HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$108+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MKE
Feb 15 — Feb 221
Sun 2/15
Sun 2/22
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 January 16, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$215
(Delta)

One-way from

$108
(Delta)

Popular in

December

Cheapest in

January

Average price

$344
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. 5% potential increase in price ($24 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

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 January 16, 2026.

This American Airlines deal was found by Cheapflights users on 1/16. 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.
Sat 2/76:00 am
HPN
-
MKE
1 stop6h 01m
American Airlines
Fri 2/134:47 pm
MKE
-
HPN
1 stop4h 12m
American Airlines
Deal found 1/16$215
This Delta deal was found by Cheapflights users on 1/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:59 pm
HPN
-
MKE
1 stop5h 58m
Delta
Sat 4/410:51 am
MKE
-
HPN
1 stop4h 44m
Delta
Deal found 1/14$230
This Delta deal was found by Cheapflights users on 1/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/154:29 pm
HPN
-
MKE
1 stop7h 56m
Delta
Mon 4/205:55 am
MKE
-
HPN
1 stop5h 05m
Delta
Deal found 1/14$243
This Delta deal was found by Cheapflights users on 1/15. 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.
Fri 1/306:00 am
HPN
-
MKE
1 stop6h 10m
Delta
Tue 2/32:55 pm
MKE
-
HPN
1 stop6h 05m
Delta
Deal found 1/15$255
This American Airlines deal was found by Cheapflights users on 1/14. 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.
Fri 3/2712:00 pm
HPN
-
MKE
1 stop6h 54m
American Airlines
Wed 4/18:49 am
MKE
-
HPN
1 stop6h 10m
American Airlines
Deal found 1/14$256
This Delta deal was found by Cheapflights users on 1/15. 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.
Thu 4/1612:30 pm
HPN
-
MKE
1 stop6h 28m
Delta
Sun 4/1910:50 am
MKE
-
HPN
1 stop4h 42m
Delta
Deal found 1/15$261
This Delta deal was found by Cheapflights users on 1/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:44 pm
HPN
-
MKE
1 stop5h 41m
Delta
Thu 5/79:10 am
MKE
-
HPN
1 stop6h 30m
Delta
Deal found 1/14$275
This Delta deal was found by Cheapflights users on 1/16. 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.
Tue 1/2712:59 pm
HPN
-
MKE
1 stop7h 59m
Delta
Sat 1/312:45 pm
MKE
-
HPN
1 stop6h 15m
Delta
Deal found 1/16$281
This Delta deal was found by Cheapflights users on 1/15. 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.
Fri 6/196:40 pm
HPN
-
MKE
1 stop5h 47m
Delta
Tue 6/235:55 am
MKE
-
HPN
1 stop5h 19m
Delta
Deal found 1/15$297
This KAYAK deal was found by Cheapflights users on 1/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2212:59 pm
HPN
-
MKE
1 stop7h 59m
Delta
Fri 1/239:28 am
MKE
-
HPN
1 stop5h 21m
Delta
Deal found 1/15$325
This American Airlines deal was found by Cheapflights users on 1/14. 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.
Wed 4/155:30 pm
HPN
-
MKE
1 stop6h 42m
American Airlines
Sun 4/196:00 am
MKE
-
HPN
1 stop7h 30m
American Airlines
Deal found 1/14$326
This American Airlines deal was found by Cheapflights users on 1/14. 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.
Sun 1/254:30 pm
HPN
-
MKE
1 stop6h 32m
American Airlines
Tue 1/2712:51 pm
MKE
-
HPN
1 stop6h 17m
American Airlines
Deal found 1/14$345

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 16, 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 2/24

