$261+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Aug 11 — Aug 181
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee 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
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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 12, 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 12, 2026.
This Delta deal was found by Cheapflights users on 7/7. 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.
Sat 8/227:09 am
MKE
- HPN
1 stop3h 47m
Delta
Sat 8/2912:36 pm
HPN
- MKE
1 stop4h 26m
Delta
Deal found 7/7![Delta logo]()
$261
This Delta deal was found by Cheapflights users on 7/7. 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.
Sat 8/227:09 am
MKE
- HPN
1 stop3h 47m
Delta
Thu 8/2712:48 pm
HPN
- MKE
1 stop5h 50m
Delta
Deal found 7/7![Delta logo]()
$289
This American Airlines deal was found by Cheapflights users on 7/11. 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 11/112:58 pm
MKE
- HPN
1 stop6h 01m
American Airlines
Sun 11/153:09 pm
HPN
- MKE
1 stop7h 26m
American Airlines
Deal found 7/11![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 7/7. 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.
Fri 8/2112:51 pm
MKE
- HPN
1 stop8h 30m
Delta
Mon 8/315:17 pm
HPN
- MKE
1 stop4h 01m
Delta
Deal found 7/7![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/127:00 am
MKE
- HPN
1 stop3h 45m
Delta
Mon 12/144:19 pm
HPN
- MKE
1 stop5h 29m
Delta
Deal found 7/9![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 7/8. 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.
Thu 7/305:40 am
MKE
- HPN
1 stop5h 28m
Delta
Tue 8/46:49 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 7/8![Delta logo]()
$348
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Sun 8/235:16 am
MKE
- HPN
1 stop5h 13m
American Airlines
Sat 8/294:30 pm
HPN
- MKE
1 stop4h 29m
American Airlines
Deal found 7/7![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:45 am
MKE
- HPN
1 stop7h 44m
Delta
Tue 7/2812:36 pm
HPN
- MKE
1 stop4h 26m
Delta
Deal found 7/9![Delta logo]()
$388
This Delta deal was found by Cheapflights users on 7/11. 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 7/305:40 am
MKE
- HPN
1 stop5h 28m
Delta
Mon 8/36:49 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 7/11![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 7/7. 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.
Thu 8/2012:51 pm
MKE
- HPN
1 stop8h 30m
Delta
Sat 8/293:10 pm
HPN
- MKE
1 stop5h 32m
Delta
Deal found 7/7![Delta logo]()
$390
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Sun 8/235:16 am
MKE
- HPN
1 stop5h 13m
American Airlines
Sun 8/305:24 pm
HPN
- MKE
1 stop7h 35m
American Airlines
Deal found 7/7![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 7/7. 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.
Thu 8/2012:51 pm
MKE
- HPN
1 stop8h 30m
Delta
Mon 8/316:00 am
HPN
- MKE
1 stop6h 45m
Delta
Deal found 7/7![Delta logo]()
$418
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 12, 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 12, 2026.
This Delta deal was found by Cheapflights users on 7/11. 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 11/1210:50 am
MKE
- HPN
1 stop4h 51m
Delta
Mon 11/163:15 pm
HPN
- MKE
1 stop7h 22m
Delta
Deal found 7/11![Delta logo]()
$317
This American Airlines deal was found by Cheapflights users on 7/8. 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.
Tue 8/188:20 am
MKE
- HPN
1 stop6h 26m
American Airlines
Fri 8/215:24 pm
HPN
- MKE
1 stop7h 35m
American Airlines
Deal found 7/8![American Airlines logo]()
$577
This Delta deal was found by Cheapflights users on 7/7. 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.
Fri 8/213:01 pm
MKE
- HPN
1 stop6h 20m
Delta
Sun 8/306:00 am
HPN
- MKE
1 stop6h 45m
Delta
Deal found 7/7![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/127:00 am
MKE
- HPN
1 stop3h 45m
Delta
Mon 12/144:19 pm
HPN
- MKE
1 stop5h 29m
Delta
Deal found 7/9![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 7/8. 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.
