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$118+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MKE
Apr 6 — Apr 131
Mon 4/6
Mon 4/13
1 adult, Economy
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Cheap 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 March 7, 2026.

This Delta deal was found by Cheapflights users on 3/7. 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 4/296:57 pm
HPN
-
MKE
1 stop6h 00m
Delta
Sat 5/28:00 am
MKE
-
HPN
1 stop7h 40m
Delta
Deal found 3/7$235
This American Airlines deal was found by Cheapflights users on 3/3. 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.
Sat 3/285:29 pm
HPN
-
MKE
1 stop6h 43m
American Airlines
Tue 3/3112:14 pm
MKE
-
HPN
1 stop3h 53m
American Airlines
Deal found 3/3$261
This American Airlines deal was found by Cheapflights users on 3/3. 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 5/77:00 am
HPN
-
MKE
1 stop7h 23m
American Airlines
Sun 5/105:06 am
MKE
-
HPN
1 stop5h 23m
American Airlines
Deal found 3/3$279
This American Airlines deal was found by Cheapflights users on 3/7. 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 3/276:30 am
HPN
-
MKE
1 stop6h 11m
American Airlines
Tue 3/317:52 am
MKE
-
HPN
1 stop7h 07m
American Airlines
Deal found 3/7$281
This American Airlines deal was found by Cheapflights users on 3/3. 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.
Fri 3/204:30 pm
HPN
-
MKE
1 stop7h 37m
American Airlines
Mon 3/235:00 am
MKE
-
HPN
1 stop5h 29m
American Airlines
Deal found 3/3$285
This American Airlines deal was found by Cheapflights users on 3/2. 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 8/255:29 pm
HPN
-
MKE
1 stop7h 02m
American Airlines
Mon 8/3112:15 pm
MKE
-
HPN
1 stop5h 09m
American Airlines
Deal found 3/2$289
This Delta deal was found by Cheapflights users on 3/5. 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 6/116:00 am
HPN
-
MKE
1 stop6h 15m
Delta
Sat 6/137:00 am
MKE
-
HPN
1 stop3h 44m
Delta
Deal found 3/5$290
This American Airlines deal was found by Cheapflights users on 3/4. 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.
Wed 4/812:00 pm
HPN
-
MKE
1 stop7h 00m
American Airlines
Sun 4/125:06 am
MKE
-
HPN
1 stop5h 23m
American Airlines
Deal found 3/4$302
This Delta deal was found by Cheapflights users on 3/2. 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 3/1412:35 pm
HPN
-
MKE
1 stop4h 31m
Delta
Mon 3/169:35 am
MKE
-
HPN
1 stop5h 14m
Delta
Deal found 3/2$310

Find 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 March 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Delta)

One-way from

$118
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$480
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. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 7, 2026.
Use the filters below to find and compare flights from Westchester County to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 4/29

6:57 pm-11:57 pm

1 stop6h 00m

Milwaukee-Mitchell

Sat 5/2

8:00 am-4:40 pm

1 stop7h 40m

$235

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 4/29

5:16 pm-11:29 pm

1 stop7h 13m

Milwaukee-Mitchell

Sat 5/2

1:53 pm-9:59 pm

1 stop7h 06m

$245

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 3/20

5:30 pm-11:24 pm

1 stop6h 54m

Milwaukee-Mitchell

Mon 3/23

8:49 am-4:47 pm

1 stop6h 58m

$285
Quickest round-trip

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Thu 6/11

6:00 am-11:15 am

1 stop6h 15m

Milwaukee-Mitchell

Sat 6/13

7:00 am-11:44 am

1 stop3h 44m

$290

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 5/13

7:00 pm-10:47 pm

1 stop4h 47m

Milwaukee-Mitchell

Mon 5/18

9:08 am-3:48 pm

1 stop5h 40m

$322

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Thu 7/16

5:29 pm-11:30 pm

1 stop7h 01m

Milwaukee-Mitchell

Sun 7/19

6:33 pm-11:29 am

1 stop15h 56m

$579

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 4/8

12:35 pm-9:16 pm

2 stops9h 41m

Milwaukee-Mitchell

Sun 4/12

6:45 am-11:53 am

1 stop4h 08m

$1,202
Cheapest one-way

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 4/22

12:30 pm-4:22 pm

1 stop4h 52m

$118

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Sat 4/11

4:30 pm-8:06 pm

1 stop4h 36m

$123

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Mon 8/31

12:45 pm-6:02 pm

1 stop6h 17m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/6

Showing 1-10 of 17 resultsSorted by cheapest first
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, February is the cheapest month in which you can book a flight from Westchester County to Milwaukee (average of $117). Flying from Westchester County to Milwaukee in January is currently the most expensive (average of $377). 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 March 7, 2026.
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
8,271 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

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
8,271 reviews
Delta
7.9
Good
8,271 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

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
7.1
Good
11,399 reviews
Delta
7.9
Good
8,271 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

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 American Airlines and Delta fly from Westchester County to Milwaukee in about 6h. The time it takes to get you to your destination can typically vary by up to 1h 23m. 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, February is the cheapest month in which you can book a flight from Westchester County to Milwaukee (average of $117). Flying from Westchester County to Milwaukee in January is currently the most expensive (average of $377). 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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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 March 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$206Average$278FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$332FlexibilityNo cancel feeOn-time71%

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