$217+ Cheap flights from Milwaukee (MKE) to Westchester County
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Oct 5 — Oct 121
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Westchester County with Cheapflights
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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
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Cheapest flights from Milwaukee to Westchester CountyExplore 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 September 5, 2026.
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 September 5, 2026.
This Delta deal was found by Cheapflights users on 9/3. 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 12/127:00 am -
1 stop3h 57m
Mon 12/144:28 pm -
1 stop5h 34m
Deal found 9/3![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/31. 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 9/125:30 am -
1 stop5h 38m
Sat 9/193:10 pm -
1 stop6h 59m
Deal found 8/31![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 9/2. 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 12/1310:55 am -
1 stop4h 40m
Mon 1/185:10 pm -
1 stop4h 59m
Deal found 9/2![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 9/3. 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 9/199:37 am -
1 stop5h 08m
Sat 9/263:10 pm -
1 stop5h 24m
Deal found 9/3![Delta logo]()
$357
This American Airlines deal was found by Cheapflights users on 8/31. 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 10/225:10 pm -
1 stop5h 19m
Mon 10/265:25 pm -
1 stop6h 53m
Deal found 8/31![American Airlines logo]()
$378
This American Airlines deal was found by Cheapflights users on 9/2. 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 10/62:58 pm -
1 stop6h 57m
Mon 10/126:16 am -
1 stop5h 56m
Deal found 9/2![American Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 9/3. 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 9/97:14 am -
1 stop3h 42m
Sun 9/133:10 pm -
1 stop5h 24m
Deal found 9/3![Delta logo]()
$393
This American Airlines deal was found by Cheapflights users on 9/1. 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 9/165:11 pm -
1 stop5h 15m
Sun 9/207:55 am -
1 stop5h 56m
Deal found 9/1![American Airlines logo]()
$430
This American Airlines deal was found by Cheapflights users on 9/1. 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 10/165:10 pm -
1 stop5h 19m
Mon 10/194:30 pm -
1 stop6h 17m
Deal found 9/1![American Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 9/4. 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 11/255:08 pm -
1 stop5h 21m
Sat 11/287:29 am -
1 stop5h 47m
Deal found 9/4![American Airlines logo]()
$463
This American Airlines deal was found by Cheapflights users on 9/1. 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 10/165:10 pm -
1 stop5h 19m
Sun 10/186:59 pm -
1 stop5h 58m
Deal found 9/1![American Airlines logo]()
$481
Best flights from Milwaukee to Westchester CountyDiscover carefully curated flight deals from Milwaukee to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
Discover carefully curated flight deals from Milwaukee to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
This American Airlines deal was found by Cheapflights users on 9/5. 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 10/65:10 pm -
1 stop5h 19m
Mon 10/125:25 pm -
1 stop6h 53m
Deal found 9/5![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 9/2. 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 12/127:00 am -
1 stop3h 57m
Mon 1/1812:45 pm -
1 stop4h 22m
Deal found 9/2![Delta logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/31. 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 10/215:10 pm -
1 stop5h 19m
Mon 10/265:25 pm -
1 stop6h 53m
Deal found 8/31![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 9/2. 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 12/107:00 am -
1 stop3h 57m
Sun 12/136:00 am -
1 stop6h 45m
Deal found 9/2![Delta logo]()
$327
This American Airlines deal was found by Cheapflights users on 8/31. 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 10/235:10 pm -
1 stop5h 19m
Thu 10/297:21 am -
1 stop4h 51m
Deal found 8/31![American Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 9/3. 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 9/199:37 am -
1 stop5h 08m
Sat 9/263:10 pm -
1 stop5h 24m
Deal found 9/3![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 9/4. 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 10/135:30 am -
1 stop5h 38m
Mon 10/195:22 pm -
1 stop3h 44m
Deal found 9/4![Delta logo]()
$524
This American Airlines deal was found by Cheapflights users on 9/1. 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 10/1510:54 am -
1 stop5h 01m
Sun 10/186:59 pm -
1 stop5h 58m
Deal found 9/1![American Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 9/1. 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 10/142:59 pm -
1 stop6h 18m
Sun 10/185:22 pm -
1 stop3h 44m
Deal found 9/1![Delta logo]()
$635
This Delta deal was found by Cheapflights users on 9/2. 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 12/127:00 am -
1 stop3h 57m
Mon 12/145:15 pm -
1 stop4h 07m
Deal found 9/2![Delta logo]()
$639
Last-minute flights from Milwaukee to Westchester CountyDiscover last-minute flight deals from Milwaukee to Westchester County. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Westchester County. Data last updated September 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/3. 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 9/97:14 am -
1 stop3h 42m
Sun 9/133:10 pm -
1 stop5h 24m
Deal found 9/3![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 8/31. 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 9/125:30 am -
1 stop5h 38m
Sat 9/193:10 pm -
1 stop6h 59m
Deal found 8/31![Delta logo]()
$314
This American Airlines deal was found by Cheapflights users on 9/1. 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 9/165:11 pm -
1 stop5h 15m
Sun 9/207:55 am -
1 stop5h 56m
Deal found 9/1![American Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 9/3. 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 9/199:37 am -
1 stop5h 08m
Sat 9/263:10 pm -
1 stop5h 24m
Deal found 9/3![Delta logo]()
$357
This American Airlines deal was found by Cheapflights users on 9/1. 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 10/25:11 pm -
1 stop5h 15m
Wed 10/76:16 am -
1 stop5h 56m
Deal found 9/1![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 9/2. 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 10/62:58 pm -
1 stop6h 57m
