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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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MKE
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
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 17, 2025.

This Delta deal was found by Cheapflights users on 11/17. 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 12/46:50 pmHPN - MKE
1 stop6h 04mDelta
Fri 12/511:41 amMKE - HPN
1 stop5h 19mDelta
Deal found 11/17$265
This American Airlines deal was found by Cheapflights users on 11/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:30 amHPN - MKE
1 stop6h 27mAmerican Airlines
Thu 12/257:45 amMKE - HPN
1 stop7h 14mAmerican Airlines
Deal found 11/17$352
This Delta deal was found by Cheapflights users on 11/17. 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.
Sun 12/146:10 amHPN - MKE
1 stop5h 36mDelta
Mon 12/296:15 pmMKE - HPN
1 stop16h 44mDelta
Deal found 11/17$417
This American Airlines deal was found by Cheapflights users on 11/14. 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 12/2511:04 amHPN - MKE
1 stop4h 31mAmerican Airlines
Mon 12/298:08 pmMKE - HPN
1 stop14h 21mAmerican Airlines
Deal found 11/14$421
This American Airlines deal was found by Cheapflights users on 11/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/183:00 pmHPN - MKE
1 stop7h 31mAmerican Airlines
Mon 12/296:00 amMKE - HPN
1 stop4h 29mAmerican Airlines
Deal found 11/17$427
This American Airlines deal was found by Cheapflights users on 11/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:16 pmHPN - MKE
1 stop4h 56mAmerican Airlines
Thu 12/257:45 amMKE - HPN
1 stop7h 14mAmerican Airlines
Deal found 11/17$471
This American Airlines deal was found by Cheapflights users on 11/15. 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.
Wed 11/196:30 amHPN - MKE
1 stop6h 31mAmerican Airlines
Fri 11/213:28 pmMKE - HPN
1 stop5h 31mAmerican Airlines
Deal found 11/15$487
This American Airlines deal was found by Cheapflights users on 11/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:59 amHPN - MKE
1 stop7h 18mAmerican Airlines
Fri 12/261:52 pmMKE - HPN
1 stop7h 07mAmerican Airlines
Deal found 11/17$498
This American Airlines deal was found by Cheapflights users on 11/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1712:00 pmHPN - MKE
1 stop6h 59mAmerican Airlines
Sat 12/278:08 pmMKE - HPN
1 stop14h 21mAmerican Airlines
Deal found 11/17$507
This American Airlines deal was found by Cheapflights users on 11/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:16 pmHPN - MKE
1 stop4h 56mAmerican Airlines
Mon 12/296:00 amMKE - HPN
1 stop4h 29mAmerican Airlines
Deal found 11/17$546
This Delta deal was found by Cheapflights users on 11/17. 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.
Sun 12/146:10 amHPN - MKE
1 stop5h 36mDelta
Sun 12/285:50 pmMKE - HPN
1 stop17h 10mDelta
Deal found 11/17$566
This Delta deal was found by Cheapflights users on 11/17. 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.
Wed 12/176:50 pmHPN - MKE
2 stops14h 55mDelta
Mon 12/296:15 pmMKE - HPN
1 stop16h 44mDelta
Deal found 11/17$586

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 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$207
(Delta)

One-way from

$104
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$469
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. 4% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 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 17, 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

Sat 3/7

6:40 pm-11:50 pm

1 stop6h 10m

Milwaukee-Mitchell

Tue 3/10

9:20 am-4:35 pm

1 stop6h 15m

$207

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Sun 1/4

6:27 am-10:09 am

1 stop4h 42m

Milwaukee-Mitchell

Sun 1/11

12:51 pm-8:08 pm

1 stop6h 17m

$232

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Thu 12/4

6:50 pm-11:54 pm

1 stop6h 04m

Milwaukee-Mitchell

Fri 12/5

11:41 am-6:00 pm

1 stop5h 19m

$265

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Mon 12/15

6:43 pm-11:01 pm

1 stop5h 18m

Milwaukee-Mitchell

Thu 12/25

7:45 am-3:59 pm

1 stop7h 14m

$352

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Sun 12/14

6:30 am-11:57 am

1 stop6h 27m

Milwaukee-Mitchell

Thu 12/25

7:45 am-3:59 pm

1 stop7h 14m

$352

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 12/17

6:43 pm-11:01 pm

1 stop5h 18m

Milwaukee-Mitchell

Thu 12/25

7:45 am-3:59 pm

1 stop7h 14m

$352

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Sun 12/14

6:10 am-10:46 am

1 stop5h 36m

Milwaukee-Mitchell

Mon 12/29

6:15 pm-11:59 am

1 stop16h 44m

$417

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Mon 12/15

6:50 pm-11:54 pm

1 stop6h 04m

Milwaukee-Mitchell

Mon 12/29

6:15 pm-11:59 am

1 stop16h 44m

$417

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Tue 12/16

12:55 pm-4:07 pm

1 stop4h 12m

Milwaukee-Mitchell

Mon 12/29

6:15 pm-11:59 am

1 stop16h 44m

$417

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 12/17

6:50 pm-11:54 pm

1 stop6h 04m

Milwaukee-Mitchell

Mon 12/29

6:15 pm-11:59 am

1 stop16h 44m

$417

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Showing 1-10 of 18 results
1
2

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, March is the cheapest month in which you can book a flight from Westchester County to Milwaukee (average of $164). 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 17, 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
8,008 reviews

Food

7.3

Entertainment

7.9

Overall

7.9

Boarding

8.1

Crew

8.5

Comfort

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
8,008 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Entertainment

7.9

Overall

7.9

Boarding

8.1

Crew

8.5

Comfort

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
11,048 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Entertainment

7.9

Overall

7.9

Boarding

8.1

Crew

8.5

Comfort

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 and American Airlines fly from Westchester County to Milwaukee in about 4h 42m. The time it takes to get you to your destination can typically vary by up to 1h 28m. There are 739 mi between Westchester County and Milwaukee. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, March is the cheapest month in which you can book a flight from Westchester County to Milwaukee (average of $164). 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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$213Average$342FlexibilityNo cancel feeOn-time71%
DeltaCheapest$218Average$370FlexibilityNo cancel feeOn-timeN/A

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