$136+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Aug 27 — Sep 31
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 July 28, 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 July 28, 2026.
This Delta deal was found by Cheapflights users on 7/25. 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.
Sun 9/65:34 am
MKE
- HPN
1 stop5h 29m
Delta
Tue 9/85:20 pm
HPN
- MKE
1 stop3h 45m
Delta
Deal found 7/25![Delta logo]()
$281
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Thu 9/34:30 pm
HPN
- MKE
1 stop5h 30m
American Airlines
Deal found 7/27![American Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 7/24. 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.
Sat 12/1210:25 am
MKE
- HPN
1 stop6h 42m
Delta
Mon 12/144:19 pm
HPN
- MKE
1 stop5h 29m
Delta
Deal found 7/24![Delta logo]()
$352
This Delta deal was found by Cheapflights users on 7/23. 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 7/256:50 am
MKE
- HPN
1 stop6h 39m
Delta
Tue 7/286:29 am
HPN
- MKE
1 stop6h 24m
Delta
Deal found 7/23![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 7/23. 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.
Tue 8/45:34 am
MKE
- HPN
1 stop5h 29m
Delta
Sat 8/155:17 pm
HPN
- MKE
1 stop4h 01m
Delta
Deal found 7/23![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 7/26. 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.
Wed 11/49:35 am
MKE
- HPN
1 stop5h 13m
Delta
Sun 11/812:30 pm
HPN
- MKE
1 stop6h 34m
Delta
Deal found 7/26![Delta logo]()
$385
This Delta deal was found by Cheapflights users on 7/27. 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 8/12:59 pm
MKE
- HPN
1 stop6h 26m
Delta
Mon 8/36:49 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 7/27![Delta logo]()
$393
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:02 am
MKE
- HPN
1 stop5h 27m
American Airlines
Tue 8/47:10 am
HPN
- MKE
1 stop6h 35m
American Airlines
Deal found 7/27![American Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Sun 7/266:00 am
MKE
- HPN
1 stop7h 30m
American Airlines
Sun 8/25:26 pm
HPN
- MKE
1 stop6h 43m
American Airlines
Deal found 7/23![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/711:32 am
MKE
- HPN
1 stop4h 43m
American Airlines
Mon 8/104:30 pm
HPN
- MKE
1 stop5h 30m
American Airlines
Deal found 7/27![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:04 pm
MKE
- HPN
1 stop4h 24m
American Airlines
Tue 8/47:10 am
HPN
- MKE
1 stop6h 35m
American Airlines
Deal found 7/27![American Airlines logo]()
$435
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 July 28, 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 July 28, 2026.
This Delta deal was found by Cheapflights users on 7/25. 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.
Sun 9/65:34 am
MKE
- HPN
1 stop5h 29m
Delta
Tue 9/85:20 pm
HPN
- MKE
1 stop3h 45m
Delta
Deal found 7/25![Delta logo]()
$281
This American Airlines deal was found by Cheapflights users on 7/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Wed 8/126:30 am
HPN
- MKE
1 stop7h 26m
American Airlines
Deal found 7/24![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 7/23. 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 9/182:55 pm
MKE
- HPN
1 stop6h 20m
Delta
Mon 9/215:20 pm
HPN
- MKE
1 stop3h 45m
Delta
Deal found 7/23![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 7/24. 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.
Sat 12/1210:25 am
MKE
- HPN
1 stop6h 42m
Delta
Mon 12/144:19 pm
HPN
- MKE
1 stop5h 29m
Delta
Deal found 7/24![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/711:32 am
MKE
- HPN
1 stop4h 43m
American Airlines
Mon 8/104:30 pm
HPN
- MKE
1 stop5h 30m
American Airlines
Deal found 7/27![American Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 7/26. 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.
