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How to get fromMilwaukee to Sleepy Hollowby plane, train, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle, bus, or bus (Flixbus, Greyhound)

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There are 11 ways to get from Milwaukee to Sleepy Hollow by plane, train, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle, bus, or bus (Flixbus, Greyhound)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly General Mitchell International Airport to Laguardia Airport, train

    best
    1. Fly from General Mitchell International Airport (MKE) to Laguardia Airport (LGA)plane plane MKE - LGA
    2. Take the train from 125th Street - Harlem to Tarrytowntrain train
    5h 23m
    $153–824

  2. Bus to Chicago O'Hare International Airport, fly to Westchester County Airport

    cheapest
    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    7h 34m
    $129–507

  3. Train (Amtrak)

    1. Take the train from Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    2. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain train Lake Shore Limited
    22h 17m
    $247–610

  4. Bus

    1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus Greyhound US0150
    2. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640 / ...
    26h 20m
    $159–251

  5. Drive  893.5 mi

    1. Drive from Milwaukee to Sleepy Hollowcar car 893.5 mi
    15h 9m
    $164–236

  6. Fly General Mitchell International Airport to John F. Kennedy International Airport, train

    1. Fly from General Mitchell International Airport (MKE) to John F. Kennedy International Airport (JFK)plane plane MKE - JFK
    2. Take the train from Grand Central Terminal to Tarrytowntrain train
    5h 40m
    $675–985

  7. Fly General Mitchell International Airport to Newark Liberty International Airport, shuttle

    1. Fly from General Mitchell International Airport (MKE) to Newark Liberty International Airport (EWR)plane plane MKE - EWR
    2. Take a shuttle bus from Newark Airport Terminal B to Grand Centralshuttle bus
    6h 19m
    $605–867

  8. Bus to Chicago O'Hare International Airport, fly to Laguardia Airport

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    6h 35m
    $179–613

  9. Bus to Chicago O'Hare International Airport, fly to John F. Kennedy International Airport

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    6h 57m
    $371–924

  10. Train to Chicago Midway International Airport, fly to Laguardia Airport

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    7h 11m
    $234–726

  11. Bus via Detroit

    1. Take the bus from Milwaukee Intermodal Station to Detroit Bus Stationbus bus FlixBus 2550
    2. Take the bus from Detroit Bus Station to Port Authority Bus Terminalbus bus Greyhound US0420
    26h 59m
    $178–286

Milwaukee to Sleepy Hollow by train (Amtrak)

Calendar7Weekly Trains
Duration22h 17mAverage Duration
Ticket$247Cheapest Price
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Comparing Your Travel Options

Map of how to get from Milwaukee to Sleepy Hollow.ExpandLaunch map view
  • Distance: 771.4 mi
  • Duration: 5h 23m

What companies run services between Milwaukee, WI, USA and Sleepy Hollow, NY, USA?

You can take a train from Milwaukee to Tarrytown via Chicago Union Station and Croton-Harmon in around 22h 17m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Beekman Ave @ N Broadway via Chicago Bus Station, New York Midtown, White Plains Bus Station, and White Plains Bus Terminal Lane F in around 26h 20m.

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