$109+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Jun 4 — Jun 111
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 May 5, 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 May 5, 2026.
This Delta deal was found by Cheapflights users on 5/3. 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 5/269:35 am
MKE
- HPN
1 stop5h 14m
Delta
Sat 5/3012:31 pm
HPN
- MKE
1 stop4h 31m
Delta
Deal found 5/3![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 5/3. 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 7/255:45 am
MKE
- HPN
1 stop7h 44m
Delta
Sat 8/16:49 pm
HPN
- MKE
1 stop5h 55m
Delta
Deal found 5/3![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 5/1. 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.
Fri 7/242:59 pm
MKE
- HPN
1 stop6h 26m
Delta
Sun 7/266:29 am
HPN
- MKE
1 stop6h 24m
Delta
Deal found 5/1![Delta logo]()
$248
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/281:43 pm
MKE
- HPN
1 stop6h 49m
American Airlines
Sun 5/317:10 am
HPN
- MKE
1 stop7h 03m
American Airlines
Deal found 5/4![American Airlines logo]()
$257
This American Airlines deal was found by Cheapflights users on 5/4. 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 7/31:14 pm
MKE
- HPN
1 stop7h 43m
American Airlines
Mon 7/65:26 pm
HPN
- MKE
1 stop6h 43m
American Airlines
Deal found 5/4![American Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 5/1. 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.
Sat 7/255:45 am
MKE
- HPN
1 stop7h 44m
Delta
Sun 7/266:29 am
HPN
- MKE
1 stop6h 24m
Delta
Deal found 5/1![Delta logo]()
$270
This Delta deal was found by Cheapflights users on 5/5. 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 7/112:56 pm
MKE
- HPN
1 stop8h 29m
Delta
Wed 7/86:49 pm
HPN
- MKE
1 stop6h 07m
Delta
Deal found 5/5![Delta logo]()
$282
This Delta deal was found by Cheapflights users on 5/3. 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.
Fri 6/123:00 pm
MKE
- HPN
1 stop6h 25m
Delta
Mon 6/156:29 am
HPN
- MKE
1 stop6h 21m
Delta
Deal found 5/3![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 5/165:23 am
MKE
- HPN
1 stop5h 39m
Delta
Wed 5/206:00 am
HPN
- MKE
1 stop6h 38m
Delta
Deal found 4/30![Delta logo]()
$305
This American Airlines deal was found by Cheapflights users on 5/4. 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 7/31:14 pm
MKE
- HPN
1 stop7h 43m
American Airlines
Sun 7/55:34 pm
HPN
- MKE
1 stop4h 27m
American Airlines
Deal found 5/4![American Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 5/3. 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 6/31:30 pm
MKE
- HPN
1 stop5h 59m
American Airlines
Wed 6/107:55 am
HPN
- MKE
1 stop5h 55m
American Airlines
Deal found 5/3![American Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 5/4. 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 8/56:55 am
MKE
- HPN
1 stop4h 01m
Delta
Fri 8/76:49 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 5/4![Delta logo]()
$326
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 May 5, 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 May 5, 2026.
This Delta deal was found by Cheapflights users on 5/3. 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 6/115:40 am
MKE
- HPN
1 stop5h 29m
Delta
Mon 6/156:29 am
HPN
- MKE
1 stop6h 21m
Delta
Deal found 5/3![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/185:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Sun 6/215:29 pm
HPN
- MKE
1 stop6h 38m
American Airlines
Deal found 5/5![American Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 5/3. 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 5/269:35 am
MKE
- HPN
1 stop5h 14m
Delta
Sat 5/3012:31 pm
HPN
- MKE
1 stop4h 31m
Delta
Deal found 5/3![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 5/3. 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.
Fri 6/52:55 pm
MKE
- HPN
1 stop6h 25m
Delta
Fri 6/126:49 pm
HPN
- MKE
1 stop6h 10m
Delta
Deal found 5/3![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 5/1. 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.
Fri 7/242:59 pm
MKE
- HPN
1 stop6h 26m
Delta
Sun 7/266:29 am
HPN
- MKE
1 stop6h 24m
Delta
Deal found 5/1![Delta logo]()
$248
This Delta deal was found by Cheapflights users on 5/1. 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.