Wed 11/49:35 am
MKE
- HPN
1 stop5h 13m
Delta
Sun 11/812:30 pm
HPN
- MKE
1 stop6h 34m
Delta
Deal found 7/26![Delta logo]()
$385
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:02 pm
MKE
- HPN
1 stop5h 27m
American Airlines
Thu 9/174:30 pm
HPN
- MKE
1 stop6h 24m
American Airlines
Deal found 7/27![American Airlines logo]()
$587
This Delta deal was found by Cheapflights users on 7/24. 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.
Fri 12/115:45 am
MKE
- HPN
1 stop5h 26m
Delta
Sun 12/136:00 am
HPN
- MKE
1 stop6h 15m
Delta
Deal found 7/24![Delta logo]()
$532
This Delta deal was found by Cheapflights users on 7/26. 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.
Wed 9/210:22 am
MKE
- HPN
1 stop6h 45m
Delta
Fri 9/46:49 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 7/26![Delta logo]()
$587
This Delta deal was found by Cheapflights users on 7/25. 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.
Fri 9/252:55 pm
MKE
- HPN
1 stop6h 20m
Delta
Sun 9/275:20 pm
HPN
- MKE
1 stop3h 45m
Delta
Deal found 7/25![Delta logo]()
$618
This Delta deal was found by Cheapflights users on 7/27. 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.
Mon 8/109:40 am
MKE
- HPN
1 stop5h 08m
Delta
Thu 8/1312:36 pm
HPN
- MKE
1 stop4h 26m
Delta
Deal found 7/27![Delta logo]()
$767
Last-minute flights from Milwaukee to Westchester CountyDiscover last-minute flight deals from Milwaukee to Westchester County. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Westchester County. Data last updated July 28, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:04 pm
MKE
- HPN
1 stop4h 24m
American Airlines
Tue 8/47:10 am
HPN
- MKE
1 stop6h 35m
American Airlines
Deal found 7/27![American Airlines logo]()
$435
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Fri 7/316:00 am
MKE
- HPN
1 stop7h 30m
American Airlines
Sun 8/25:26 pm
HPN
- MKE
1 stop6h 43m
American Airlines
Deal found 7/25![American Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 7/27. 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 8/12:59 pm
MKE
- HPN
1 stop6h 26m
Delta
Tue 8/46:49 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 7/27![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 7/27. 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 8/12:59 pm
MKE
- HPN
1 stop6h 26m
Delta
Mon 8/36:49 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 7/27![Delta logo]()
$393
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:02 am
MKE
- HPN
1 stop5h 27m
American Airlines
Tue 8/47:10 am
HPN
- MKE
1 stop6h 35m
American Airlines
Deal found 7/27![American Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Sat 8/19:13 am
MKE
- HPN
1 stop7h 12m
American Airlines
Sun 8/25:26 pm
HPN
- MKE
1 stop6h 43m
American Airlines
Deal found 7/25![American Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 7/23. 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.
Tue 8/45:34 am
MKE
- HPN
1 stop5h 29m
Delta
Sat 8/155:17 pm
HPN
- MKE
1 stop4h 01m
Delta
Deal found 7/23![Delta logo]()
$367
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/711:32 am
MKE
- HPN
1 stop4h 43m
American Airlines
Mon 8/104:30 pm
HPN
- MKE
1 stop5h 30m
American Airlines
Deal found 7/27![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Thu 9/34:30 pm
HPN
- MKE
1 stop5h 30m
American Airlines
Deal found 7/27![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 July 28, 2026.
Search for one-way flight options from Milwaukee to Westchester County. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Sun 9/61:17 pm
MKE
- HPN
1 stop7h 42m
American Airlines
Deal found 7/23![American Airlines logo]()
$136
This Delta deal was found by Cheapflights users on 7/27. 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.
Mon 8/313:01 pm
MKE
- HPN
1 stop6h 20m
Delta
Deal found 7/27![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 7/24. 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 8/193:01 pm
MKE
- HPN
1 stop6h 20m
Delta
Deal found 7/24![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 7/25. 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.