Thu 7/305:40 am
MKE
- HPN
1 stop5h 28m
Delta
Tue 8/46:49 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 7/8![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 7/8. 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 11/49:35 am
MKE
- HPN
1 stop5h 12m
Delta
Sun 11/812:40 pm
HPN
- MKE
1 stop6h 18m
Delta
Deal found 7/8![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:00 am
MKE
- HPN
1 stop3h 45m
Delta
Sat 12/126:40 pm
HPN
- MKE
1 stop6h 09m
Delta
Deal found 7/9![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 7/7. 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.
Thu 8/2012:51 pm
MKE
- HPN
1 stop8h 30m
Delta
Mon 8/316:00 am
HPN
- MKE
1 stop6h 45m
Delta
Deal found 7/7![Delta logo]()
$418
This Delta deal was found by Cheapflights users on 7/7. 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.
Sat 8/227:09 am
MKE
- HPN
1 stop3h 47m
Delta
Sat 8/296:00 am
HPN
- MKE
2 stops16h 22m
Delta
Deal found 7/7![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/117:00 am
MKE
- HPN
1 stop3h 45m
Delta
Sun 12/136:00 am
HPN
- MKE
1 stop6h 15m
Delta
Deal found 7/9![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 7/10. 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 8/113:01 pm
MKE
- HPN
1 stop6h 20m
Delta
Thu 8/1310:29 am
HPN
- MKE
1 stop5h 39m
Delta
Deal found 7/10![Delta logo]()
$955
This Delta deal was found by Cheapflights users on 7/11. 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 11/116:45 am
MKE
- HPN
2 stops8h 48m
Delta
Sun 11/156:00 am
HPN
- MKE
1 stop6h 15m
Delta
Deal found 7/11![Delta logo]()
$1,171
Last-minute flights from Milwaukee to Westchester CountyDiscover last-minute flight deals from Milwaukee to Westchester County. Data last updated July 12, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Westchester County. Data last updated July 12, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Thu 7/168:43 am
MKE
- HPN
1 stop7h 32m
American Airlines
Mon 7/205:26 pm
HPN
- MKE
1 stop6h 43m
American Airlines
Deal found 7/9![American Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:45 am
MKE
- HPN
1 stop7h 44m
Delta
Tue 7/2812:36 pm
HPN
- MKE
1 stop4h 26m
Delta
Deal found 7/9![Delta logo]()
$388
This Delta deal was found by Cheapflights users on 7/8. 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.
Thu 7/305:40 am
MKE
- HPN
1 stop5h 28m
Delta
Tue 8/46:49 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 7/8![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 7/11. 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 7/305:40 am
MKE
- HPN
1 stop5h 28m
Delta
Mon 8/36:49 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 7/11![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 7/7. 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.
Thu 8/2012:51 pm
MKE
- HPN
1 stop8h 30m
Delta
Sat 8/293:10 pm
HPN
- MKE
1 stop5h 32m
Delta
Deal found 7/7![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 7/7. 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.
Thu 8/2012:51 pm
MKE
- HPN
1 stop8h 30m
Delta
Mon 8/316:00 am
HPN
- MKE
1 stop6h 45m
Delta
Deal found 7/7![Delta logo]()
$418
This Delta deal was found by Cheapflights users on 7/7. 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.
Fri 8/213:01 pm
MKE
- HPN
1 stop6h 20m
Delta
Fri 8/2812:36 pm
HPN
- MKE
1 stop6h 32m
Delta
Deal found 7/7![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 7/7. 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.
Sat 8/227:09 am
MKE
- HPN
1 stop3h 47m
Delta
Sat 8/2912:36 pm
HPN
- MKE
1 stop4h 26m
Delta
Deal found 7/7![Delta logo]()
$261
This Delta deal was found by Cheapflights users on 7/7. 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.
Sat 8/227:09 am
MKE
- HPN
1 stop3h 47m
Delta
Thu 8/2712:48 pm
HPN
- MKE
1 stop5h 50m
Delta
Deal found 7/7![Delta logo]()
$289
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Sun 8/235:16 am
MKE
- HPN
1 stop5h 13m
American Airlines
Sat 8/294:30 pm
HPN
- MKE
1 stop4h 29m
American Airlines
Deal found 7/7![American Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Sun 8/235:16 am
MKE
- HPN
1 stop5h 13m
American Airlines
Sun 8/305:24 pm
HPN
- MKE
1 stop7h 35m
American Airlines
Deal found 7/7![American Airlines logo]()
$397
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 12, 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 12, 2026.