Sat 7/255:45 am
MKE
- HPN
1 stop7h 44m
Delta
Sun 7/266:29 am
HPN
- MKE
1 stop6h 24m
Delta
Deal found 5/1![Delta logo]()
$270
This Delta deal was found by Cheapflights users on 5/3. 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.
Fri 6/123:00 pm
MKE
- HPN
1 stop6h 25m
Delta
Mon 6/156:29 am
HPN
- MKE
1 stop6h 21m
Delta
Deal found 5/3![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 5/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/178:20 am
MKE
- HPN
1 stop6h 38m
American Airlines
Sun 8/237:09 am
HPN
- MKE
1 stop4h 50m
American Airlines
Deal found 5/2![American Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 5/5. 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
Sun 8/96:00 am
HPN
- MKE
1 stop6h 45m
Delta
Deal found 5/5![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 5/4. 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 7/27:12 am
MKE
- HPN
1 stop3h 46m
Delta
Sun 7/53:08 pm
HPN
- MKE
1 stop5h 29m
Delta
Deal found 5/4![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 5/3. 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 6/115:40 am
MKE
- HPN
1 stop5h 29m
Delta
Sun 6/146:29 am
HPN
- MKE
1 stop6h 21m
Delta
Deal found 5/3![Delta logo]()
$438
Last-minute flights from Milwaukee to Westchester CountyDiscover last-minute flight deals from Milwaukee to Westchester County. Data last updated May 5, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Westchester County. Data last updated May 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/4. 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 5/75:23 am
MKE
- HPN
1 stop5h 39m
Delta
Sat 5/912:50 pm
HPN
- MKE
1 stop8h 11m
Delta
Deal found 5/4![Delta logo]()
$383
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 5/165:23 am
MKE
- HPN
1 stop5h 39m
Delta
Wed 5/206:00 am
HPN
- MKE
1 stop6h 38m
Delta
Deal found 4/30![Delta logo]()
$305
This Delta deal was found by Cheapflights users on 5/3. 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 5/269:35 am
MKE
- HPN
1 stop5h 14m
Delta
Sat 5/3012:31 pm
HPN
- MKE
1 stop4h 31m
Delta
Deal found 5/3![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/281:43 pm
MKE
- HPN
1 stop6h 49m
American Airlines
Sun 5/317:10 am
HPN
- MKE
1 stop7h 03m
American Airlines
Deal found 5/4![American Airlines logo]()
$257
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Mon 6/11:30 pm
MKE
- HPN
1 stop5h 59m
American Airlines
Sun 6/77:24 am
HPN
- MKE
1 stop6h 33m
American Airlines
Deal found 5/3![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 5/3. 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 6/31:30 pm
MKE
- HPN
1 stop5h 59m
American Airlines
Wed 6/107:55 am
HPN
- MKE
1 stop5h 55m
American Airlines
Deal found 5/3![American Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 5/3. 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 6/115:40 am
MKE
- HPN
1 stop5h 29m
Delta
Sun 6/146:29 am
HPN
- MKE
1 stop6h 21m
Delta
Deal found 5/3![Delta logo]()
$438
This Delta deal was found by Cheapflights users on 5/3. 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.
Fri 6/123:00 pm
MKE
- HPN
1 stop6h 25m
Delta
Mon 6/156:29 am
HPN
- MKE
1 stop6h 21m
Delta
Deal found 5/3![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Fri 6/127:00 am
MKE
- HPN
1 stop5h 13m
American Airlines
Sun 6/145:29 pm
HPN
- MKE
1 stop6h 38m
American Airlines
Deal found 5/3![American Airlines logo]()
$514
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/185:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Sun 6/215:29 pm
HPN
- MKE
1 stop6h 38m
American Airlines
Deal found 5/5![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/191:30 pm
MKE
- HPN
1 stop5h 59m
American Airlines
Sun 6/216:19 am
HPN
- MKE
1 stop7h 34m
American Airlines
Deal found 5/5![American Airlines logo]()
$358
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 May 5, 2026.
Search for one-way flight options from Milwaukee to Westchester County. Find affordable one-way fares based on user searches. Data last updated May 5, 2026.
This Delta deal was found by Cheapflights users on 5/2. 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.
