$254+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Sep 25 — Oct 21
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 August 26, 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 August 26, 2026.
This Delta deal was found by Cheapflights users on 8/22. 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 9/512:47 pm -
1 stop8h 34m
Sun 9/66:00 am -
1 stop6h 45m
Deal found 8/22![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 8/21. 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 12/128:10 am -
1 stop7h 24m
Mon 1/186:40 pm -
1 stop6h 09m
Deal found 8/21![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/22. 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 9/53:59 pm -
1 stop5h 22m
Wed 9/912:50 pm -
1 stop5h 41m
Deal found 8/22![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/23. 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 11/213:30 pm -
1 stop5h 39m
Wed 12/23:08 pm -
1 stop7h 43m
Deal found 8/23![Delta logo]()
$320
This Delta deal was found by Cheapflights users on 8/23. 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 11/213:30 pm -
1 stop5h 39m
Thu 12/33:08 pm -
1 stop7h 43m
Deal found 8/23![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 8/23. 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 11/213:30 pm -
1 stop5h 39m
Fri 12/43:08 pm -
1 stop7h 43m
Deal found 8/23![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 8/22. 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 9/512:47 pm -
1 stop8h 34m
Fri 9/1110:29 am -
1 stop8h 02m
Deal found 8/22![Delta logo]()
$350
This American Airlines deal was found by Cheapflights users on 8/22. 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 9/65:16 am -
1 stop5h 13m
Sun 9/64:30 pm -
1 stop5h 30m
Deal found 8/22![American Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 8/22. 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 8/255:34 am -
1 stop7h 55m
Sat 8/296:00 am -
1 stop6h 39m
Deal found 8/22![Delta logo]()
$357
This American Airlines deal was found by Cheapflights users on 8/23. 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 11/205:08 am -
1 stop4h 25m
Wed 12/27:35 am -
1 stop4h 33m
Deal found 8/23![American Airlines logo]()
$370
This American Airlines deal was found by Cheapflights users on 8/25. 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 10/12:48 pm -
1 stop7h 11m
Sun 10/46:00 am -
1 stop6h 07m
Deal found 8/25![American Airlines logo]()
$378
This American Airlines deal was found by Cheapflights users on 8/25. 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 8/25![American Airlines logo]()
$387
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 August 26, 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 August 26, 2026.
This Delta deal was found by Cheapflights users on 8/22. 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 9/512:47 pm -
1 stop8h 34m
Sun 9/66:00 am -
1 stop6h 45m
Deal found 8/22![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 8/21. 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 12/128:10 am -
1 stop7h 24m
Mon 1/186:40 pm -
1 stop6h 09m
Deal found 8/21![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/21. 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 10/232:59 pm -
1 stop6h 18m
Tue 10/276:40 pm -
1 stop6h 13m
Deal found 8/21![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/22. 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 9/53:59 pm -
1 stop5h 22m
Wed 9/912:50 pm -
1 stop5h 41m
Deal found 8/22![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/22. 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 9/512:47 pm -
1 stop8h 34m
Tue 9/812:40 pm -
1 stop6h 27m
Deal found 8/22![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/23. 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 11/213:30 pm -
1 stop5h 39m
Wed 12/23:08 pm -
1 stop7h 43m
Deal found 8/23![Delta logo]()
$320
This Delta deal was found by Cheapflights users on 8/23. 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 12/113:18 pm -
1 stop5h 53m
Sun 12/136:40 pm -
1 stop6h 19m
Deal found 8/23![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 8/22. 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 9/65:34 am -
1 stop5h 29m
Thu 9/1010:29 am -
1 stop8h 02m
Deal found 8/22![Delta logo]()
$350
This Delta deal was found by Cheapflights users on 8/22. 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 9/512:47 pm -
1 stop8h 34m
Fri 9/1110:29 am -
1 stop8h 02m
Deal found 8/22![Delta logo]()
$350
This Delta deal was found by Cheapflights users on 8/23. 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 11/2010:53 am -
1 stop4h 41m
Fri 12/44:28 pm -
1 stop5h 34m
Deal found 8/23![Delta logo]()
$472
This Delta deal was found by Cheapflights users on 8/23. 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 11/2010:53 am -
1 stop4h 41m
Tue 12/15:15 pm -
1 stop4h 07m
Deal found 8/23![Delta logo]()
$472
Last-minute flights from Milwaukee to Westchester CountyDiscover last-minute flight deals from Milwaukee to Westchester County. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Westchester County. Data last updated August 26, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/22. 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 8/255:34 am -
1 stop7h 55m
Sat 8/296:00 am -
1 stop6h 39m
Deal found 8/22![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 8/22. 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 8/279:40 am -
1 stop5h 08m
Sun 8/3012:36 pm -
1 stop6h 32m
Deal found 8/22![Delta logo]()
$429
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Mon 8/315:00 am -
1 stop5h 29m
Tue 9/17:12 am -
1 stop4h 45m
Deal found 8/22![American Airlines logo]()
$774
This Delta deal was found by Cheapflights users on 8/24. 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 9/39:40 am -
1 stop5h 08m
Tue 9/83:10 pm -
1 stop5h 24m
Deal found 8/24![Delta logo]()
$393
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/35:00 am -
2 stops8h 51m
Tue 9/86:00 am -
1 stop5h 57m
Deal found 8/21![American Airlines logo]()
$780
This Delta deal was found by Cheapflights users on 8/23. 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 9/47:09 am -
1 stop3h 47m
Mon 9/75:17 pm -
1 stop4h 01m
Deal found 8/23![Delta logo]()
$454
This Delta deal was found by Cheapflights users on 8/22. 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 9/512:47 pm -
1 stop8h 34m
Sun 9/66:00 am -
1 stop6h 45m
Deal found 8/22![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 8/22. 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 9/512:47 pm -
1 stop8h 34m
Tue 9/812:40 pm -
1 stop6h 27m
Deal found 8/22![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/22. 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 9/512:47 pm -
1 stop8h 34m
Mon 9/712:36 pm -
1 stop6h 25m
Deal found 8/22![Delta logo]()
$350
This Delta deal was found by Cheapflights users on 8/22. 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 9/57:03 am -
1 stop6h 26m
Sat 9/56:49 pm -
2 stops15h 06m
Deal found 8/22![Delta logo]()
$649
This American Airlines deal was found by Cheapflights users on 8/22. 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 9/65:16 am -
1 stop5h 13m
Sun 9/64:30 pm -
1 stop5h 30m
Deal found 8/22![American Airlines logo]()
$351
This KAYAK deal was found by Cheapflights users on 8/24. 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.
