$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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Jul 1 — Jul 81
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to Westchester County
Cheapest
Best
Last-minute
One-way
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 June 1, 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 June 1, 2026.
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/16:13 am
MKE
- HPN
1 stop4h 16m
American Airlines
Mon 7/65:26 pm
HPN
- MKE
1 stop6h 43m
American Airlines
Deal found 5/29![American Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 5/29. 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 9/252:59 pm
MKE
- HPN
1 stop6h 22m
Delta
Sun 9/276:00 am
HPN
- MKE
1 stop6h 53m
Delta
Deal found 5/29![Delta logo]()
$248
This American Airlines deal was found by Cheapflights users on 5/28. 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 7/16:13 am
MKE
- HPN
1 stop4h 16m
American Airlines
Sun 7/56:24 am
HPN
- MKE
1 stop7h 26m
American Airlines
Deal found 5/28![American Airlines logo]()
$257
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/251:28 pm
MKE
- HPN
1 stop7h 03m
American Airlines
Sat 6/275:46 pm
HPN
- MKE
1 stop5h 39m
American Airlines
Deal found 5/29![American Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 5/28. 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 6/121:28 pm
MKE
- HPN
1 stop7h 04m
American Airlines
Tue 6/165:29 pm
HPN
- MKE
1 stop7h 33m
American Airlines
Deal found 5/28![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 5/27. 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 6/251:28 pm
MKE
- HPN
1 stop7h 03m
American Airlines
Mon 7/65:26 pm
HPN
- MKE
1 stop6h 43m
American Airlines
Deal found 5/27![American Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 5/31. 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 6/109:57 am
MKE
- HPN
1 stop5h 33m
Delta
Sat 6/133:08 pm
HPN
- MKE
1 stop5h 29m
Delta
Deal found 5/31![Delta logo]()
$347
This American Airlines deal was found by Cheapflights users on 5/27. 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 7/106:08 am
MKE
- HPN
1 stop4h 21m
American Airlines
Mon 7/135:26 pm
HPN
- MKE
1 stop6h 43m
American Airlines
Deal found 5/27![American Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/58:00 am
MKE
- HPN
1 stop6h 59m
American Airlines
Sun 6/77:24 am
HPN
- MKE
1 stop6h 33m
American Airlines
Deal found 5/29![American Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 5/27. 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 8/39:40 am
MKE
- HPN
1 stop5h 08m
Delta
Mon 8/175:17 pm
HPN
- MKE
1 stop4h 01m
Delta
Deal found 5/27![Delta logo]()
$422
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/176:00 am
MKE
- HPN
1 stop7h 30m
American Airlines
Sun 7/195:26 pm
HPN
- MKE
1 stop6h 43m
American Airlines
Deal found 5/29![American Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 5/28. 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 7/105:45 am
MKE
- HPN
1 stop5h 23m
Delta
Sun 7/266:29 am
HPN
- MKE
1 stop6h 24m
Delta
Deal found 5/28![Delta logo]()
$473
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 June 1, 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 June 1, 2026.
This Delta deal was found by Cheapflights users on 5/27. 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.
Thu 9/247:05 am
MKE
- HPN
1 stop3h 51m
Delta
Tue 9/294:25 pm
HPN
- MKE
1 stop5h 27m
Delta
Deal found 5/27![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 5/31. 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 7/16:13 am
MKE
- HPN
1 stop4h 16m
American Airlines
Sun 7/56:24 am
HPN
- MKE
1 stop7h 26m
American Airlines
Deal found 5/31![American Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 5/27. 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.
Wed 9/235:30 am
MKE
- HPN
1 stop5h 33m
Delta
Tue 9/296:40 pm
HPN
- MKE
1 stop6h 12m
Delta
Deal found 5/27![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/251:28 pm
MKE
- HPN
1 stop7h 03m
American Airlines
Sat 6/275:46 pm
HPN
- MKE
1 stop5h 39m
American Airlines
Deal found 5/29![American Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 5/29. 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 9/252:59 pm
MKE
- HPN
1 stop6h 22m
Delta
Sun 9/276:00 am
HPN
- MKE
1 stop6h 53m
Delta
Deal found 5/29![Delta logo]()
$248
This Delta deal was found by Cheapflights users on 5/27. 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.
