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Westchester County

$108+ 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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. 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 2/206:05 am
MKE
-
HPN
1 stop7h 25m
American Airlines
Sun 2/224:30 pm
HPN
-
MKE
1 stop7h 27m
American Airlines
Deal found 1/26$215
This Delta deal was found by Cheapflights users on 1/27. 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 5/232:45 pm
MKE
-
HPN
1 stop5h 56m
Delta
Sat 5/304:19 pm
HPN
-
MKE
1 stop8h 08m
Delta
Deal found 1/27$235
This Delta deal was found by Cheapflights users on 1/28. 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.
Sun 2/86:40 am
MKE
-
HPN
1 stop4h 18m
Delta
Wed 2/1112:38 pm
HPN
-
MKE
1 stop4h 38m
Delta
Deal found 1/28$281
This Delta deal was found by Cheapflights users on 1/28. 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 4/172:50 pm
MKE
-
HPN
1 stop6h 11m
Delta
Sun 4/196:00 am
HPN
-
MKE
1 stop6h 27m
Delta
Deal found 1/28$307
This Delta deal was found by Cheapflights users on 1/26. 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 3/163:55 pm
MKE
-
HPN
1 stop5h 12m
Delta
Sun 3/226:00 am
HPN
-
MKE
1 stop6h 03m
Delta
Deal found 1/26$337
This Delta deal was found by Cheapflights users on 1/27. 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 5/2212:20 pm
MKE
-
HPN
1 stop8h 21m
Delta
Sat 5/3012:45 pm
HPN
-
MKE
1 stop4h 22m
Delta
Deal found 1/27$367
This Delta deal was found by Cheapflights users on 1/27. 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 1/306:40 am
MKE
-
HPN
1 stop4h 16m
Delta
Fri 2/612:59 pm
HPN
-
MKE
1 stop7h 59m
Delta
Deal found 1/27$371
This Delta deal was found by Cheapflights users on 1/27. 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 5/2312:20 pm
MKE
-
HPN
1 stop8h 21m
Delta
Sun 5/313:15 pm
HPN
-
MKE
1 stop7h 07m
Delta
Deal found 1/27$395
This American Airlines deal was found by Cheapflights users on 1/28. 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 1/3012:51 pm
MKE
-
HPN
1 stop6h 17m
American Airlines
Fri 2/66:30 am
HPN
-
MKE
1 stop6h 51m
American Airlines
Deal found 1/28$411
This Delta deal was found by Cheapflights users on 1/27. 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 1/297:00 am
MKE
-
HPN
1 stop6h 26m
Delta
Fri 2/66:00 am
HPN
-
MKE
1 stop6h 10m
Delta
Deal found 1/27$412
This American Airlines deal was found by Cheapflights users on 1/28. 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 1/299:30 am
MKE
-
HPN
1 stop5h 29m
American Airlines
Sun 2/112:00 pm
HPN
-
MKE
1 stop7h 25m
American Airlines
Deal found 1/28$465

Find 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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$215
(American Airlines)

One-way from

$108
(American Airlines)

Popular in

November

Cheapest in

January

Average price

$329
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. 6% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($4 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 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 January 29, 2026.
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

Wed 4/1

1:21 pm-10:07 pm

1 stop7h 46m

White Plains Westchester County

Tue 4/7

12:35 pm-5:53 pm

1 stop6h 18m

$215

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 2/27

9:00 am-3:59 pm

1 stop5h 59m

White Plains Westchester County

Mon 3/2

6:00 am-11:56 am

1 stop6h 56m

$215

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Tue 2/24

6:40 am-11:56 am

1 stop4h 16m

White Plains Westchester County

Tue 2/24

5:12 pm-8:21 pm

1 stop4h 09m

$215

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Sat 5/23

2:45 pm-9:41 pm

1 stop5h 56m

White Plains Westchester County

Sat 5/30

4:19 pm-11:27 pm

1 stop8h 08m

$235

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Sun 2/8

6:40 am-11:58 am

1 stop4h 18m

White Plains Westchester County

Wed 2/11

12:38 pm-4:16 pm

1 stop4h 38m

$281

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Thu 6/11

2:45 pm-9:41 pm

1 stop5h 56m

White Plains Westchester County

Tue 6/16

6:40 pm-11:27 pm

1 stop5h 47m

$307

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 4/17

2:50 pm-10:01 pm

1 stop6h 11m

White Plains Westchester County

Sun 4/19

6:00 am-11:27 am

1 stop6h 27m

$307

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Mon 3/16

3:55 pm-10:07 pm

1 stop5h 12m

White Plains Westchester County

Sun 3/22

6:00 am-11:03 am

1 stop6h 03m

$337

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 5/22

12:20 pm-9:41 pm

1 stop8h 21m

White Plains Westchester County

Sat 5/30

12:45 pm-4:07 pm

1 stop4h 22m

$367

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Fri 5/22

12:20 pm-9:41 pm

1 stop8h 21m

White Plains Westchester County

Sun 5/31

6:00 am-11:15 am

1 stop6h 15m

$527

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 18 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, March is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $135). Flying from Milwaukee to Westchester County in December is currently the most expensive (average of $335). 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 January 29, 2026.
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
8,128 reviews

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Overall

7.9

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
8,128 reviews
Delta
7.9
Good
8,128 reviews

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Overall

7.9

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
11,205 reviews
Delta
7.9
Good
8,128 reviews

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Overall

7.9

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 59m. Fly via Delta or American Airlines to get the fastest option. There are 739 mi between Milwaukee and Westchester County. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, March is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $135). Flying from Milwaukee to Westchester County in December is currently the most expensive (average of $335). 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

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Alternative routes for Milwaukee to Westchester County

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$181Average$302FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$324FlexibilityNo cancel feeOn-time71%

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