$113+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Apr 3 — Apr 101
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 March 4, 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 March 4, 2026.
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
MKE
- HPN
1 stop7h 31m
American Airlines
Mon 5/44:30 pm
HPN
- MKE
1 stop6h 30m
American Airlines
Deal found 3/1![American Airlines logo]()
$225
This Delta deal was found by Cheapflights users on 2/27. 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 6/64:02 pm
MKE
- HPN
1 stop5h 18m
Delta
Wed 6/246:40 pm
HPN
- MKE
1 stop5h 47m
Delta
Deal found 2/27![Delta logo]()
$245
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1611:13 am
MKE
- HPN
1 stop5h 13m
American Airlines
Mon 4/204:30 pm
HPN
- MKE
1 stop4h 36m
American Airlines
Deal found 3/1![American Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:00 am
MKE
- HPN
1 stop6h 07m
American Airlines
Fri 3/204:30 pm
HPN
- MKE
1 stop7h 37m
American Airlines
Deal found 3/1![American Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:24 am
MKE
- HPN
1 stop4h 48m
American Airlines
Sat 9/194:24 pm
HPN
- MKE
1 stop4h 13m
American Airlines
Deal found 3/1![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/186:05 am
MKE
- HPN
1 stop6h 02m
American Airlines
Sun 3/225:30 pm
HPN
- MKE
1 stop6h 54m
American Airlines
Deal found 3/3![American Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:23 am
MKE
- HPN
1 stop5h 39m
Delta
Sat 6/65:15 pm
HPN
- MKE
1 stop4h 13m
Delta
Deal found 3/1![Delta logo]()
$307
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/265:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Sun 3/296:30 am
HPN
- MKE
1 stop6h 14m
American Airlines
Deal found 3/3![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 2/27. 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.
Fri 3/66:40 am
MKE
- HPN
1 stop4h 16m
Delta
Sun 3/86:00 am
HPN
- MKE
1 stop6h 03m
Delta
Deal found 2/27![Delta logo]()
$315
This American Airlines deal was found by Cheapflights users on 2/28. 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 3/64:47 pm
MKE
- HPN
1 stop4h 12m
American Airlines
Tue 3/104:30 pm
HPN
- MKE
1 stop4h 55m
American Airlines
Deal found 2/28![American Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/115:55 am
MKE
- HPN
1 stop5h 19m
Delta
Mon 6/153:15 pm
HPN
- MKE
1 stop5h 10m
Delta
Deal found 3/3![Delta logo]()
$372
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/285:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Fri 4/35:29 pm
HPN
- MKE
1 stop6h 38m
American Airlines
Deal found 3/3![American Airlines logo]()
$373
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 March 4, 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 March 4, 2026.
This Delta deal was found by Cheapflights users on 2/27. 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 6/64:02 pm
MKE
- HPN
1 stop5h 18m
Delta
Wed 6/246:40 pm
HPN
- MKE
1 stop5h 47m
Delta
Deal found 2/27![Delta logo]()
$245
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/265:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Sun 3/296:30 am
HPN
- MKE
1 stop6h 14m
American Airlines
Deal found 3/3![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:55 am
MKE
- HPN
1 stop5h 18m
Delta
Sat 8/226:00 am
HPN
- MKE
1 stop6h 13m
Delta
Deal found 3/3![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 2/27. 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 6/64:02 pm
MKE
- HPN
1 stop5h 18m
Delta
Tue 6/233:15 pm
HPN
- MKE
1 stop5h 10m
Delta
Deal found 2/27![Delta logo]()
$306
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:23 am
MKE
- HPN
1 stop5h 39m
Delta
Sat 6/65:15 pm
HPN
- MKE
1 stop4h 13m
Delta
Deal found 3/1![Delta logo]()
$307
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/285:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Fri 4/35:29 pm
HPN
- MKE
1 stop6h 38m
American Airlines
Deal found 3/3![American Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/115:55 am
MKE
- HPN
1 stop5h 19m
Delta
Mon 6/153:15 pm
HPN
- MKE
1 stop5h 10m
Delta
Deal found 3/3![Delta logo]()
$372
This American Airlines deal was found by Cheapflights users on 2/27. 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 6/67:25 am
MKE
- HPN
2 stops10h 03m
American Airlines
Sat 6/204:30 pm
HPN
- MKE
1 stop6h 55m
American Airlines
Deal found 2/27![American Airlines logo]()
$538
This Delta deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/249:35 am
MKE
- HPN
1 stop5h 14m
Delta
Tue 4/286:00 am
HPN
- MKE
1 stop6h 27m
Delta
Deal found 3/2![Delta logo]()
$777
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/162:50 pm
MKE
- HPN
1 stop6h 13m
Delta
Mon 4/205:21 pm
HPN
- MKE
2 stops6h 25m
Delta
Deal found 3/1![Delta logo]()
$1,096
Last-minute flights from Milwaukee to Westchester CountyDiscover last-minute flight deals from Milwaukee to Westchester County. Data last updated March 4, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Westchester County. Data last updated March 4, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/27. 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.
