There are 11 ways to get from Milwaukee to Westchester County by plane, train, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly General Mitchell International Airport to Laguardia Airport, train
best- Fly from General Mitchell International Airport (MKE) to Laguardia Airport (LGA)plane MKE - LGA
- Take the train from 125th Street - Harlem to Chappaquatrain
5h 34m$155–827Bus to Chicago O'Hare International Airport, fly to Westchester County Airport
cheapest- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane ORD - HPN
7h 31m$127–485Train (Amtrak)
- Take the train from Milwaukee to Chicago Union Stationtrain Hiawatha Service / ...
- Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain Lake Shore Limited
23h 19m$555–884Bus
- Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus Greyhound US0150
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2640 / ...
26h 5m$170–262Drive 902.1 mi
- Drive from Milwaukee to Westchester Countycar 902.1 mi
15h 24m$165–238Fly General Mitchell International Airport to John F. Kennedy International Airport, train
- Fly from General Mitchell International Airport (MKE) to John F. Kennedy International Airport (JFK)plane MKE - JFK
- Take the train from Grand Central Terminal to Chappaquatrain
5h 51m$677–988Fly General Mitchell International Airport to Newark Liberty International Airport, shuttle, train
- Fly from General Mitchell International Airport (MKE) to Newark Liberty International Airport (EWR)plane MKE - EWR
- Take a shuttle bus from Newark Airport Terminal B to Grand Central
- Take the train from Grand Central Terminal to Chappaquatrain
6h 27m$607–870Bus to Chicago O'Hare International Airport, fly to Laguardia Airport, train
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane ORD - LGA
- Take the train from 125th Street - Harlem to Chappaquatrain
6h 55m$181–616Train to Chicago Midway International Airport, fly to Laguardia Airport, train
- Take the train from Milwaukee to Chicago Union Stationtrain
- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane MDW - LGA
- Take the train from 125th Street - Harlem to Chappaquatrain
7h 27m$262–752Fly General Mitchell International Airport to Philadelphia International Airport, train
- Fly from General Mitchell International Airport (MKE) to Philadelphia International Airport (PHL)plane MKE - PHL
- Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Grand Central Terminal to Chappaquatrain
7h 22m$498–1,477Bus, train
- Take the bus from Milwaukee Intermodal Station to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Port Authority Bus Terminalbus
- Take the train from Grand Central Terminal to Chappaquatrain
27h 8m$192–301
Milwaukee to Westchester County by train and bus (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Milwaukee to Westchester County is to drive which costs $160 - $240 and takes 15h 24m.
The fastest way to get from Milwaukee to Westchester County is to fly and train which takes 5h 34m and costs $150 - $850.
No, there is no direct bus from Milwaukee station to Westchester County. However, there are services departing from Milwaukee Intermodal Station and arriving at Bedford Rd @ Broadway via Chicago Bus Station, New York Midtown and White Plains Bus Terminal Lane B. The journey, including transfers, takes approximately 26h 5m.
No, there is no direct train from Milwaukee to Westchester County. However, there are services departing from Milwaukee and arriving at Ossining via Chicago Union Station and Croton-Harmon. The journey, including transfers, takes approximately 23h 19m.
The distance between Milwaukee and Westchester County is 784 miles. The road distance is 907.3 miles.
The best way to get from Milwaukee to Westchester County without a car is to train which takes 23h 19m and costs $550 - $900.
It takes approximately 5h 34m to get from Milwaukee to Westchester County, including transfers.
Milwaukee to Westchester County bus services, operated by Greyhound USA, depart from Milwaukee Intermodal Station.
Milwaukee to Westchester County train services, operated by Amtrak, depart from Milwaukee station.
The best way to get from Milwaukee to Westchester County is to train which takes 23h 19m and costs $550 - $900. Alternatively, you can bus, which costs $170 - $270 and takes 26h 5m.
What companies run services between Milwaukee, WI, USA and Westchester County, NY, USA?
You can take a train from Milwaukee to Pleasantville Rd @ Ramapo Rd via Chicago Union Station, Croton-Harmon, Ossining, and Ossining Railroad Station in around 23h 19m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Bedford Rd @ Broadway via Chicago Bus Station, New York Midtown, White Plains Bus Station, and White Plains Bus Terminal Lane B in around 26h 5m.
