found 2/23$249
This Mytrip deal was found by Cheapflights users on 2/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/136:45 amORD - HPN
2 stops28h 45mMultiple Airlines
Mon 3/178:00 amHPN - ORD
2 stops26h 07mMultiple Airlines
Deal found 2/23$263
This Delta deal was found by Cheapflights users on 2/23. 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 3/246:45 amORD - HPN
1 stop8h 55mDelta
Tue 3/2512:35 pmHPN - ORD
1 stop9h 09mDelta
Deal found 2/23$297
This American Airlines deal was found by Cheapflights users on 2/22. 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 5/89:20 amMSP - HPN
1 stop5h 39mAmerican Airlines
Tue 5/207:59 amHPN - MSP
1 stop6h 02mAmerican Airlines
Deal found 2/22$329
This American Airlines deal was found by Cheapflights users on 2/22. 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 4/228:00 amMKE - HPN
1 stop6h 59mAmerican Airlines
Tue 4/295:07 pmHPN - MKE
1 stop5h 08mAmerican Airlines
Deal found 2/22$339
This American Airlines deal was found by Cheapflights users on 2/24. 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 3/258:22 amORD - HPN
Nonstop2h 07mAmerican Airlines
Tue 4/17:15 amHPN - ORD
Nonstop2h 34mAmerican Airlines
Deal found 2/24$349
This Delta deal was found by Cheapflights users on 2/23. 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 4/245:45 amMKE - HPN
1 stop5h 19mDelta
Mon 4/284:29 pmHPN - MKE
1 stop6h 24mDelta
Deal found 2/23$359
This Mytrip deal was found by Cheapflights users on 2/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/105:34 pmMKE - HPN
3 stops25h 56mMultiple Airlines
Fri 3/148:00 amHPN - MKE
2 stops40h 38mMultiple Airlines
Deal found 2/23$361
This Mytrip deal was found by Cheapflights users on 2/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/182:55 pmMSP - HPN
2 stops20h 50mMultiple Airlines
Fri 3/218:00 amHPN - MSP
2 stops26h 03mMultiple Airlines
Deal found 2/23$391
This Delta deal was found by Cheapflights users on 2/23. 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 3/305:45 amMSN - HPN
1 stop5h 18mDelta
Tue 4/85:24 pmHPN - MSN
1 stop3h 57mDelta
Deal found 2/23$409
This American Airlines deal was found by Cheapflights users on 2/23. 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 4/106:00 amGRB - HPN
1 stop4h 27mAmerican Airlines
Sat 4/1212:00 pmHPN - GRB
1 stop4h 26mAmerican Airlines
Deal found 2/23$503

Find flights from Wisconsin to Westchester County within your budget

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 February 24, 2025.

Fly from

Wisconsin

Fly to

Westchester County

Route

Depart

Return

Price

MinneapolisWhite Plains

MSP - HPN

MSPHPN

Minneapolis St Paul

Tue 5/20

5:15 am-12:14 pm

1 stop5h 59m

White Plains Westchester County

Tue 9/2

5:10 pm-8:40 pm

1 stop4h 30m

$249

AppletonWhite Plains

ATW - HPN

ATWHPN

Appleton Intl

Sat 4/12

6:00 am-11:27 am

1 stop4h 27m

White Plains Westchester County

Wed 4/16

6:33 pm-11:24 pm

1 stop5h 51m

$249

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Thu 3/13

6:45 am-12:30 pm

2 stops28h 45m

White Plains Westchester County

Mon 3/17

8:00 am-9:07 am

2 stops26h 07m

$263

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Mon 3/24

6:45 am-4:40 pm

1 stop8h 55m

White Plains Westchester County

Tue 3/25

12:35 pm-8:44 pm

1 stop9h 09m

$297

MinneapolisWhite Plains

MSP - HPN

MSPHPN

Minneapolis St Paul

Thu 5/8

9:20 am-3:59 pm

1 stop5h 39m

White Plains Westchester County

Tue 5/20

7:59 am-1:01 pm

1 stop6h 02m

$329

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Tue 4/22

8:00 am-3:59 pm

1 stop6h 59m

White Plains Westchester County

Tue 4/29

5:07 pm-9:15 pm

1 stop5h 08m

$339

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Tue 3/25

8:22 am-11:29 am

Nonstop2h 07m

White Plains Westchester County

Tue 4/1

7:15 am-8:49 am

Nonstop2h 34m

$349

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Thu 4/24

5:45 am-12:04 pm

1 stop5h 19m

White Plains Westchester County

Mon 4/28

4:29 pm-9:53 pm

1 stop6h 24m

$359

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Mon 3/10

5:34 pm-8:30 pm

3 stops25h 56m

White Plains Westchester County

Fri 3/14

8:00 am-11:38 pm

2 stops40h 38m

$361

MinneapolisWhite Plains

MSP - HPN

MSPHPN

Minneapolis St Paul

Tue 3/18

2:55 pm-12:45 pm

2 stops20h 50m

White Plains Westchester County

Fri 3/21

8:00 am-9:03 am

2 stops26h 03m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/23

Showing 1-10 of 26 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.

Travel insights for flights from Wisconsin to Westchester County

Get recent, data-driven insights about flights from Wisconsin to Westchester County including ideal travel times, pricing trends, and more.

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 $341). 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 24, 2025.
Read through reviews of airlines operating flights from Wisconsin to Westchester County, such as Delta and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,175 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.5

Reviews

1 / 20

8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.

Delta
8.0
Very good
8,175 reviews
Delta
8.0
Very good
8,175 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.5

Reviews

1 / 20

8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,175 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.5

Reviews

1 / 20

8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.

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.

  • 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 $341). 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 February 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$198Average$365FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$347FlexibilityNo cancel feeOn-time71%
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