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Westchester County

$164+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheap 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 November 26, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$207
(Delta)

One-way from

$164
(Delta)

Popular in

December

Cheapest in

January

Average price

$419
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
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Highest demand for flights based on searches. 6% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 26, 2025.

This Delta deal was found by Cheapflights users on 11/24. 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.
Wed 12/103:17 pmMKE - HPN
1 stop5h 52mDelta
Fri 12/123:08 pmHPN - MKE
1 stop7h 13mDelta
Deal found 11/24$257
This Delta deal was found by Cheapflights users on 11/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/511:41 amMKE - HPN
1 stop5h 19mDelta
Sun 12/76:10 amHPN - MKE
1 stop5h 36mDelta
Deal found 11/25$313
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Tue 12/164:30 pmMKE - HPN
1 stop5h 59mAmerican Airlines
Mon 12/226:56 pmHPN - MKE
1 stop6h 02mAmerican Airlines
Deal found 11/25$333
This American Airlines deal was found by Cheapflights users on 11/24. 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.
Sat 12/2011:19 amMKE - HPN
1 stop5h 07mAmerican Airlines
Sat 12/275:16 pmHPN - MKE
1 stop5h 00mAmerican Airlines
Deal found 11/24$378
This Delta deal was found by Cheapflights users on 11/24. 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.
Tue 11/259:36 amMKE - HPN
1 stop5h 13mDelta
Wed 11/266:41 pmHPN - MKE
1 stop6h 14mDelta
Deal found 11/24$517
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Fri 12/58:53 amMKE - HPN
2 stops8h 16mAmerican Airlines
Sun 12/76:49 pmHPN - MKE
1 stop6h 12mAmerican Airlines
Deal found 11/25$704
This Delta deal was found by Cheapflights users on 11/24. 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.
Sat 12/206:25 amMKE - HPN
2 stops8h 24mDelta
Sat 12/2712:55 pmHPN - MKE
2 stops9h 40mDelta
Deal found 11/24$3,205

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 November 26, 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

Fri 2/6

3:42 pm-10:00 pm

1 stop5h 18m

White Plains Westchester County

Mon 2/9

3:10 pm-9:30 pm

1 stop7h 20m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 2/6

4:05 pm-9:55 pm

1 stop4h 50m

White Plains Westchester County

Mon 2/9

12:00 pm-3:57 pm

1 stop4h 57m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Sat 1/31

2:45 pm-10:00 pm

1 stop6h 15m

White Plains Westchester County

Tue 2/3

12:59 pm-5:34 pm

1 stop5h 35m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Wed 12/10

3:17 pm-10:09 pm

1 stop5h 52m

White Plains Westchester County

Fri 12/12

3:08 pm-9:21 pm

1 stop7h 13m

$257

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Sat 12/20

11:19 am-5:26 pm

1 stop5h 07m

White Plains Westchester County

Sat 12/27

5:16 pm-9:16 pm

1 stop5h 00m

$378

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Mon 1/12

6:00 am-2:39 pm

1 stop7h 39m

White Plains Westchester County

Sat 1/17

10:00 am-6:30 pm

2 stops9h 30m

$481

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Sat 1/31

12:51 pm-6:08 pm

1 stop4h 17m

White Plains Westchester County

Tue 2/3

6:30 am-3:57 pm

2 stops10h 27m

$576

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 12/5

11:41 am-6:00 pm

1 stop5h 19m

$164

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Mon 12/1

3:37 pm-9:59 pm

1 stop5h 22m

$164

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Thu 12/4

5:45 am-12:00 pm

1 stop5h 15m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 13 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 February is currently the most expensive (average of $380). 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 November 26, 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
7,999 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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
7,999 reviews
Delta
7.9
Good
7,999 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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
11,038 reviews
Delta
7.9
Good
7,999 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

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 50m. 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 February is currently the most expensive (average of $380). 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 Milwaukee to Westchester County

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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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$213Average$327FlexibilityNo cancel feeOn-time71%
DeltaCheapest$223Average$363FlexibilityNo cancel feeOn-timeN/A

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