- Website
- united.com
Flights from General Mitchell International Airport to Laguardia Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $150–800
Flights from General Mitchell International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $80–460
Flights from General Mitchell International Airport to Newark Liberty International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $85–470
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $90–490
Flights from General Mitchell International Airport to Philadelphia International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $120–650
- Website
- aa.com
Flights from General Mitchell International Airport to Laguardia Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $150–800
Flights from General Mitchell International Airport to John F. Kennedy International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $80–450
Flights from General Mitchell International Airport to Newark Liberty International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $85–470
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $90–490
Flights from Chicago O'Hare International Airport to Westchester County Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $85–460
Flights from General Mitchell International Airport to Philadelphia International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $110–650
- Website
- southwest.com
Flights from General Mitchell International Airport to Laguardia Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 21m
- When
- Tuesday, Wednesday, Sunday, and Saturday
- Estimated price
- $150–800
Flights from General Mitchell International Airport to Laguardia Airport via Nashville
- Ave. Duration
- 4h 45m
- When
- Tuesday and Wednesday
- Estimated price
- $200–950
Flights from Chicago Midway International Airport to Laguardia Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $120–700
Flights from General Mitchell International Airport to Philadelphia International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 18m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Philadelphia International Airport via St. Louis
- Ave. Duration
- 4h 23m
- When
- Saturday, Tuesday, Wednesday, and Sunday
- Estimated price
- $150–800
Flights from General Mitchell International Airport to Philadelphia International Airport via Baltimore
- Ave. Duration
- 4h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $110–650
- Website
- delta.com
Flights from General Mitchell International Airport to Laguardia Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $140–800
Flights from General Mitchell International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $80–430
Flights from General Mitchell International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 4h 3m
- When
- Every day
- Estimated price
- $80–430
Flights from General Mitchell International Airport to John F. Kennedy International Airport via Minneapolis
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $110–550
Flights from General Mitchell International Airport to John F. Kennedy International Airport via Boston
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $100–500
Flights from General Mitchell International Airport to Newark Liberty International Airport via Minneapolis
- Ave. Duration
- 5h 3m
- When
- Monday to Saturday
- Estimated price
- $120–600
Flights from General Mitchell International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 5h 18m
- When
- Every day
- Estimated price
- $80–460
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $90–490
Flights from General Mitchell International Airport to Philadelphia International Airport via Detroit
- Ave. Duration
- 4h 54m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–650
- Website
- jetblue.com
Flights from General Mitchell International Airport to John F. Kennedy International Airport via Boston
- Ave. Duration
- 5h 12m
- When
- Monday, Wednesday, and Sunday
- Estimated price
- $100–500
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from 125th Street - Harlem to Chappaqua
- Ave. Duration
- 47 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Grand Central Terminal to Chappaqua
- Ave. Duration
- 57 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Grand Central Terminal to Chappaqua
- Ave. Duration
- 57 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from 125th Street - Harlem to Chappaqua
- Ave. Duration
- 47 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from 125th Street - Harlem to Chappaqua
- Ave. Duration
- 47 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Grand Central Terminal to Chappaqua
- Ave. Duration
- 57 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Grand Central Terminal to Chappaqua
- Ave. Duration
- 57 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Train from Chicago Union Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 19h 23m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 24m
- Frequency
- Every 30 minutes
- Estimated price
- $50–80
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 17m
- Frequency
- Hourly
- Estimated price
- $20–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $20–460
- First Class
- $130–600
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a day
- Estimated price
- $15–23
- Website
- Greyhound
Bus from Detroit Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 17h 15m
- Frequency
- Once daily
- Estimated price
- $120–190
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 2h 15m
- Frequency
- 3 times a day
- Estimated price
- $13–21
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $150–230
- Schedules at
- Flixbus USA
Bus from Milwaukee Intermodal Station to Detroit Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- 4 times a week
- Estimated price
- $55–90
- Schedules at
- Flixbus USA
- Phone
- +1 212-812-9000
- Website
- Go Airlink NYC
Shuttle from Newark Airport Terminal B to Grand Central
- Ave. Duration
- 56 min
- Frequency
- On demand
- Estimated price
- $44–50
- Website
- Go Airlink NYC
- Phone
- (866) 912 6224
- [email protected]
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $38–42
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $38–42
- Website
- coachusa.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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Booking & Getting There
Milwaukee to Westchester County bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Westchester County is 1h ahead of Milwaukee. It is currently 1:32 AM in Milwaukee and 2:32 AM in Westchester County.
Milwaukee to Westchester County train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Milwaukee to Westchester County is 907 miles. It takes approximately 15h 24m to drive from Milwaukee to Westchester County.
There are 190+ hotels available in Westchester County.