Wed 8/55:34 am
MKE
- HPN
1 stop5h 29m
Delta
Sun 8/93:10 pm
HPN
- MKE
1 stop7h 12m
Delta
Deal found 5/27![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 5/28. 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 7/112:59 pm
MKE
- HPN
1 stop6h 26m
Delta
Sun 7/265:12 pm
HPN
- MKE
1 stop4h 08m
Delta
Deal found 5/28![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 5/31. 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.
Thu 8/65:34 am
MKE
- HPN
1 stop5h 29m
Delta
Sun 8/96:00 am
HPN
- MKE
1 stop6h 45m
Delta
Deal found 5/31![Delta logo]()
$318
This American Airlines deal was found by Cheapflights users on 5/27. 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 6/156:13 am
MKE
- HPN
1 stop4h 16m
American Airlines
Thu 6/186:19 am
HPN
- MKE
1 stop7h 38m
American Airlines
Deal found 5/27![American Airlines logo]()
$600
This Delta deal was found by Cheapflights users on 5/27. 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 8/39:40 am
MKE
- HPN
1 stop5h 08m
Delta
Mon 8/175:17 pm
HPN
- MKE
1 stop4h 01m
Delta
Deal found 5/27![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 5/28. 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 7/105:45 am
MKE
- HPN
1 stop5h 23m
Delta
Sun 7/266:29 am
HPN
- MKE
1 stop6h 24m
Delta
Deal found 5/28![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 5/31. 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.
Sun 6/215:40 am
MKE
- HPN
1 stop5h 29m
Delta
Wed 6/246:49 pm
HPN
- MKE
1 stop6h 10m
Delta
Deal found 5/31![Delta logo]()
$671
Last-minute flights from Milwaukee to Westchester CountyDiscover last-minute flight deals from Milwaukee to Westchester County. Data last updated June 1, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Westchester County. Data last updated June 1, 2026 and is based on user searches.
This KAYAK deal was found by Cheapflights users on 5/29. 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 6/26:45 pm
MKE
- HPN
1 stop27h 13m
American Airlines
Thu 6/46:19 am
HPN
- MKE
1 stop7h 38m
American Airlines
Deal found 5/29![American Airlines logo]()
$796
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/58:00 am
MKE
- HPN
1 stop6h 59m
American Airlines
Sun 6/77:24 am
HPN
- MKE
1 stop6h 33m
American Airlines
Deal found 5/29![American Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 5/31. 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 6/109:57 am
MKE
- HPN
1 stop5h 33m
Delta
Sat 6/133:08 pm
HPN
- MKE
1 stop5h 29m
Delta
Deal found 5/31![Delta logo]()
$347
This American Airlines deal was found by Cheapflights users on 5/28. 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 6/121:28 pm
MKE
- HPN
1 stop7h 04m
American Airlines
Tue 6/165:29 pm
HPN
- MKE
1 stop7h 33m
American Airlines
Deal found 5/28![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 5/27. 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 6/156:13 am
MKE
- HPN
1 stop4h 16m
American Airlines
Thu 6/186:19 am
HPN
- MKE
1 stop7h 38m
American Airlines
Deal found 5/27![American Airlines logo]()
$600
This Delta deal was found by Cheapflights users on 5/31. 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.
Sun 6/215:40 am
MKE
- HPN
1 stop5h 29m
Delta
Wed 6/246:49 pm
HPN
- MKE
1 stop6h 10m
Delta
Deal found 5/31![Delta logo]()
$671
This American Airlines deal was found by Cheapflights users on 5/27. 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 6/226:13 am
MKE
- HPN
1 stop4h 16m
American Airlines
Thu 6/255:29 pm
HPN
- MKE
1 stop6h 38m
American Airlines
Deal found 5/27![American Airlines logo]()
$505
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/251:28 pm
MKE
- HPN
1 stop7h 03m
American Airlines
Sat 6/275:46 pm
HPN
- MKE
1 stop5h 39m
American Airlines
Deal found 5/29![American Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 5/27. 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 6/251:28 pm
MKE
- HPN
1 stop7h 03m
American Airlines
Mon 7/65:26 pm
HPN
- MKE
1 stop6h 43m
American Airlines
Deal found 5/27![American Airlines logo]()
$318
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 June 1, 2026.
