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Westchester County

$104+ Cheap flights from Milwaukee (MKE) 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Jan 26 — Feb 21
Mon 1/26
Mon 2/2
1 adult, Economy
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Cheap flight deals from Milwaukee to Westchester County

Cheapest flights from Milwaukee to Westchester County
Explore the most affordable flight options available from Milwaukee to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 27, 2025.

This American Airlines deal was found by Cheapflights users on 12/25. 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 12/296:00 amMKE - HPN
1 stop4h 29mAmerican Airlines
Wed 12/311:35 pmHPN - MKE
1 stop5h 07mAmerican Airlines
Deal found 12/25$417
This Delta deal was found by Cheapflights users on 12/26. 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 12/287:00 amMKE - HPN
1 stop3h 59mDelta
Thu 1/112:55 pmHPN - MKE
1 stop4h 35mDelta
Deal found 12/26$548
This Delta deal was found by Cheapflights users on 12/26. 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 12/263:38 pmMKE - HPN
1 stop5h 31mDelta
Mon 12/2912:55 pmHPN - MKE
1 stop5h 19mDelta
Deal found 12/26$933

Find flight deals from Milwaukee to Westchester County

Keep the following information in mind while searching for Milwaukee to Westchester County flight deals. Data was last updated December 27, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$207
(Delta)

One-way from

$104
(Delta)

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

 
Customize your flight search to find flights from Milwaukee 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 27, 2025.
Use the filters below to find and compare flights from Milwaukee to Westchester County that are best for you.

Fly from

Milwaukee

Fly to

Westchester County

Route

Depart

Return

Price

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Thu 1/22

3:42 pm-10:00 pm

1 stop5h 18m

White Plains Westchester County

Thu 1/29

12:59 pm-5:34 pm

1 stop5h 35m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Thu 1/22

12:51 pm-6:08 pm

1 stop4h 17m

White Plains Westchester County

Thu 1/29

6:00 am-10:58 am

1 stop5h 58m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 1/23

5:30 am-12:06 pm

1 stop5h 36m

White Plains Westchester County

Fri 1/30

12:59 pm-5:34 pm

1 stop5h 35m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Mon 1/26

3:42 pm-10:00 pm

1 stop5h 18m

White Plains Westchester County

Sun 2/1

6:00 am-11:10 am

1 stop6h 10m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Wed 2/18

9:31 am-3:49 pm

1 stop5h 18m

White Plains Westchester County

Sun 2/22

6:00 am-11:13 am

1 stop6h 13m

$232

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 2/20

8:42 am-3:59 pm

1 stop6h 17m

White Plains Westchester County

Sun 2/22

5:16 pm-11:42 pm

1 stop7h 26m

$252

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 1/9

6:40 am-11:56 am

1 stop4h 16m

White Plains Westchester County

Tue 1/13

6:40 pm-11:28 pm

1 stop5h 48m

$257

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Wed 6/17

5:55 am-12:14 pm

1 stop5h 19m

White Plains Westchester County

Tue 6/23

12:45 pm-6:02 pm

1 stop6h 17m

$285

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Tue 1/6

5:30 am-2:26 pm

1 stop7h 56m

White Plains Westchester County

Sat 1/10

6:00 am-11:07 am

1 stop6h 07m

$285

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Tue 1/27

6:40 am-11:56 am

1 stop4h 16m

White Plains Westchester County

Sun 2/1

12:59 pm-5:34 pm

1 stop5h 35m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Showing 1-10 of 14 results
1
2

Best time to book a flight from Milwaukee to Westchester County

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

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

Currently, May is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $181). Flying from Milwaukee 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 December 27, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Milwaukee to Westchester County by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,018 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
7.9
Good
8,018 reviews
Delta
7.9
Good
8,018 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
American Airlines
7.2
Good
11,067 reviews
Delta
7.9
Good
8,018 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Westchester County. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Milwaukee to Westchester County?

    If you book a flight to Westchester County from Milwaukee, you will be flying from Milwaukee-Mitchell, which is the city’s only airport. Milwaukee-Mitchell (MKE) is located 6.4 mi from the center of Milwaukee.

  • How long is the flight from Milwaukee to Westchester County?

    There are many flights that can get you from Milwaukee to Westchester County in 4h 17m. Fly via Delta or American Airlines to get the fastest option. There are 739 mi between Milwaukee and Westchester County. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $181). Flying from Milwaukee 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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Top 2 airlines flying from Milwaukee to Westchester County

Discover the top 2 airlines that operate flights from Milwaukee 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 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$206Average$338FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$326FlexibilityNo cancel feeOn-time71%

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