HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Westchester County

$129+ Cheap flights from Milwaukee (MKE) to Westchester County

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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Westchester County 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 Milwaukee to Westchester County

Keep the following information in mind while searching for Milwaukee to Westchester County flight deals. Data was last updated November 13, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$207
(Delta)

One-way from

$129
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$419
Provider with most accurate pricing for Milwaukee-Mitchell-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-New York (NYC) flights.
Search Deals
From Milwaukee-Mitchell to Westchester County
Search Deals
One-way flight from Milwaukee-Mitchell to Westchester County
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($22 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 November 2025
Search Deals

Find flight deals from Milwaukee to Westchester County

Cheapest flights from Milwaukee to Westchester County
Explore the most affordable flight options available from Milwaukee to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.

This American Airlines deal was found by Cheapflights users on 11/12. 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 11/278:52 amMKE - HPN
1 stop6h 07mAmerican Airlines
Mon 12/15:21 pmHPN - MKE
1 stop6h 55mAmerican Airlines
Deal found 11/12$432
This American Airlines deal was found by Cheapflights users on 11/12. 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 12/196:00 amMKE - HPN
1 stop4h 29mAmerican Airlines
Tue 12/236:56 pmHPN - MKE
1 stop6h 02mAmerican Airlines
Deal found 11/12$523
This Delta deal was found by Cheapflights users on 11/12. 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 11/137:12 amMKE - HPN
1 stop3h 47mDelta
Mon 11/176:00 amHPN - MKE
1 stop5h 42mDelta
Deal found 11/12$537
This Delta deal was found by Cheapflights users on 11/12. 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 12/189:40 amMKE - HPN
1 stop5h 09mDelta
Sun 12/2112:55 pmHPN - MKE
1 stop5h 19mDelta
Deal found 11/12$573

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Westchester County 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 November 13, 2025.
Use the filters below to find and compare flights from Milwaukee to Westchester County that are best for you.

Fly from

Milwaukee

Fly to

Westchester County

Route

Depart

Return

Price

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 1/30

3:42 pm-10:02 pm

1 stop5h 20m

White Plains Westchester County

Tue 2/3

12:59 pm-5:34 pm

1 stop5h 35m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Wed 4/29

5:55 am-12:14 pm

1 stop5h 19m

White Plains Westchester County

Sat 5/2

6:40 pm-11:25 pm

1 stop5h 45m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 2/6

3:42 pm-10:02 pm

1 stop5h 20m

White Plains Westchester County

Tue 2/10

3:10 pm-9:36 pm

1 stop7h 26m

$207

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Thu 11/27

8:52 am-3:59 pm

1 stop6h 07m

White Plains Westchester County

Mon 12/1

5:21 pm-11:16 pm

1 stop6h 55m

$432

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 2/6

7:32 am-6:08 pm

2 stops9h 36m

White Plains Westchester County

Tue 2/10

4:30 pm-10:05 pm

1 stop6h 35m

$512

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 12/19

6:00 am-11:29 am

1 stop4h 29m

White Plains Westchester County

Tue 12/23

6:56 pm-11:58 pm

1 stop6h 02m

$523

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Thu 12/18

9:40 am-3:49 pm

1 stop5h 09m

White Plains Westchester County

Sun 12/21

12:55 pm-5:14 pm

1 stop5h 19m

$573

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Wed 4/29

5:13 am-4:39 pm

2 stops10h 26m

White Plains Westchester County

Sat 5/2

8:26 am-12:02 pm

1 stop4h 36m

$576

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 12/19

6:00 am-11:29 am

1 stop4h 29m

$129

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 12/19

9:40 am-3:49 pm

1 stop5h 09m

$130

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 16 results
1
2

Best time to book a flight from Milwaukee to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Milwaukee 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 Milwaukee to Westchester County

What is the cheapest month to book a flight from Milwaukee to Westchester County?

Currently, May is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $181). Flying from Milwaukee to Westchester County in February is currently the most expensive (average of $380). 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 Westchester County

Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated November 13, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Milwaukee to Westchester County by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
American Airlines
7.2
Good
11,051 reviews
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Westchester County. 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 from for flights from Milwaukee to Westchester County?

    If you book a flight to Westchester County from Milwaukee, you will be flying from Milwaukee-Mitchell, which is the city’s only airport. Milwaukee-Mitchell (MKE) is located 6.4 mi from the center of Milwaukee.

  • How long is the flight from Milwaukee to Westchester County?

    There are many flights that can get you from Milwaukee to Westchester County in 5h 20m. Fly via Delta to get the fastest option. There are 739 mi between Milwaukee and Westchester County.

  • Can I find deals for flights from Milwaukee to Westchester County that include hotel bookings?

    Yes. In addition to deals on Milwaukee to Westchester County flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to Westchester County?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Westchester County.

  • Can I find deals for business class flights from Milwaukee to Westchester County?

    Yes. Cheapflights offers flight deals from Milwaukee to Westchester County 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 Milwaukee to Westchester County?

    Currently, May is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $181). Flying from Milwaukee to Westchester County in February is currently the most expensive (average of $380). 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

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 Milwaukee to Westchester County

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

Top 2 airlines flying from Milwaukee to Westchester County

Discover the top 2 airlines that operate flights from Milwaukee to Westchester County. 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$213Average$356FlexibilityNo cancel feeOn-time71%
DeltaCheapest$223Average$396FlexibilityNo 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.