Sat 5/309:35 am
MKE
- HPN
1 stop5h 14m
Delta
Deal found 5/2![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 5/1. 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 6/115:40 am
MKE
- HPN
1 stop5h 29m
Delta
Deal found 5/1![Delta logo]()
$140
This American Airlines deal was found by Cheapflights users on 5/1. 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 7/181:44 pm
MKE
- HPN
1 stop7h 13m
American Airlines
Deal found 5/1![American Airlines logo]()
$153
This Delta deal was found by Cheapflights users on 5/1. 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 7/209:37 am
MKE
- HPN
1 stop5h 10m
Delta
Deal found 5/1![Delta logo]()
$190
This Delta deal was found by Cheapflights users on 5/5. 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 5/5![Delta logo]()
$208
This American Airlines deal was found by Cheapflights users on 5/4. 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 6/77:00 am
MKE
- HPN
1 stop5h 13m
American Airlines
Deal found 5/4![American Airlines logo]()
$242
This Delta deal was found by Cheapflights users on 5/2. 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.
Sun 5/315:23 am
MKE
- HPN
1 stop5h 39m
Delta
Deal found 5/2![Delta logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Sun 7/198:43 am
MKE
- HPN
2 stops31h 46m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/1812:09 pm
MKE
- HPN
3 stops22h 18m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$293
This American Airlines deal was found by Cheapflights users on 5/5. 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 5/185:06 am
MKE
- HPN
1 stop5h 23m
American Airlines
Deal found 5/5![American Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Sat 7/1812:10 pm
MKE
- HPN
3 stops31h 50m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$321
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 May 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (Delta) |
One-way from | $109 (Delta) |
Popular in | April |
Cheapest in | January |
Average price | $351 |
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 May 5, 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 6/11
5:40 am-12:09 pm
1 stop5h 29m
White Plains Westchester County
Mon 6/15
6:29 am-11:50 am
1 stop6h 21m
$217
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Tue 5/26
9:35 am-3:49 pm
1 stop5h 14m
White Plains Westchester County
Sat 5/30
12:31 pm-4:02 pm
1 stop4h 31m
$217
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 6/5
2:55 pm-10:20 pm
1 stop6h 25m
White Plains Westchester County
Fri 6/12
6:49 pm-11:59 pm
1 stop6h 10m
$217
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 7/24
2:59 pm-10:25 pm
1 stop6h 26m
White Plains Westchester County
Sun 7/26
6:29 am-11:53 am
1 stop6h 24m
$248
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 7/25
5:45 am-2:29 pm
1 stop7h 44m
White Plains Westchester County
Sun 7/26
6:29 am-11:53 am
1 stop6h 24m
$270
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 6/12
3:00 pm-10:25 pm
1 stop6h 25m
White Plains Westchester County
Mon 6/15
6:29 am-11:50 am
1 stop6h 21m
$298
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 7/30
5:40 am-12:08 pm
1 stop5h 28m
White Plains Westchester County
Sun 8/9
6:00 am-11:45 am
1 stop6h 45m
$328
Quickest round-trip
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 7/2
7:12 am-11:58 am
1 stop3h 46m
White Plains Westchester County
Sun 7/5
3:08 pm-7:37 pm
1 stop5h 29m
$398
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 6/18
5:00 am-11:29 am
1 stop5h 29m
White Plains Westchester County
Sun 6/21
5:29 pm-11:07 pm
1 stop6h 38m
$419
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 6/11
5:40 am-12:09 pm
1 stop5h 29m
White Plains Westchester County
Sun 6/14
6:29 am-11:50 am
1 stop6h 21m
$438
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, May is the cheapest month in which you can book a flight from Milwaukee to Westchester County (average of $181). Flying from Milwaukee to Westchester County in December is currently the most expensive (average of $321). 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 May 5, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Milwaukee to Westchester County by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Overall
7.9
Comfort
7.9
Food
7.2
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Crew
8.5
Overall
7.9
Comfort
7.9
Food
7.2
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Crew
8.5
Overall
7.9
Comfort
7.9
Food
7.2
Entertainment
7.8
Boarding
8.1
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 May 5, 2026.
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Milwaukee to Westchester County flights
Consider these flights traveling from Milwaukee to Westchester County.
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 May 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$181 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$213 | Average$321 | FlexibilityNo cancel fee | On-time71% |