$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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HPN
Mar 13 — Mar 201
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 February 11, 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 February 11, 2026.
This Delta deal was found by Cheapflights users on 2/8. 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.
Tue 3/109:35 am
MKE
- HPN
1 stop5h 14m
Delta
Tue 3/1712:35 pm
HPN
- MKE
1 stop6h 18m
Delta
Deal found 2/8![Delta logo]()
$215
This Delta deal was found by Cheapflights users on 2/11. 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 3/56:40 am
MKE
- HPN
1 stop4h 16m
Delta
Wed 3/115:17 pm
HPN
- MKE
1 stop4h 23m
Delta
Deal found 2/11![Delta logo]()
$225
This Delta deal was found by Cheapflights users on 2/8. 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.
Mon 3/26:40 am
MKE
- HPN
1 stop4h 16m
Delta
Thu 3/512:36 pm
HPN
- MKE
1 stop4h 32m
Delta
Deal found 2/8![Delta logo]()
$235
This Delta deal was found by Cheapflights users on 2/9. 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 4/116:45 am
MKE
- HPN
1 stop3h 58m
Delta
Mon 4/134:29 pm
HPN
- MKE
1 stop5h 06m
Delta
Deal found 2/9![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 2/8. 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 2/256:40 am
MKE
- HPN
1 stop4h 16m
Delta
Fri 2/276:00 am
HPN
- MKE
1 stop6h 13m
Delta
Deal found 2/8![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 2/11. 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 2/265:23 am
MKE
- HPN
1 stop5h 43m
Delta
Mon 3/26:43 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 2/11![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 2/9. 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.
Mon 6/15:30 am
MKE
- HPN
1 stop5h 30m
Delta
Tue 6/166:40 pm
HPN
- MKE
1 stop5h 47m
Delta
Deal found 2/9![Delta logo]()
$270
This American Airlines deal was found by Cheapflights users on 2/7. 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.
Sat 2/215:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Sun 2/224:30 pm
HPN
- MKE
1 stop7h 27m
American Airlines
Deal found 2/7![American Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Sat 4/1111:13 am
MKE
- HPN
1 stop5h 13m
American Airlines
Sun 4/127:00 am
HPN
- MKE
1 stop4h 43m
American Airlines
Deal found 2/9![American Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 2/9. 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 6/69:34 am
MKE
- HPN
1 stop5h 15m
Delta
Wed 6/1712:59 pm
HPN
- MKE
1 stop7h 04m
Delta
Deal found 2/9![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 2/9. 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.
Mon 6/15:30 am
MKE
- HPN
1 stop5h 30m
Delta
Mon 6/156:40 pm
HPN
- MKE
1 stop5h 47m
Delta
Deal found 2/9![Delta logo]()
$315
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 February 11, 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 February 11, 2026.
This Delta deal was found by Cheapflights users on 2/8. 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.
Sun 4/59:21 am
MKE
- HPN
1 stop6h 16m
Delta
Tue 4/712:35 pm
HPN
- MKE
1 stop6h 18m
Delta
Deal found 2/8![Delta logo]()
$215
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Sat 4/1111:13 am
MKE
- HPN
1 stop5h 13m
American Airlines
Sun 4/127:00 am
HPN
- MKE
1 stop4h 43m
American Airlines
Deal found 2/9![American Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 2/8. 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.
Tue 3/109:35 am
MKE
- HPN
1 stop5h 14m
Delta
Tue 3/1712:35 pm
HPN
- MKE
1 stop6h 18m
Delta
Deal found 2/8![Delta logo]()
$215
This Delta deal was found by Cheapflights users on 2/11. 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 3/56:40 am
MKE
- HPN
1 stop4h 16m
Delta
Wed 3/115:17 pm
HPN
- MKE
1 stop4h 23m
Delta
Deal found 2/11![Delta logo]()
$225
This Delta deal was found by Cheapflights users on 2/8. 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.