5:12 pm-8:21 pm

1 stop4h 09m

Milwaukee-Mitchell

Thu 4/16

6:55 am-11:44 am

1 stop3h 49m

$215

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Sat 2/7

6:00 am-11:01 am

1 stop6h 01m

Milwaukee-Mitchell

Fri 2/13

4:47 pm-9:59 pm

1 stop4h 12m

$215

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Mon 3/30

6:59 pm-11:57 pm

1 stop5h 58m

Milwaukee-Mitchell

Sat 4/4

10:51 am-4:35 pm

1 stop4h 44m

$230

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Wed 4/15

4:29 pm-11:25 pm

1 stop7h 56m

Milwaukee-Mitchell

Mon 4/20

5:55 am-12:00 pm

1 stop5h 05m

$243

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 1/30

6:00 am-11:10 am

1 stop6h 10m

Milwaukee-Mitchell

Tue 2/3

2:55 pm-10:00 pm

1 stop6h 05m

$255

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 3/27

12:00 pm-5:54 pm

1 stop6h 54m

Milwaukee-Mitchell

Wed 4/1

8:49 am-3:59 pm

1 stop6h 10m

$256

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Thu 4/16

12:30 pm-5:58 pm

1 stop6h 28m

Milwaukee-Mitchell

Sun 4/19

10:50 am-4:32 pm

1 stop4h 42m

$261

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Mon 5/4

6:44 pm-11:25 pm

1 stop5h 41m

Milwaukee-Mitchell

Thu 5/7

9:10 am-4:40 pm

1 stop6h 30m

$275

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Tue 1/27

12:59 pm-7:58 pm

1 stop7h 59m

Milwaukee-Mitchell

Sat 1/31

2:45 pm-10:00 pm

1 stop6h 15m

$281

White PlainsMilwaukee

HPN - MKE

HPNMKE

White Plains Westchester County

Fri 6/19

6:40 pm-11:27 pm

1 stop5h 47m

Milwaukee-Mitchell

Tue 6/23

5:55 am-12:14 pm

1 stop5h 19m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 17 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 January 16, 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
8,051 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

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
8,051 reviews
Delta
7.9
Good
8,051 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

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
11,136 reviews
Delta
7.9
Good
8,051 reviews

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

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 09m. The time it takes to get you to your destination can typically vary by up to 2h 45m. 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

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
LaGuardia to Minneapolis flights
John F Kennedy Intl to Minneapolis flights
Newark to Minneapolis flights
Newark to Milwaukee flights
John F Kennedy Intl to Milwaukee flights
LaGuardia to Milwaukee flights
Buffalo to O'Hare Intl flights
LaGuardia to Madison flights
Albany to O'Hare Intl flights
Newark to Madison flights
Syracuse to O'Hare Intl flights
Rochester to O'Hare Intl flights
John F Kennedy Intl to Madison flights
White Plains to O'Hare Intl flights
Buffalo to Minneapolis flights
White Plains to Minneapolis flights
Rochester to Minneapolis flights
John F Kennedy Intl to Green Bay flights
Syracuse to Minneapolis flights
Newark to Green Bay flights
Islip to O'Hare Intl flights
Albany to Minneapolis flights
Ithaca to O'Hare Intl flights
John F Kennedy Intl to Appleton flights
Syracuse to Madison flights
Buffalo to Milwaukee flights
Newark to Duluth flights
Albany to Milwaukee flights
Newark to Appleton flights
John F Kennedy Intl to Duluth flights
LaGuardia to Appleton flights
Syracuse to Milwaukee flights
White Plains to Milwaukee flights
LaGuardia to Duluth flights
Albany to Madison flights
LaGuardia to Green Bay flights
Rochester to Milwaukee flights
Elmira to O'Hare Intl flights
White Plains to Madison flights
Ithaca to Milwaukee flights
Rochester to Green Bay flights
Rochester to Madison flights
White Plains to Wausau flights
Stewart to O'Hare Intl flights
LaGuardia to Wausau flights
Elmira to Minneapolis flights
Newark 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 January 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$206Average$356FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$339FlexibilityNo cancel feeOn-time71%

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.