Fri 3/66:40 am
MKE
- HPN
1 stop4h 16m
Delta
Sun 3/86:00 am
HPN
- MKE
1 stop6h 03m
Delta
Deal found 2/27![Delta logo]()
$315
This American Airlines deal was found by Cheapflights users on 2/28. 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 3/64:47 pm
MKE
- HPN
1 stop4h 12m
American Airlines
Tue 3/104:30 pm
HPN
- MKE
1 stop4h 55m
American Airlines
Deal found 2/28![American Airlines logo]()
$365
This American Airlines deal was found by Cheapflights users on 2/28. 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 3/69:00 am
MKE
- HPN
2 stops8h 19m
American Airlines
Mon 3/94:30 pm
HPN
- MKE
1 stop4h 55m
American Airlines
Deal found 2/28![American Airlines logo]()
$734
This American Airlines deal was found by Cheapflights users on 2/27. 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 3/148:31 am
MKE
- HPN
2 stops7h 29m
American Airlines
Wed 3/184:30 pm
HPN
- MKE
1 stop4h 55m
American Airlines
Deal found 2/27![American Airlines logo]()
$686
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:00 am
MKE
- HPN
1 stop6h 07m
American Airlines
Fri 3/204:30 pm
HPN
- MKE
1 stop7h 37m
American Airlines
Deal found 3/1![American Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:00 am
MKE
- HPN
1 stop3h 59m
American Airlines
Sat 3/211:37 pm
HPN
- MKE
2 stops7h 38m
American Airlines
Deal found 3/1![American Airlines logo]()
$697
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/186:05 am
MKE
- HPN
1 stop6h 02m
American Airlines
Sun 3/225:30 pm
HPN
- MKE
1 stop6h 54m
American Airlines
Deal found 3/3![American Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/265:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Sun 3/296:30 am
HPN
- MKE
1 stop6h 14m
American Airlines
Deal found 3/3![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/285:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Fri 4/35:29 pm
HPN
- MKE
1 stop6h 38m
American Airlines
Deal found 3/3![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1611:13 am
MKE
- HPN
1 stop5h 13m
American Airlines
Mon 4/204:30 pm
HPN
- MKE
1 stop4h 36m
American Airlines
Deal found 3/1![American Airlines logo]()
$259
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 March 4, 2026.
Search for one-way flight options from Milwaukee to Westchester County. Find affordable one-way fares based on user searches. Data last updated March 4, 2026.
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/305:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Deal found 3/1![American Airlines logo]()
$113
This Delta deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/282:45 pm
MKE
- HPN
1 stop5h 56m
Delta
Deal found 3/3![Delta logo]()
$123
This Delta deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/195:45 am
MKE
- HPN
1 stop5h 18m
Delta
Deal found 3/3![Delta logo]()
$143
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/296:00 am
MKE
- HPN
1 stop3h 59m
American Airlines
Deal found 3/1![American Airlines logo]()
$148
This Delta deal was found by Cheapflights users on 2/28. 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.
Tue 6/307:00 am
MKE
- HPN
1 stop3h 44m
Delta
Deal found 2/28![Delta logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/315:44 pm
MKE
- HPN
2 stops18h 03m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$165
This Delta deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/216:45 am
MKE
- HPN
1 stop3h 58m
Delta
Deal found 3/3![Delta logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:20 pm
MKE
- HPN
2 stops14h 08m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$170
This Delta deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:05 am
MKE
- HPN
1 stop3h 45m
Delta
Deal found 3/2![Delta logo]()
$210
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/285:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Deal found 3/1![American Airlines logo]()
$212
This American Airlines deal was found by Cheapflights users on 2/27. 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 7/2712:40 pm
MKE
- HPN
1 stop4h 44m
American Airlines
Deal found 2/27![American Airlines logo]()
$223
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 March 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $225 (American Airlines) |
One-way from | $113 (American Airlines) |
Popular in | November |
Cheapest in | January |
Average price | $367 |
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 March 4, 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
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 6/6
4:02 pm-10:20 pm
1 stop5h 18m
White Plains Westchester County
Wed 6/24
6:40 pm-11:27 pm
1 stop5h 47m
$245
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Wed 8/19
5:55 am-12:13 pm
1 stop5h 18m
White Plains Westchester County
Sat 8/22
6:00 am-11:13 am
1 stop6h 13m
$245
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 6/6
4:02 pm-10:20 pm
1 stop5h 18m
White Plains Westchester County
Tue 6/23
3:15 pm-7:25 pm
1 stop5h 10m
$306
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Mon 6/1
5:23 am-12:02 pm
1 stop5h 39m
White Plains Westchester County
Sat 6/6
5:15 pm-8:28 pm
1 stop4h 13m
$307
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 3/26
5:00 am-11:29 am
1 stop5h 29m
White Plains Westchester County
Sun 3/29
6:30 am-11:44 am
1 stop6h 14m
$309
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 6/11
5:55 am-12:14 pm
1 stop5h 19m
White Plains Westchester County
Mon 6/15
3:15 pm-7:25 pm
1 stop5h 10m
$372
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 3/28
5:00 am-11:29 am
1 stop5h 29m
White Plains Westchester County
Fri 4/3
5:29 pm-11:07 pm
1 stop6h 38m
$373
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 6/6
7:25 am-6:28 pm
2 stops10h 03m
White Plains Westchester County
Sat 6/20
4:30 pm-10:25 pm
1 stop6h 55m
$538
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 4/24
9:35 am-3:49 pm
1 stop5h 14m
White Plains Westchester County
Tue 4/28
6:00 am-11:27 am
1 stop6h 27m
$777
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 4/16
2:50 pm-10:03 pm
1 stop6h 13m
White Plains Westchester County
Mon 4/20
5:21 pm-10:46 pm
2 stops6h 25m
$1,096
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, March is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $155). Flying from Milwaukee to Westchester County in December is currently the most expensive (average of $335). 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 March 4, 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
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Crew
8.5
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Comfort
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Crew
8.5
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Comfort
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Overall
7.9
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
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Milwaukee and Westchester County flights
Browse other Milwaukee and Westchester County flight options. Last updated on March 4, 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 March 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$181 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$213 | Average$318 | FlexibilityNo cancel fee | On-time71% |