HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Westchester County

$125+ Cheap flights from Wisconsin 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Apr 14 — Apr 211
Mon 4/14
Mon 4/21
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin 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 Wisconsin to Westchester County

Keep the following information in mind while searching for Wisconsin to Westchester County flight deals. Data was last updated April 9, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$249
(Delta)

One-way from

$125
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$339
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 Wisconsin to Westchester County
Search Deals
One-way flight from Wisconsin to Westchester County
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Wisconsin to Westchester County

Cheapest flights from Wisconsin to Westchester County
Explore the most affordable flight options available from Wisconsin to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 9, 2025.

This Delta deal was found by Cheapflights users on 4/8. 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 5/66:10 amMSP - HPN
1 stop4h 42mDelta
Tue 5/136:54 pmHPN - MSP
1 stop6h 45mDelta
Deal found 4/8$249
This Delta deal was found by Cheapflights users on 4/8. 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 5/2711:04 amMSN - HPN
1 stop6h 10mDelta
Thu 5/296:00 amHPN - MSN
1 stop5h 19mDelta
Deal found 4/8$259
This American Airlines deal was found by Cheapflights users on 4/8. 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 4/255:38 amMSP - HPN
1 stop4h 49mAmerican Airlines
Mon 4/2811:12 amHPN - MSP
1 stop4h 56mAmerican Airlines
Deal found 4/8$279
This American Airlines deal was found by Cheapflights users on 4/8. 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 9/1710:54 amMKE - HPN
1 stop4h 46mAmerican Airlines
Sun 9/216:00 amHPN - MKE
1 stop4h 34mAmerican Airlines
Deal found 4/8$299
This Delta deal was found by Cheapflights users on 4/8. 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 4/235:20 amGRB - HPN
1 stop5h 44mDelta
Sun 4/276:49 pmHPN - GRB
1 stop5h 26mDelta
Deal found 4/8$319
This Delta deal was found by Cheapflights users on 4/8. 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 4/305:45 amMKE - HPN
1 stop7h 35mDelta
Mon 5/54:29 pmHPN - MKE
1 stop8h 25mDelta
Deal found 4/8$319
This American Airlines deal was found by Cheapflights users on 4/8. 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 4/236:00 amGRB - HPN
2 stops9h 37mAmerican Airlines
Sun 4/276:30 amHPN - GRB
2 stops7h 13mAmerican Airlines
Deal found 4/8$329
This Delta deal was found by Cheapflights users on 4/8. 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 10/1511:15 amATW - HPN
1 stop4h 19mDelta
Sat 10/184:19 pmHPN - ATW
1 stop6h 40mDelta
Deal found 4/8$344
This Delta deal was found by Cheapflights users on 4/7. 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 5/147:59 pmORD - HPN
1 stop12h 48mDelta
Wed 6/46:00 amHPN - ORD
1 stop9h 47mDelta
Deal found 4/7$347
This American Airlines deal was found by Cheapflights users on 4/9. 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 11/14:53 pmMSN - HPN
1 stop3h 59mAmerican Airlines
Sun 11/28:14 amHPN - MSN
1 stop6h 54mAmerican Airlines
Deal found 4/9$349
This American Airlines deal was found by Cheapflights users on 4/8. 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 10/154:14 pmATW - HPN
1 stop5h 15mAmerican Airlines
Sat 10/186:18 amHPN - ATW
2 stops10h 37mAmerican Airlines
Deal found 4/8$379
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/318:22 amORD - HPN
Nonstop2h 07mAmerican Airlines
Mon 6/211:25 amHPN - ORD
1 stop5h 48mAmerican Airlines
Deal found 4/7$385

Cheapflights Fare Finder

Customize your flight search to find flights from Wisconsin 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 April 9, 2025.
Use the filters below to find and compare flights from Wisconsin to Westchester County that are best for you.