Mon 10/126:16 am -
1 stop5h 56m
Deal found 9/2![American Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 9/4. 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 10/135:30 am -
1 stop5h 38m
Mon 10/195:22 pm -
1 stop3h 44m
Deal found 9/4![Delta logo]()
$524
This American Airlines deal was found by Cheapflights users on 9/1. 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 10/165:10 pm -
1 stop5h 19m
Mon 10/194:30 pm -
1 stop6h 17m
Deal found 9/1![American Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 9/1. 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 10/165:10 pm -
1 stop5h 19m
Sun 10/186:59 pm -
1 stop5h 58m
Deal found 9/1![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 8/31. 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 10/225:10 pm -
1 stop5h 19m
Mon 10/265:25 pm -
1 stop6h 53m
Deal found 8/31![American Airlines logo]()
$378
This American Airlines deal was found by Cheapflights users on 8/31. 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 10/235:10 pm -
1 stop5h 19m
Thu 10/297:21 am -
1 stop4h 51m
Deal found 8/31![American Airlines logo]()
$327
One-way flights from Milwaukee to Westchester CountySearch for one-way flight options from Milwaukee to Westchester County. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
Search for one-way flight options from Milwaukee to Westchester County. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:03 pm -
2 stops23h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 9/2. 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 12/129:32 am -
1 stop5h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/31. 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 9/235:30 am -
1 stop5h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Delta logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1310:10 am -
2 stops24h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 8/31. 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 9/198:03 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![American Airlines logo]()
$375
This Delta deal was found by Cheapflights users on 9/4. 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 9/197:14 am -
1 stop3h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$385
This Delta deal was found by Cheapflights users on 9/3. 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 9/205:30 am -
1 stop5h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$393
This American Airlines deal was found by Cheapflights users on 9/2. 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 9/137:00 am -
1 stop5h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![American Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 9/4. 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 9/1710:11 am -
1 stop6h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$410
This Alaska Airlines deal was found by Cheapflights users on 9/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:31 pm -
2 stops24h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Alaska Airlines logo]()
$526
This Alaska Airlines deal was found by Cheapflights users on 9/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:03 pm -
2 stops19h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Alaska Airlines logo]()
$584
This American Airlines deal was found by Cheapflights users on 8/31. 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 9/232:02 pm -
2 stops8h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![American Airlines logo]()
$590
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 September 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (Delta) |
One-way from | $217 (Kiwi.com) |
Popular in | November |
Cheapest in | January |
Average price | $369 |
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 7,457,451 searches. Data last updated September 5, 2026.
Use the filters below to find and compare flights from Milwaukee to Westchester County that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Tue 10/6
5:10 pm-11:29 pm
1 stop5h 19m
White Plains Westchester County
Mon 10/12
5:25 pm-11:18 pm
1 stop6h 53m
$299
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Sat 12/12
7:00 am-11:57 am
1 stop3h 57m
White Plains Westchester County
Mon 1/18
12:45 pm-4:07 pm
1 stop4h 22m
$299
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Wed 10/21
5:10 pm-11:29 pm
1 stop5h 19m
White Plains Westchester County
Mon 10/26
5:25 pm-11:18 pm
1 stop6h 53m
$299
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Mon 10/5
5:30 am-2:29 pm
1 stop7h 59m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$314
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Sun 12/13
2:55 pm-10:48 pm
1 stop6h 53m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$314
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Thu 10/15
9:35 am-3:48 pm
1 stop5h 13m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$314
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Thu 11/12
9:35 am-3:47 pm
1 stop5h 12m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$314
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Fri 11/6
5:30 am-2:29 pm
1 stop7h 59m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$314
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Sat 12/12
9:32 am-3:48 pm
1 stop5h 16m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$314
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Wed 9/23
5:30 am-12:03 pm
1 stop5h 33m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$319
Showing 1-10 of 21 resultsSorted by cheapest first
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.
MKE-HPN
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
MKE-zzREU
MKE-HPN
What is the cheapest month to book a flight from Milwaukee to Westchester County?
Currently, February is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $206). Flying from Milwaukee to Westchester County in September is currently the most expensive (average of $593). 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 September 5, 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.
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Boarding
8.1
Entertainment
7.8
Overall
7.8
Food
7.2
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
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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 7,457,451 searches. Data last updated September 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$334 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$375 | FlexibilityNo cancel fee | On-time71% |