HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$115+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MKE
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Westchester County to Milwaukee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 August 18, 2025.

Round-trip from

$224
(Delta)

One-way from

$115
(Delta)

Popular in

December

Cheapest in

September

Average price

$359
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 ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

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 August 18, 2025.

This American Airlines deal was found by Cheapflights users on 8/18. 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 9/155:29 pmHPN - MKE
1 stop7h 01mAmerican Airlines
Wed 9/176:19 amMKE - HPN
1 stop4h 10mAmerican Airlines
Deal found 8/18$228
This American Airlines deal was found by Cheapflights users on 8/16. 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 11/75:16 pmHPN - MKE
1 stop5h 16mAmerican Airlines
Mon 11/103:37 pmMKE - HPN
1 stop6h 52mAmerican Airlines
Deal found 8/16$229
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/185:29 pmHPN - MKE
1 stop7h 01mAmerican Airlines
Sun 9/217:06 amMKE - HPN
1 stop4h 59mAmerican Airlines
Deal found 8/18$233
This Delta deal was found by Cheapflights users on 8/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/33:09 pmHPN - MKE
1 stop6h 22mDelta
Fri 9/511:47 amMKE - HPN
1 stop5h 15mDelta
Deal found 8/15$248
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/195:29 pmHPN - MKE
1 stop7h 01mAmerican Airlines
Sun 9/217:06 amMKE - HPN
1 stop4h 59mAmerican Airlines
Deal found 8/18$333
This American Airlines deal was found by Cheapflights users on 8/16. 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 11/75:16 pmHPN - MKE
1 stop5h 16mAmerican Airlines
Sun 11/95:31 amMKE - HPN
1 stop4h 24mAmerican Airlines
Deal found 8/16$336
This Delta deal was found by Cheapflights users on 8/17. 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 9/35:15 pmHPN - MKE
1 stop5h 18mDelta
Sun 9/75:25 amMKE - HPN
1 stop5h 35mDelta
Deal found 8/17$353
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Mon 11/245:59 pmHPN - MKE
1 stop6h 06mAmerican Airlines
Sat 11/293:37 pmMKE - HPN
1 stop5h 22mAmerican Airlines
Deal found 8/17$393
This Delta deal was found by Cheapflights users on 8/16. 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 11/76:50 pmHPN - MKE
1 stop6h 05mDelta
Mon 11/105:50 pmMKE - HPN
2 stops16h 56mDelta
Deal found 8/16$462
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Tue 11/256:30 amHPN - MKE
1 stop6h 29mAmerican Airlines
Sat 11/295:00 amMKE - HPN
1 stop5h 28mAmerican Airlines
Deal found 8/17$515
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/106:59 pmHPN - MKE
1 stop6h 15mAmerican Airlines
Mon 10/138:16 pmMKE - HPN
1 stop14h 13mAmerican Airlines
Deal found 8/18$524
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Mon 11/247:25 amHPN - MKE
1 stop5h 15mAmerican Airlines
Sun 11/305:00 amMKE - HPN
1 stop5h 28mAmerican Airlines
Deal found 8/17$578

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 August 18, 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

Mon 9/15

5:29 pm-11:30 pm

1 stop7h 01m

Milwaukee-Mitchell

Wed 9/17

6:19 am-11:29 am

1 stop4h 10m

$228

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 11/7

5:16 pm-9:32 pm

1 stop5h 16m

Milwaukee-Mitchell

Mon 11/10

3:37 pm-11:29 pm

1 stop6h 52m

$229

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Thu 9/18

5:29 pm-11:30 pm

1 stop7h 01m

Milwaukee-Mitchell

Sun 9/21

7:06 am-1:05 pm

1 stop4h 59m

$233

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 9/3

3:09 pm-8:31 pm

1 stop6h 22m

Milwaukee-Mitchell

Fri 9/5

11:47 am-6:02 pm

1 stop5h 15m

$248

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 9/19

5:29 pm-11:30 pm

1 stop7h 01m

Milwaukee-Mitchell

Sun 9/21

7:06 am-1:05 pm

1 stop4h 59m

$333

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 11/7

5:16 pm-9:32 pm

1 stop5h 16m

Milwaukee-Mitchell

Sun 11/9

5:31 am-10:55 am

1 stop4h 24m

$336

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 9/3

5:15 pm-9:33 pm

1 stop5h 18m

Milwaukee-Mitchell

Sun 9/7

5:25 am-12:00 pm

1 stop5h 35m

$353

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Thu 11/13

6:00 am-11:13 am

1 stop6h 13m

Milwaukee-Mitchell

Fri 11/14

2:45 pm-9:38 pm

1 stop5h 53m

$353

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Mon 11/24

5:59 pm-11:05 pm

1 stop6h 06m

Milwaukee-Mitchell

Sat 11/29

3:37 pm-9:59 pm

1 stop5h 22m

$393

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 11/7

6:50 pm-11:55 pm

1 stop6h 05m

Milwaukee-Mitchell

Mon 11/10

5:50 pm-11:46 am

2 stops16h 56m

$462

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

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, 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.

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 August 18, 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
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

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
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

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
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

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 American Airlines and Delta fly from Westchester County to Milwaukee in about 6h 22m. The time it takes to get you to your destination can typically vary by up to 39m. 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 $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 Milwaukee?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Westchester County to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to Minneapolis flights
LaGuardia to Minneapolis flights
Newark to Minneapolis flights
John F Kennedy Intl to Milwaukee flights
LaGuardia to Milwaukee flights
Newark to Milwaukee flights
Syracuse to O'Hare Intl flights
White Plains to O'Hare Intl flights
LaGuardia to Madison flights
Buffalo to O'Hare Intl flights
Rochester to O'Hare Intl flights
Newark to Madison flights
John F Kennedy Intl to Madison flights
Albany to O'Hare Intl flights
Stewart to O'Hare Intl flights
Syracuse to Minneapolis flights
Buffalo to Minneapolis flights
Albany to Green Bay flights
Newark to Appleton flights
John F Kennedy Intl to Appleton flights
LaGuardia to Green Bay flights
John F Kennedy Intl to Green Bay flights
LaGuardia to Appleton flights
White Plains to Minneapolis flights
Islip to O'Hare Intl flights
Rochester to Minneapolis flights
Newark to Green Bay flights
Albany to Minneapolis flights
Buffalo to Milwaukee flights
Ithaca to O'Hare Intl flights
Syracuse to Milwaukee flights
Binghamton to O'Hare Intl flights
Albany to Madison flights
Elmira to O'Hare Intl flights
Newark to Rhinelander flights
John F Kennedy Intl to Rhinelander flights
LaGuardia to Rhinelander flights
Albany to Milwaukee flights
White Plains to Madison flights
Newark to Duluth flights
White Plains to Milwaukee flights
Stewart to Minneapolis flights
Ithaca to Minneapolis flights
Syracuse to Madison flights
Elmira to Minneapolis flights
John F Kennedy Intl to Duluth flights
John F Kennedy Intl to Wausau flights

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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$213Average$340FlexibilityNo cancel feeOn-time71%
DeltaCheapest$218Average$487FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.