Fly from

Wisconsin

Fly to

Westchester County

Route

Depart

Return

Price

MinneapolisWhite Plains

MSP - HPN

MSPHPN

Minneapolis St Paul

Tue 5/6

6:10 am-11:52 am

1 stop4h 42m

White Plains Westchester County

Tue 5/13

6:54 pm-12:39 am

1 stop6h 45m

$249

MadisonWhite Plains

MSN - HPN

MSNHPN

Madison Truax Field

Tue 5/27

11:04 am-6:14 pm

1 stop6h 10m

White Plains Westchester County

Thu 5/29

6:00 am-10:19 am

1 stop5h 19m

$259

MinneapolisWhite Plains

MSP - HPN

MSPHPN

Minneapolis St Paul

Fri 4/25

5:38 am-11:27 am

1 stop4h 49m

White Plains Westchester County

Mon 4/28

11:12 am-3:08 pm

1 stop4h 56m

$279

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Wed 9/17

10:54 am-4:40 pm

1 stop4h 46m

White Plains Westchester County

Sun 9/21

6:00 am-9:34 am

1 stop4h 34m

$299

Green BayWhite Plains

GRB - HPN

GRBHPN

Green Bay Austin-Straubel

Wed 4/23

5:20 am-12:04 pm

1 stop5h 44m

White Plains Westchester County

Sun 4/27

6:49 pm-11:15 pm

1 stop5h 26m

$319

MilwaukeeWhite Plains

MKE - HPN

MKEHPN

Milwaukee-Mitchell

Wed 4/30

5:45 am-2:20 pm

1 stop7h 35m

White Plains Westchester County

Mon 5/5

4:29 pm-11:54 pm

1 stop8h 25m

$319

Green BayWhite Plains

GRB - HPN

GRBHPN

Green Bay Austin-Straubel

Wed 4/23

6:00 am-4:37 pm

2 stops9h 37m

White Plains Westchester County

Sun 4/27

6:30 am-12:43 pm

2 stops7h 13m

$329

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 5/14

7:59 pm-9:47 am

1 stop12h 48m

White Plains Westchester County

Wed 6/4

6:00 am-2:47 pm

1 stop9h 47m

$347

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 5/31

12:49 pm-3:59 pm

Nonstop2h 10m

White Plains Westchester County

Mon 6/2

11:25 am-4:13 pm

1 stop5h 48m

$385

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 5/31

1:59 pm-12:30 pm

1 stop21h 31m

White Plains Westchester County

Mon 6/2

12:06 pm-11:29 pm

2 stops12h 23m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 33 results
1
2
3
4

Best time to book a flight from Wisconsin to Westchester County

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

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

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Westchester County (average of $276). Flying from Wisconsin to Westchester County in March is currently the most expensive (average of $341). 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 April 9, 2025.
Read through reviews of airlines operating flights from Wisconsin to Westchester County, such as Breeze Airways, Alaska Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Overall

8.1

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
157 reviews
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Overall

8.1

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Alaska Airlines
8.0
Very good
9,847 reviews
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Overall

8.1

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,906 reviews
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Overall

8.1

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Overall

8.1

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Wisconsin 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 are the cheapest airlines to fly from Wisconsin to Westchester County one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $125. Users have also found prices from $170 and $456 on Delta and Breeze Airways, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Westchester County (average of $276). Flying from Wisconsin to Westchester County in March is currently the most expensive (average of $341). 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 Wisconsin to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Newark flights
Dallas/Fort Worth to LaGuardia flights
San Francisco to Newark flights
Fort Lauderdale to Newark flights
Atlanta to LaGuardia flights
Los Angeles to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
Dallas/Fort Worth to Newark flights
O'Hare Intl to LaGuardia flights
Seattle to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
Orlando to LaGuardia flights
Fort Lauderdale to LaGuardia flights
Orlando to Newark flights
Atlanta to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Miami to LaGuardia flights
Seattle to John F Kennedy Intl flights
O'Hare Intl to Newark flights
Miami to Newark flights
San Francisco to LaGuardia flights
Denver to John F Kennedy Intl flights
Hobby to John F Kennedy Intl flights
Atlanta to Newark flights
Hobby to LaGuardia flights
Fort Lauderdale to John F Kennedy Intl flights
Hobby to Newark flights
Burbank to Newark flights
George Bush Intcntl to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
George Bush Intcntl to Newark flights
Midway to John F Kennedy Intl flights
San Diego to John F Kennedy Intl flights
Midway to Newark flights
Minneapolis to LaGuardia flights
Charlotte to John F Kennedy Intl flights
Tampa to LaGuardia flights
Seattle to LaGuardia flights
Santa Ana to Newark flights
San Diego to Newark flights
Denver to LaGuardia flights
Boston to Newark flights
Detroit to John F Kennedy Intl flights
Ontario to Newark flights
Boston to LaGuardia flights
Denver to Newark flights
Tampa to Newark flights
Tampa to John F Kennedy Intl flights

Top 2 airlines flying from Wisconsin to Westchester County

Discover the top 2 airlines that operate flights from Wisconsin 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 April 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$179Average$408FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$384FlexibilityNo 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.