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Milwaukee

$116+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MKE
Feb 21 — Feb 281
Sat 2/21
Sat 2/28
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 January 22, 2026.

This Delta deal was found by Cheapflights users on 1/20. 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 3/312:56 pm
HPN
-
MKE
1 stop5h 38m
Delta
Thu 3/55:23 am
MKE
-
HPN
1 stop5h 43m
Delta
Deal found 1/20$215
This Delta deal was found by Cheapflights users on 1/19. 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.
Fri 3/66:43 pm
HPN
-
MKE
1 stop6h 04m
Delta
Sun 3/89:21 am
MKE
-
HPN
1 stop6h 16m
Delta
Deal found 1/19$231
This Delta deal was found by Cheapflights users on 1/21. 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 8/276:00 am
HPN
-
MKE
1 stop6h 13m
Delta
Tue 9/15:55 am
MKE
-
HPN
1 stop5h 18m
Delta
Deal found 1/21$235
This Delta deal was found by Cheapflights users on 1/20. 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.
Thu 2/56:00 am
HPN
-
MKE
1 stop6h 10m
Delta
Mon 2/93:42 pm
MKE
-
HPN
1 stop5h 18m
Delta
Deal found 1/20$255
This American Airlines deal was found by Cheapflights users on 1/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:30 am
HPN
-
MKE
1 stop6h 10m
American Airlines
Sun 2/225:00 am
MKE
-
HPN
1 stop5h 29m
American Airlines
Deal found 1/19$256
This Delta deal was found by Cheapflights users on 1/19. 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 5/123:15 pm
HPN
-
MKE
1 stop7h 07m
Delta
Fri 5/152:45 pm
MKE
-
HPN
1 stop5h 56m
Delta
Deal found 1/19$269
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/812:00 pm
HPN
-
MKE
1 stop7h 25m
American Airlines
Mon 2/167:00 am
MKE
-
HPN
1 stop5h 07m
American Airlines
Deal found 1/20$276
This Delta deal was found by Cheapflights users on 1/22. 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 1/2712:59 pm
HPN
-
MKE
1 stop7h 59m
Delta
Thu 1/296:40 am
MKE
-
HPN
1 stop4h 16m
Delta
Deal found 1/22$361
This Delta deal was found by Cheapflights users on 1/22. 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 5/223:15 pm
HPN
-
MKE
1 stop7h 07m
Delta
Sun 5/2410:15 am
MKE
-
HPN
1 stop5h 25m
Delta
Deal found 1/22$367
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:30 am
HPN
-
MKE
2 stops10h 21m
American Airlines
Mon 3/25:00 am
MKE
-
HPN
1 stop5h 29m
American Airlines
Deal found 1/20$373
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1110:00 am
HPN
-
MKE
2 stops10h 07m
American Airlines
Wed 2/188:00 am
MKE
-
HPN
1 stop6h 59m
American Airlines
Deal found 1/20$403
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/246:30 am
HPN
-
MKE
1 stop6h 51m
American Airlines
Mon 1/264:05 pm
MKE
-
HPN
1 stop4h 50m
American Airlines
Deal found 1/20$415

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 January 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$215
(Delta)

One-way from

$116
(Delta)

Popular in

December

Cheapest in

January

Average price

$353
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. 6% potential increase in price ($28 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 January 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 January 22, 2026.
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 3/3

12:56 pm-5:34 pm

1 stop5h 38m

Milwaukee-Mitchell

Thu 3/5

5:23 am-12:06 pm

1 stop5h 43m

$215

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Tue 3/3

4:30 pm-7:59 pm

1 stop4h 29m

Milwaukee-Mitchell

Thu 3/5

4:47 pm-9:59 pm

1 stop4h 12m

$215

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 2/11

12:38 pm-4:16 pm

1 stop4h 38m

Milwaukee-Mitchell

Wed 2/18

5:23 am-12:06 pm

1 stop5h 43m

$215

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Thu 2/26

6:30 am-11:40 am

1 stop6h 10m

Milwaukee-Mitchell

Sun 3/1

5:00 am-11:29 am

1 stop5h 29m

$215

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 3/6

6:43 pm-11:47 pm

1 stop6h 04m

Milwaukee-Mitchell

Sun 3/8

9:21 am-4:37 pm

1 stop6h 16m

$231

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 2/6

12:59 pm-7:58 pm

1 stop7h 59m

Milwaukee-Mitchell

Tue 2/10

5:30 am-12:06 pm

1 stop5h 36m

$255

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 2/20

6:30 am-11:40 am

1 stop6h 10m

Milwaukee-Mitchell

Sun 2/22

5:00 am-11:29 am

1 stop5h 29m

$256

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Tue 5/12

3:15 pm-9:22 pm

1 stop7h 07m

Milwaukee-Mitchell

Fri 5/15

2:45 pm-9:41 pm

1 stop5h 56m

$269

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Sun 2/8

12:00 pm-6:25 pm

1 stop7h 25m

Milwaukee-Mitchell

Mon 2/16

7:00 am-1:07 pm

1 stop5h 07m

$276

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 5/22

3:15 pm-9:22 pm

1 stop7h 07m

Milwaukee-Mitchell

Sun 5/24

10:15 am-4:40 pm

1 stop5h 25m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 16 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, 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 January 22, 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
8,087 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Overall

7.9

Entertainment

7.8

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
7.9
Good
8,087 reviews
Delta
7.9
Good
8,087 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Overall

7.9

Entertainment

7.8

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
11,174 reviews
Delta
7.9
Good
8,087 reviews

Boarding

8.1

Food

7.2

Comfort

7.9

Overall

7.9

Entertainment

7.8

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.

  • 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 29m. The time it takes to get you to your destination can typically vary by up to 1h 09m. 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 January 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$206Average$356FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$339FlexibilityNo cancel feeOn-time71%

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