Tue 9/222:48 pm -
1 stop7h 11m
Thu 9/243:22 pm -
1 stop7h 32m
Deal found 8/24![American Airlines logo]()
$621
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 August 26, 2026.
Search for one-way flight options from Milwaukee to Westchester County. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/2710:10 am -
2 stops24h 10m
Deal found 8/21![Multiple Airlines logo]()
$254
This Delta deal was found by Cheapflights users on 8/24. 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 10/147:15 am -
1 stop3h 35m
Deal found 8/24![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/25. 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
Deal found 8/25![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 8/23. 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 11/205:08 am -
1 stop4h 25m
Deal found 8/23![American Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 8/24. 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 9/17:03 am -
1 stop6h 26m
Deal found 8/24![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 8/21. 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 12/277:00 am -
1 stop3h 45m
Deal found 8/21![Delta logo]()
$393
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Mon 8/318:20 am -
1 stop6h 26m
Deal found 8/22![American Airlines logo]()
$400
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/255:43 pm -
2 stops18h 29m
Deal found 8/21![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 8/23. 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 10/318:12 am -
1 stop7h 30m
Deal found 8/23![Delta logo]()
$463
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/265:43 pm -
2 stops18h 29m
Deal found 8/21![American Airlines logo]()
$464
This Delta deal was found by Cheapflights users on 8/23. 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 11/217:00 am -
2 stops14h 09m
Deal found 8/23![Delta logo]()
$523
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 August 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (Delta) |
One-way from | $254 (Kiwi.com) |
Popular in | November |
Cheapest in | January |
Average price | $363 |
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 August 26, 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
Sat 9/5
12:47 pm-10:21 pm
1 stop8h 34m
White Plains Westchester County
Sun 9/6
6:00 am-11:45 am
1 stop6h 45m
$271
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Sat 12/12
8:10 am-4:34 pm
1 stop7h 24m
White Plains Westchester County
Mon 1/18
6:40 pm-11:49 pm
1 stop6h 09m
$299
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Fri 10/23
2:59 pm-10:17 pm
1 stop6h 18m
White Plains Westchester County
Tue 10/27
6:40 pm-11:53 pm
1 stop6h 13m
$299
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Sat 9/5
3:59 pm-10:21 pm
1 stop5h 22m
White Plains Westchester County
Wed 9/9
12:50 pm-5:31 pm
1 stop5h 41m
$314
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Sat 9/5
12:47 pm-10:21 pm
1 stop8h 34m
White Plains Westchester County
Tue 9/8
12:40 pm-6:07 pm
1 stop6h 27m
$314
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Sat 11/21
3:30 pm-10:09 pm
1 stop5h 39m
White Plains Westchester County
Wed 12/2
3:08 pm-9:51 pm
1 stop7h 43m
$320
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Fri 12/11
3:18 pm-10:11 pm
1 stop5h 53m
White Plains Westchester County
Sun 12/13
6:40 pm-11:59 pm
1 stop6h 19m
$327
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Sun 9/6
5:34 am-12:03 pm
1 stop5h 29m
White Plains Westchester County
Thu 9/10
10:29 am-5:31 pm
1 stop8h 02m
$350
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Sat 9/5
12:47 pm-10:21 pm
1 stop8h 34m
White Plains Westchester County
Fri 9/11
10:29 am-5:31 pm
1 stop8h 02m
$350
MilwaukeeWhite Plains
MKE Milwaukee-Mitchell - HPN White Plains Westchester County
MKEHPN
Milwaukee-Mitchell
Fri 11/20
10:53 am-4:34 pm
1 stop4h 41m
White Plains Westchester County
Fri 12/4
4:28 pm-9:02 pm
1 stop5h 34m
$472
Showing 1-10 of 19 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 November is currently the most expensive (average of $591). 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 August 26, 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.
Crew
8.5
Comfort
7.8
Entertainment
7.8
Food
7.2
Boarding
8.1
Overall
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Crew
8.5
Comfort
7.8
Entertainment
7.8
Food
7.2
Boarding
8.1
Overall
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Crew
8.5
Comfort
7.8
Entertainment
7.8
Food
7.2
Boarding
8.1
Overall
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 August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$318 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$376 | FlexibilityNo cancel fee | On-time71% |