Mon 12/219:20 am
MKE
- HPN
1 stop6h 13m
Delta
Deal found 7/25![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Wed 8/57:25 am
MKE
- HPN
1 stop7h 21m
American Airlines
Deal found 7/23![American Airlines logo]()
$375
This Delta deal was found by Cheapflights users on 7/25. 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 8/55:34 am
MKE
- HPN
1 stop5h 29m
Delta
Deal found 7/25![Delta logo]()
$380
This Delta deal was found by Cheapflights users on 7/27. 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.
Mon 8/109:40 am
MKE
- HPN
1 stop5h 08m
Delta
Deal found 7/27![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 7/26. 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.
Thu 8/69:40 am
MKE
- HPN
1 stop5h 08m
Delta
Deal found 7/26![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 7/24. 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.
Sun 8/29:39 am
MKE
- HPN
1 stop5h 08m
Delta
Deal found 7/24![Delta logo]()
$405
This Delta deal was found by Cheapflights users on 7/26. 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.
Sun 8/169:40 am
MKE
- HPN
1 stop5h 08m
Delta
Deal found 7/26![Delta logo]()
$460
This Alaska Airlines deal was found by Cheapflights users on 7/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/112:50 pm
MKE
- HPN
2 stops26h 27m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$588
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
MKE
- HPN
2 stops7h 51m
American Airlines
Deal found 7/27![American Airlines logo]()
$604
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 July 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $281 (Delta) |
One-way from | $136 (American Airlines) |
Popular in | November |
Cheapest in | January |
Average price | $426 |
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 July 28, 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
Quickest round-trip
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sun 9/6
5:34 am-12:03 pm
1 stop5h 29m
White Plains Westchester County
Tue 9/8
5:20 pm-8:05 pm
1 stop3h 45m
$281
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 9/18
2:55 pm-10:15 pm
1 stop6h 20m
White Plains Westchester County
Mon 9/21
5:20 pm-8:05 pm
1 stop3h 45m
$327
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 12/12
10:25 am-6:07 pm
1 stop6h 42m
White Plains Westchester County
Mon 12/14
4:19 pm-8:48 pm
1 stop5h 29m
$352
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 8/8
5:00 am-11:29 am
1 stop5h 29m
White Plains Westchester County
Wed 8/12
6:30 am-12:56 pm
1 stop7h 26m
$357
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Wed 11/4
9:35 am-3:48 pm
1 stop5h 13m
White Plains Westchester County
Sun 11/8
12:30 pm-6:04 pm
1 stop6h 34m
$385
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 8/7
11:32 am-5:15 pm
1 stop4h 43m
White Plains Westchester County
Mon 8/10
4:30 pm-9:00 pm
1 stop5h 30m
$429
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 12/11
5:45 am-12:11 pm
1 stop5h 26m
White Plains Westchester County
Sun 12/13
6:00 am-11:15 am
1 stop6h 15m
$532
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Mon 9/14
2:02 pm-8:29 pm
1 stop5h 27m
White Plains Westchester County
Thu 9/17
4:30 pm-9:54 pm
1 stop6h 24m
$587
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Wed 9/2
10:22 am-6:07 pm
1 stop6h 45m
White Plains Westchester County
Fri 9/4
6:49 pm-11:53 pm
1 stop6h 04m
$587
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 9/25
2:55 pm-10:15 pm
1 stop6h 20m
White Plains Westchester County
Sun 9/27
5:20 pm-8:05 pm
1 stop3h 45m
$618
Showing 1-10 of 23 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 July 28, 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.
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
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.
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Alternative routes for Milwaukee to Westchester County
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Milwaukee and Westchester County flights
Browse other Milwaukee and Westchester County flight options. Last updated on July 28, 2026.
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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 July 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$366 | FlexibilityNo cancel fee | On-time71% |