Mon 3/26:40 am
MKE
- HPN
1 stop4h 16m
Delta
Thu 3/512:36 pm
HPN
- MKE
1 stop4h 32m
Delta
Deal found 2/8![Delta logo]()
$235
This Delta deal was found by Cheapflights users on 2/9. 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 4/116:45 am
MKE
- HPN
1 stop3h 58m
Delta
Mon 4/134:29 pm
HPN
- MKE
1 stop5h 06m
Delta
Deal found 2/9![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 2/9. 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 6/52:55 pm
MKE
- HPN
1 stop6h 25m
Delta
Tue 6/166:40 pm
HPN
- MKE
1 stop5h 47m
Delta
Deal found 2/9![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 2/8. 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 2/256:40 am
MKE
- HPN
1 stop4h 16m
Delta
Fri 2/276:00 am
HPN
- MKE
1 stop6h 13m
Delta
Deal found 2/8![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 2/11. 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 2/265:23 am
MKE
- HPN
1 stop5h 43m
Delta
Mon 3/26:43 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 2/11![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 2/9. 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 6/62:55 pm
MKE
- HPN
1 stop6h 25m
Delta
Mon 6/156:40 pm
HPN
- MKE
1 stop5h 47m
Delta
Deal found 2/9![Delta logo]()
$270
This Delta deal was found by Cheapflights users on 2/9. 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 6/45:30 am
MKE
- HPN
1 stop5h 30m
Delta
Tue 6/166:40 pm
HPN
- MKE
1 stop5h 47m
Delta
Deal found 2/9![Delta logo]()
$270
Last-minute flights from Milwaukee to Westchester CountyDiscover last-minute flight deals from Milwaukee to Westchester County. Data last updated February 11, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Westchester County. Data last updated February 11, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/10. 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 2/156:40 am
MKE
- HPN
1 stop4h 16m
Delta
Tue 2/1712:36 pm
HPN
- MKE
1 stop4h 32m
Delta
Deal found 2/10![Delta logo]()
$370
This Delta deal was found by Cheapflights users on 2/10. 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.
Wed 2/189:31 am
MKE
- HPN
1 stop5h 18m
Delta
Fri 2/205:12 pm
HPN
- MKE
1 stop4h 09m
Delta
Deal found 2/10![Delta logo]()
$625
This American Airlines deal was found by Cheapflights users on 2/7. 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.
Sat 2/215:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Sun 2/224:30 pm
HPN
- MKE
1 stop7h 27m
American Airlines
Deal found 2/7![American Airlines logo]()
$276
This Delta deal was found by Cheapflights users on 2/8. 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 2/256:40 am
MKE
- HPN
1 stop4h 16m
Delta
Fri 2/276:00 am
HPN
- MKE
1 stop6h 13m
Delta
Deal found 2/8![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 2/11. 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 2/265:23 am
MKE
- HPN
1 stop5h 43m
Delta
Mon 3/26:43 pm
HPN
- MKE
1 stop6h 04m
Delta
Deal found 2/11![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 2/8. 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.
Mon 3/26:40 am
MKE
- HPN
1 stop4h 16m
Delta
Thu 3/512:36 pm
HPN
- MKE
1 stop4h 32m
Delta
Deal found 2/8![Delta logo]()
$235
This Delta deal was found by Cheapflights users on 2/11. 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 3/56:40 am
MKE
- HPN
1 stop4h 16m
Delta
Wed 3/115:17 pm
HPN
- MKE
1 stop4h 23m
Delta
Deal found 2/11![Delta logo]()
$225
This Delta deal was found by Cheapflights users on 2/8. 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.
Tue 3/109:35 am
MKE
- HPN
1 stop5h 14m
Delta
Tue 3/1712:35 pm
HPN
- MKE
1 stop6h 18m
Delta
Deal found 2/8![Delta logo]()
$215
This Delta deal was found by Cheapflights users on 2/11. 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.
Sat 3/286:45 am
MKE
- HPN
1 stop3h 58m
Delta
Fri 4/35:17 pm
HPN
- MKE
1 stop4h 23m
Delta
Deal found 2/11![Delta logo]()
$558
This American Airlines deal was found by Cheapflights users on 2/7. 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.
Sat 3/287:52 am
MKE
- HPN
1 stop7h 07m
American Airlines
Sat 4/45:29 pm
HPN
- MKE
1 stop15h 20m
American Airlines
Deal found 2/7![American Airlines logo]()
$579
This American Airlines deal was found by Cheapflights users on 2/7. 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.
Mon 3/305:00 am
MKE
- HPN
1 stop5h 29m
American Airlines
Fri 4/36:30 am
HPN
- MKE
1 stop6h 14m
American Airlines
Deal found 2/7![American Airlines logo]()
$407
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 February 11, 2026.
