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How to get fromMilwaukee to Sleepy Hollowby plane, train, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle, bus, or bus (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 (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 26m
    $163–784

  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 37m
    $144–547

  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 16m
    $334–716

  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 N2641 / ...
    23h 18m
    $161–276

  5. Drive 893.5 mi

    1. Drive from Milwaukee to Sleepy Hollowcar car 893.5 mi
    15h 8m
    $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 44m
    $675–995

  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 23m
    $605–877

  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 42m
    $259–713

  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 55m
    $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 5m
    $224–635

  11. Bus via Baltimore

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore to Port Authority Bus Terminalbus bus
    26h 53m
    $207–374

Milwaukee to Sleepy Hollow by train (Amtrak)

Calendar7Weekly Trains
Duration22h 16mAverage Duration
Ticket$334Cheapest Price
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Questions & Answers

Map of how to get from Milwaukee to Sleepy Hollow.ExpandLaunch map view
  • Distance: 771.5 mi
  • Duration: 5h 26m

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 16m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Beekman Ave @ N Broadway via Chicago Bus Station, New York Midtown, White Plains Station, and White Plains Bus Terminal Lane F in around 23h 18m.

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