Search for one-way flight options from Milwaukee to Westchester County. Find affordable one-way fares based on user searches. Data last updated June 1, 2026.
This Delta deal was found by Cheapflights users on 5/28. 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 7/65:40 am
MKE
- HPN
1 stop5h 34m
Delta
Deal found 5/28![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 5/31. 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 6/275:40 am
MKE
- HPN
1 stop5h 29m
Delta
Deal found 5/31![Delta logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 8/28:43 am
MKE
- HPN
2 stops31h 46m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 5/31. 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.
Sun 8/237:11 am
MKE
- HPN
1 stop3h 45m
Delta
Deal found 5/31![Delta logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 6/1212:08 pm
MKE
- HPN
3 stops22h 12m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$295
This American Airlines deal was found by Cheapflights users on 5/28. 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 6/1210:00 am
MKE
- HPN
1 stop6h 16m
American Airlines
Deal found 5/28![American Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 5/30. 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 7/57:12 am
MKE
- HPN
1 stop3h 46m
Delta
Deal found 5/30![Delta logo]()
$320
This Delta deal was found by Cheapflights users on 5/31. 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.
Mon 6/159:37 am
MKE
- HPN
1 stop5h 12m
Delta
Deal found 5/31![Delta logo]()
$379
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/77:21 am
MKE
- HPN
2 stops14h 38m
American Airlines
Deal found 5/29![American Airlines logo]()
$418
This Expedia deal was found by Cheapflights users on 5/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:36 am
MKE
- HPN
2 stops12h 06m
JetBlue
Deal found 5/30![JetBlue logo]()
$430
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 June 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (American Airlines) |
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 2,558,603 searches. Data last updated June 1, 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 9/24
7:05 am-11:56 am
1 stop3h 51m
White Plains Westchester County
Tue 9/29
4:25 pm-8:52 pm
1 stop5h 27m
$217
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Wed 9/23
5:30 am-12:03 pm
1 stop5h 33m
White Plains Westchester County
Tue 9/29
6:40 pm-11:52 pm
1 stop6h 12m
$217
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 9/25
2:59 pm-10:21 pm
1 stop6h 22m
White Plains Westchester County
Sun 9/27
6:00 am-11:53 am
1 stop6h 53m
$248
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Wed 7/1
6:13 am-11:29 am
1 stop4h 16m
White Plains Westchester County
Sun 7/5
6:24 am-12:50 pm
1 stop7h 26m
$261
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 6/25
1:28 pm-9:31 pm
1 stop7h 03m
White Plains Westchester County
Sat 6/27
5:46 pm-10:25 pm
1 stop5h 39m
$261
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Wed 8/5
5:34 am-12:03 pm
1 stop5h 29m
White Plains Westchester County
Sun 8/9
3:10 pm-9:22 pm
1 stop7h 12m
$318
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 7/11
2:59 pm-10:25 pm
1 stop6h 26m
White Plains Westchester County
Sun 7/26
5:12 pm-8:20 pm
1 stop4h 08m
$318
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 8/6
5:34 am-12:03 pm
1 stop5h 29m
White Plains Westchester County
Sun 8/9
6:00 am-11:45 am
1 stop6h 45m
$318
Quickest round-trip
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Mon 8/3
9:40 am-3:48 pm
1 stop5h 08m
White Plains Westchester County
Mon 8/17
5:17 pm-8:18 pm
1 stop4h 01m
$422
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 7/10
5:45 am-12:08 pm
1 stop5h 23m
White Plains Westchester County
Sun 7/26
6:29 am-11:53 am
1 stop6h 24m
$473
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 $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 June 1, 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.
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.2
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Milwaukee to Westchester County
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Westchester County by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Milwaukee to Westchester County by cabin class
Find flights from Milwaukee to Westchester County, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Westchester County flights
Browse other Milwaukee and Westchester County flight options. Last updated on June 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 June 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$213 | Average$332 | FlexibilityNo cancel fee | On-time71% |