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$104+ Cheap flights from Westchester County to Milwaukee (MKE)

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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MKE
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Find flight deals from Westchester County to Milwaukee

Cheapest flights from Westchester County to Milwaukee
Explore the most affordable flight options available from Westchester County to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2025.

This Delta deal was found by Cheapflights users on 11/3. 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 12/156:50 pmHPN - MKE
1 stop6h 04mDelta
Thu 1/15:40 amMKE - HPN
1 stop5h 20mDelta
Deal found 11/3$207
This Delta deal was found by Cheapflights users on 11/3. 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 12/156:50 pmHPN - MKE
1 stop6h 04mDelta
Fri 1/29:29 amMKE - HPN
1 stop5h 20mDelta
Deal found 11/3$260
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/186:30 amHPN - MKE
1 stop6h 31mAmerican Airlines
Sat 11/228:13 amMKE - HPN
1 stop6h 46mAmerican Airlines
Deal found 11/3$265
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/186:29 amHPN - MKE
1 stop4h 44mAmerican Airlines
Mon 1/510:43 amMKE - HPN
1 stop5h 43mAmerican Airlines
Deal found 11/3$277
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/174:30 pmHPN - MKE
1 stop7h 35mAmerican Airlines
Fri 11/2112:31 pmMKE - HPN
1 stop6h 40mAmerican Airlines
Deal found 11/1$286
This Delta deal was found by Cheapflights users on 11/3. 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 12/206:55 pmHPN - MKE
1 stop5h 56mDelta
Thu 1/15:40 amMKE - HPN
1 stop5h 20mDelta
Deal found 11/3$303
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/245:21 pmHPN - MKE
1 stop6h 55mAmerican Airlines
Tue 12/23:37 pmMKE - HPN
1 stop5h 22mAmerican Airlines
Deal found 11/4$306
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/186:29 amHPN - MKE
1 stop4h 44mAmerican Airlines
Sun 1/47:45 amMKE - HPN
1 stop7h 14mAmerican Airlines
Deal found 11/3$322
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/186:29 amHPN - MKE
1 stop4h 44mAmerican Airlines
Wed 12/311:52 pmMKE - HPN
1 stop7h 07mAmerican Airlines
Deal found 11/3$352
This Delta deal was found by Cheapflights users on 11/3. 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 12/156:50 pmHPN - MKE
1 stop6h 04mDelta
Sat 1/39:33 amMKE - HPN
1 stop5h 16mDelta
Deal found 11/3$353
This Delta deal was found by Cheapflights users on 11/3. 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 12/206:55 pmHPN - MKE
1 stop5h 56mDelta
Fri 1/29:29 amMKE - HPN
1 stop5h 20mDelta
Deal found 11/3$356
This Delta deal was found by Cheapflights users on 11/3. 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 12/166:50 pmHPN - MKE
2 stops14h 55mDelta
Sun 1/49:29 amMKE - HPN
1 stop5h 20mDelta
Deal found 11/3$376

Cheap flight deals from Westchester County to Milwaukee

Keep the following information in mind while searching for Westchester County to Milwaukee flight deals. Data was last updated November 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$207
(Delta)

One-way from

$104
(Delta)

Popular in

December

Cheapest in

January

Average price

$459
Provider with most accurate pricing for New York (NYC)-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Milwaukee-Mitchell flights.
Search Deals
From Westchester County to Milwaukee-Mitchell
Search Deals
One-way flight from Westchester County to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Milwaukee 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 4, 2025.
Use the filters below to find and compare flights from Westchester County to Milwaukee that are best for you.

Fly from

Westchester County

Fly to

Milwaukee

Route

Depart

Return

Price

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Tue 12/16

3:08 pm-9:21 pm

1 stop7h 13m

Milwaukee-Mitchell

Thu 1/1

5:40 am-12:00 pm

1 stop5h 20m

$207

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Tue 1/13

6:00 am-11:00 am

1 stop6h 00m

Milwaukee-Mitchell

Sun 1/18

9:30 am-3:59 pm

1 stop5h 29m

$207

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Thu 1/29

6:00 am-11:10 am

1 stop6h 10m

Milwaukee-Mitchell

Sat 1/31

3:02 pm-10:02 pm

1 stop6h 00m

$207

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 12/17

6:50 pm-11:54 pm

1 stop6h 04m

Milwaukee-Mitchell

Thu 1/1

5:40 am-12:00 pm

1 stop5h 20m

$207

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Mon 12/15

6:50 pm-11:54 pm

1 stop6h 04m

Milwaukee-Mitchell

Fri 1/2

9:29 am-3:49 pm

1 stop5h 20m

$260

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Thu 12/18

6:29 am-10:13 am

1 stop4h 44m

Milwaukee-Mitchell

Tue 1/6

6:11 am-2:39 pm

1 stop7h 28m

$277

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Mon 11/17

4:30 pm-11:05 pm

1 stop7h 35m

Milwaukee-Mitchell

Fri 11/21

12:31 pm-8:11 pm

1 stop6h 40m

$286

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Sat 12/20

6:55 pm-11:51 pm

1 stop5h 56m

Milwaukee-Mitchell

Sun 1/4

9:29 am-3:49 pm

1 stop5h 20m

$303

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Mon 11/24

5:21 pm-11:16 pm

1 stop6h 55m

Milwaukee-Mitchell

Tue 12/2

3:37 pm-9:59 pm

1 stop5h 22m

$306

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Thu 12/18

6:29 am-10:13 am

1 stop4h 44m

Milwaukee-Mitchell

Sun 1/4

7:45 am-3:59 pm

1 stop7h 14m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 21 results
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Best time to book a flight from Westchester County to Milwaukee

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

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

Currently, November is the cheapest month in which you can book a flight from Westchester County to Milwaukee (average of $160). Flying from Westchester County to Milwaukee in April is currently the most expensive (average of $349). 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 Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated November 4, 2025.
Read reviews from past customers who have flown Delta and American Airlines from Westchester County to Milwaukee. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
8,003 reviews
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,040 reviews
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Milwaukee. 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 into for flights to Milwaukee from Westchester County?

    For a flight from Westchester County to Milwaukee, you will be flying into Milwaukee-Mitchell. Milwaukee-Mitchell (MKE) is just 6.4 mi from the center of the city.

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

    Airlines like Delta fly from Westchester County to Milwaukee in about 7h 13m. The time it takes to get you to your destination can typically vary by up to . There are 739 mi between Westchester County and Milwaukee.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Westchester County to Milwaukee (average of $160). Flying from Westchester County to Milwaukee in April is currently the most expensive (average of $349). 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

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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Alternative routes for Westchester County to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Westchester County to Milwaukee

Discover the top 2 airlines that operate flights from Westchester County to Milwaukee. 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 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$213Average$342FlexibilityNo cancel feeOn-time71%
DeltaCheapest$218Average$370FlexibilityNo cancel feeOn-timeN/A

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