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Westchester County

$115+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 August 20, 2025.

Round-trip from

$219
(Delta)

One-way from

$115
(Delta)

Popular in

March

Cheapest in

October

Average price

$319
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. 5% potential increase in price ($18 potential increase over avg. RT price).
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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 August 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 August 20, 2025.

This Delta deal was found by Cheapflights users on 8/19. 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 9/162:59 pmMKE - HPN
1 stop6h 19mDelta
Tue 9/236:40 pmHPN - MKE
1 stop6h 08mDelta
Deal found 8/19$219
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/94:37 pmMKE - HPN
1 stop5h 22mAmerican Airlines
Mon 9/156:50 pmHPN - MKE
1 stop5h 10mAmerican Airlines
Deal found 8/18$224
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/242:18 pmMKE - HPN
1 stop6h 41mAmerican Airlines
Mon 10/276:59 pmHPN - MKE
1 stop6h 15mAmerican Airlines
Deal found 8/18$266
This Delta deal was found by Cheapflights users on 8/20. 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 9/57:05 amMKE - HPN
1 stop6h 24mDelta
Sun 9/76:00 amHPN - MKE
1 stop6h 09mDelta
Deal found 8/20$267
This Delta deal was found by Cheapflights users on 8/17. 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 8/285:25 amMKE - HPN
1 stop5h 35mDelta
Tue 9/24:29 pmHPN - MKE
1 stop8h 07mDelta
Deal found 8/17$285
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Sun 9/147:06 amMKE - HPN
1 stop4h 59mAmerican Airlines
Wed 9/176:50 pmHPN - MKE
1 stop5h 10mAmerican Airlines
Deal found 8/18$328
This Delta deal was found by Cheapflights users on 8/18. 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 9/15:25 amMKE - HPN
1 stop5h 35mDelta
Fri 9/53:09 pmHPN - MKE
1 stop6h 22mDelta
Deal found 8/18$353
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/194:39 pmMKE - HPN
1 stop5h 20mAmerican Airlines
Sun 9/216:00 amHPN - MKE
1 stop5h 04mAmerican Airlines
Deal found 8/18$367
This Delta deal was found by Cheapflights users on 8/19. 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 8/285:25 amMKE - HPN
1 stop5h 35mDelta
Mon 9/16:00 amHPN - MKE
1 stop6h 09mDelta
Deal found 8/19$371
This Delta deal was found by Cheapflights users on 8/18. 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 8/215:27 amMKE - HPN
1 stop5h 33mDelta
Mon 8/254:29 pmHPN - MKE
1 stop8h 07mDelta
Deal found 8/18$380
This Delta deal was found by Cheapflights users on 8/17. 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 9/259:27 amMKE - HPN
1 stop5h 22mDelta
Sun 9/286:00 amHPN - MKE
1 stop6h 07mDelta
Deal found 8/17$393
This Delta deal was found by Cheapflights users on 8/20. 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 8/2610:10 amMKE - HPN
1 stop6h 52mDelta
Thu 8/286:00 amHPN - MKE
1 stop5h 59mDelta
Deal found 8/20$402

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 August 20, 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

Tue 9/16

2:59 pm-10:18 pm

1 stop6h 19m

White Plains Westchester County

Tue 9/23

6:40 pm-11:48 pm

1 stop6h 08m

$219

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Tue 9/9

4:37 pm-10:59 pm

1 stop5h 22m

White Plains Westchester County

Mon 9/15

6:50 pm-11:00 pm

1 stop5h 10m

$224

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Tue 9/30

4:37 pm-10:59 pm

1 stop5h 22m

White Plains Westchester County

Sun 10/5

6:00 am-10:04 am

1 stop5h 04m

$224

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Thu 2/12

7:00 am-11:50 am

1 stop3h 50m

White Plains Westchester County

Tue 2/24

5:10 pm-9:12 pm

1 stop5h 02m

$243

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 10/24

2:18 pm-9:59 pm

1 stop6h 41m

White Plains Westchester County

Mon 10/27

6:59 pm-12:14 am

1 stop6h 15m

$266

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 9/5

7:05 am-2:29 pm

1 stop6h 24m

White Plains Westchester County

Sun 9/7

6:00 am-11:09 am

1 stop6h 09m

$267

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Sun 9/14

7:06 am-1:05 pm

1 stop4h 59m

White Plains Westchester County

Wed 9/17

6:50 pm-11:00 pm

1 stop5h 10m

$328

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Thu 9/18

5:40 am-12:00 pm

1 stop5h 20m

White Plains Westchester County

Sun 9/21

6:00 am-11:07 am

1 stop6h 07m

$353

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Mon 9/1

5:25 am-12:00 pm

1 stop5h 35m

White Plains Westchester County

Fri 9/5

3:09 pm-8:31 pm

1 stop6h 22m

$353

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 9/19

4:39 pm-10:59 pm

1 stop5h 20m

White Plains Westchester County

Sun 9/21

6:00 am-10:04 am

1 stop5h 04m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 21 results
1
2
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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, January is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $276). Flying from Milwaukee to Westchester County in March is currently the most expensive (average of $339). 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 August 20, 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
8.0
Very good
7,982 reviews

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

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
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

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 5h 22m. 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, January is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $276). Flying from Milwaukee to Westchester County in March is currently the most expensive (average of $339). 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$212Average$396FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$329FlexibilityNo cancel feeOn-time71%

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