Search for one-way flight options from Milwaukee to Westchester County. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
This Delta deal was found by Cheapflights users on 2/10. 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 7/2812:20 pm
MKE
- HPN
1 stop8h 21m
Delta
Deal found 2/10![Delta logo]()
$113
This Delta deal was found by Cheapflights users on 2/8. 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 2/266:40 am
MKE
- HPN
1 stop4h 16m
Delta
Deal found 2/8![Delta logo]()
$128
This Delta deal was found by Cheapflights users on 2/10. 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.
Thu 7/235:55 am
MKE
- HPN
1 stop5h 19m
Delta
Deal found 2/10![Delta logo]()
$158
This Delta deal was found by Cheapflights users on 2/10. 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.
Fri 7/245:55 am
MKE
- HPN
1 stop5h 19m
Delta
Deal found 2/10![Delta logo]()
$195
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Mon 7/2712:40 pm
MKE
- HPN
1 stop4h 44m
American Airlines
Deal found 2/11![American Airlines logo]()
$209
This Delta deal was found by Cheapflights users on 2/11. 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.
Mon 2/169:31 am
MKE
- HPN
1 stop5h 18m
Delta
Deal found 2/11![Delta logo]()
$213
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:20 pm
MKE
- HPN
2 stops17h 52m
American Airlines
Deal found 2/10![American Airlines logo]()
$487
This Delta deal was found by Cheapflights users on 2/10. 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.
Wed 6/177:00 am
MKE
- HPN
1 stop3h 44m
Delta
Deal found 2/10![Delta logo]()
$495
This Delta deal was found by Cheapflights users on 2/8. 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.
Sun 3/226:45 am
MKE
- HPN
1 stop4h 08m
Delta
Deal found 2/8![Delta logo]()
$520
This Delta deal was found by Cheapflights users on 2/10. 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.
Thu 6/187:00 am
MKE
- HPN
1 stop3h 44m
Delta
Deal found 2/10![Delta logo]()
$535
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 February 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $215 (Delta) |
One-way from | $113 (Delta) |
Popular in | November |
Cheapest in | January |
Average price | $334 |
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 February 11, 2026.
Use the filters below to find and compare flights from Milwaukee to Westchester County that are best for you.
Fly from
Milwaukee
Fly to
Westchester County
Route
Depart
Return
Price
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sun 4/5
9:21 am-4:37 pm
1 stop6h 16m
White Plains Westchester County
Tue 4/7
12:35 pm-5:53 pm
1 stop6h 18m
$215
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Tue 3/10
9:35 am-3:49 pm
1 stop5h 14m
White Plains Westchester County
Tue 3/17
12:35 pm-5:53 pm
1 stop6h 18m
$215
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 3/5
6:40 am-11:56 am
1 stop4h 16m
White Plains Westchester County
Wed 3/11
5:17 pm-8:40 pm
1 stop4h 23m
$225
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Mon 3/2
6:40 am-11:56 am
1 stop4h 16m
White Plains Westchester County
Thu 3/5
12:36 pm-4:08 pm
1 stop4h 32m
$235
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 4/11
6:45 am-11:43 am
1 stop3h 58m
White Plains Westchester County
Mon 4/13
4:29 pm-8:35 pm
1 stop5h 06m
$245
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Fri 6/5
2:55 pm-10:20 pm
1 stop6h 25m
White Plains Westchester County
Tue 6/16
6:40 pm-11:27 pm
1 stop5h 47m
$245
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Wed 2/25
6:40 am-11:56 am
1 stop4h 16m
White Plains Westchester County
Fri 2/27
6:00 am-11:13 am
1 stop6h 13m
$255
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 2/26
5:23 am-12:06 pm
1 stop5h 43m
White Plains Westchester County
Mon 3/2
6:43 pm-11:47 pm
1 stop6h 04m
$265
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Sat 6/6
2:55 pm-10:20 pm
1 stop6h 25m
White Plains Westchester County
Mon 6/15
6:40 pm-11:27 pm
1 stop5h 47m
$270
MilwaukeeWhite Plains
MKE - HPN
MKEHPN
Milwaukee-Mitchell
Thu 6/4
5:30 am-12:00 pm
1 stop5h 30m
White Plains Westchester County
Tue 6/16
6:40 pm-11:27 pm
1 stop5h 47m
$270
Showing 1-10 of 19 results
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 $136). 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 February 11, 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
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Comfort
7.9
Entertainment
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Comfort
7.9
Entertainment
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
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 February 11, 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 February 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$181 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$213 | Average$324 | FlexibilityNo cancel fee | On-time71% |