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$110+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MKE
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
1 adult, Economy
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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 June 30, 2025.

Round-trip from

$219
(Delta)

One-way from

$110
(Delta)

Popular in

December

Cheapest in

September

Average price

$404
From Westchester County to Milwaukee-Mitchell
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One-way flight from Westchester County to Milwaukee-Mitchell
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Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 30, 2025.

This Delta deal was found by Cheapflights users on 6/29. 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 9/24:29 pmHPN - MKE
1 stop8h 07mDelta
Tue 9/92:54 pmMKE - HPN
1 stop6h 29mDelta
Deal found 6/29$219
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/15:29 pmHPN - MKE
1 stop7h 16mAmerican Airlines
Mon 8/46:27 amMKE - HPN
1 stop4h 02mAmerican Airlines
Deal found 6/30$229
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/168:10 amHPN - MKE
3 stops32h 32mMultiple Airlines
Sat 7/194:37 pmMKE - HPN
2 stops18h 53mMultiple Airlines
Deal found 6/30$730
This Expedia deal was found by Cheapflights users on 6/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/188:35 pmHPN - MKE
2 stops20h 03mJetBlue
Sun 7/204:03 pmMKE - HPN
2 stops16h 57mJetBlue
Deal found 6/30$1,366

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 June 30, 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 9/2

4:29 pm-11:36 pm

1 stop8h 07m

Milwaukee-Mitchell

Tue 9/9

2:54 pm-10:23 pm

1 stop6h 29m

$219

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 8/1

5:29 pm-11:45 pm

1 stop7h 16m

Milwaukee-Mitchell

Mon 8/4

6:27 am-11:29 am

1 stop4h 02m

$229

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 7/16

8:10 am-3:42 pm

3 stops32h 32m

Milwaukee-Mitchell

Sat 7/19

4:37 pm-12:30 pm

2 stops18h 53m

$730

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 7/18

8:35 pm-3:38 pm

2 stops20h 03m

Milwaukee-Mitchell

Sun 7/20

4:03 pm-10:00 am

2 stops16h 57m

$1,366

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Tue 8/5

6:49 pm-11:59 pm

1 stop6h 10m

$110

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Tue 7/8

5:29 pm-11:45 pm

1 stop7h 16m

$187

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 8/22

12:06 pm-11:06 pm

2 stops12h 00m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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, February is the cheapest month in which you can book a flight from Westchester County to Milwaukee (average of $280). Flying from Westchester County to Milwaukee in June is currently the most expensive (average of $376). 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.

What is the cheapest time of day to fly from REU to MKE?

Find hourly flight availability from Westchester County to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Westchester County to Milwaukee as you normally would.

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 June 30, 2025.
Read reviews from past customers who have flown Delta, JetBlue, 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
8.0
Very good
7,969 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
8.0
Very good
7,969 reviews
Delta
8.0
Very good
7,969 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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.
JetBlue
7.3
Good
2,920 reviews
Delta
8.0
Very good
7,969 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
10,000 reviews
Delta
8.0
Very good
7,969 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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.

  • 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, February is the cheapest month in which you can book a flight from Westchester County to Milwaukee (average of $280). Flying from Westchester County to Milwaukee in June is currently the most expensive (average of $376). 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 Westchester County?

Book flights to Westchester County if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
Wauwatosa

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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 June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$196Average$338FlexibilityNo cancel feeOn-time71%
DeltaCheapest$198Average$352FlexibilityNo cancel feeOn-timeN/A

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