This Delta deal was found by Cheapflights users on 7/10. 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 9/67:03 am
MKE
- HPN
1 stop6h 26m
Delta
Deal found 7/10![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 7/7. 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.
Fri 7/319:39 am
MKE
- HPN
1 stop5h 08m
Delta
Deal found 7/7![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 7/7. 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.
Sun 8/97:09 am
MKE
- HPN
1 stop3h 47m
Delta
Deal found 7/7![Delta logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:43 am
MKE
- HPN
2 stops31h 46m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:45 am
MKE
- HPN
1 stop5h 23m
Delta
Deal found 7/9![Delta logo]()
$370
This American Airlines deal was found by Cheapflights users on 7/8. 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.
Thu 7/235:02 am
MKE
- HPN
1 stop5h 27m
American Airlines
Deal found 7/8![American Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 7/11. 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 7/179:39 am
MKE
- HPN
1 stop5h 08m
Delta
Deal found 7/11![Delta logo]()
$395
This American Airlines deal was found by Cheapflights users on 7/8. 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.
Mon 9/711:27 am
MKE
- HPN
2 stops11h 02m
American Airlines
Deal found 7/8![American Airlines logo]()
$499
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 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $261 (Delta) |
Popular in | November |
Cheapest in | January |
Average price | $427 |
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 12, 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 - HPN
MKEHPN
Milwaukee-Mitchell
Thu 11/12
10:50 am-4:41 pm
1 stop4h 51m
White Plains Westchester County
Mon 11/16
3:15 pm-9:37 pm
1 stop7h 22m
$317
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 8/21
3:01 pm-10:21 pm
1 stop6h 20m
White Plains Westchester County
Sun 8/30
6:00 am-11:45 am
1 stop6h 45m
$317
Quickest round-trip
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 12/12
7:00 am-11:45 am
1 stop3h 45m
White Plains Westchester County
Mon 12/14
4:19 pm-8:48 pm
1 stop5h 29m
$338
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 7/30
5:40 am-12:08 pm
1 stop5h 28m
White Plains Westchester County
Tue 8/4
6:49 pm-11:53 pm
1 stop6h 04m
$348
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Wed 11/4
9:35 am-3:47 pm
1 stop5h 12m
White Plains Westchester County
Sun 11/8
12:40 pm-5:58 pm
1 stop6h 18m
$390
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 12/10
7:00 am-11:45 am
1 stop3h 45m
White Plains Westchester County
Sat 12/12
6:40 pm-11:49 pm
1 stop6h 09m
$390
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 8/20
12:51 pm-10:21 pm
1 stop8h 30m
White Plains Westchester County
Mon 8/31
6:00 am-11:45 am
1 stop6h 45m
$418
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 8/22
7:09 am-11:56 am
1 stop3h 47m
White Plains Westchester County
Sat 8/29
6:00 am-9:22 pm
2 stops16h 22m
$429
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 12/11
7:00 am-11:45 am
1 stop3h 45m
White Plains Westchester County
Sun 12/13
6:00 am-11:15 am
1 stop6h 15m
$478
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Tue 8/18
8:20 am-3:46 pm
1 stop6h 26m
White Plains Westchester County
Fri 8/21
5:24 pm-11:59 pm
1 stop7h 35m
$577
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 November is currently the most expensive (average of $375). 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 12, 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
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Boarding
8.1
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Boarding
8.1
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
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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Complete your trip
Complete your trip to Westchester County by adding a car rental and/or hotel reservation to your travel itinerary.
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Milwaukee and Westchester County flights
Browse other Milwaukee and Westchester County flight options. Last updated on July 12, 2026.
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Milwaukee to Westchester County flights
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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 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$218 | Average$358 | FlexibilityNo cancel fee | On-time71% |