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How to get fromMilwaukee to Port Chesterby plane, train, train (Amtrak), bus (Flixbus, Greyhound), car or bus

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There are 10 ways to get from Milwaukee to Port Chester by plane, train, train (Amtrak), bus (Flixbus, Greyhound), car, 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.

  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 Port Chestertrain train
    5h 18m
    $263–674
  2. Bus to Chicago O'Hare International Airport, fly to Laguardia 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 Laguardia Airport (LGA)plane plane ORD - LGA
    6h 34m
    $91–340
  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
    23h 42m
    $229–528
  4. Bus

    1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus FlixBus 2548 / ...
    2. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640
    26h 18m
    $126–235
  5. Drive 899.2 mi

    1. Drive from Milwaukee to Port Chestercar car 899.2 mi
    15h 13m
    $165–237
  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 Port Chestertrain train
    5h 38m
    $115–586
  7. Fly General Mitchell International Airport to Newark Liberty International Airport, train

    1. Fly from General Mitchell International Airport (MKE) to Newark Liberty International Airport (EWR)plane plane MKE - EWR
    2. Take the train from Grand Central Terminal to Port Chestertrain train
    5h 54m
    $385–799
  8. Bus to Dane County Regional Airport-Truax Field, fly to Laguardia Airport

    1. Take the bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.bus bus
    2. Fly from Dane County Regional Airport-Truax Field (MSN) to Laguardia Airport (LGA)plane plane MSN - LGA
    7h 19m
    $120–628
  9. Bus to Chicago O'Hare International Airport, fly to Westchester County 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 Westchester County Airport (HPN)plane plane ORD - HPN
    7h 13m
    $111–434
  10. Bus, train

    1. Take the bus from Milwaukee Intermodal Station to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Port Authority Bus Terminalbus bus
    3. Take the train from Grand Central Terminal to Port Chestertrain train
    26h 55m
    $166–317

Milwaukee to Port Chester by train and bus (Amtrak)

Calendar7Weekly Services
Duration23h 42mAverage Duration
Ticket$229Cheapest Price
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Questions & Answers

What companies run services between Milwaukee, WI, USA and Port Chester, NY, USA?

You can take a train from Milwaukee to Westchester Ave @ Smith St via Chicago Union Station, Croton-Harmon, Tarrytown, and Tarrytown Railroad Station in around 23h 42m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Westchester Ave @ Smith St via Chicago Bus Station, New York Midtown, White Plains Bus Station, and White Plains Bus Terminal Lane C in around 26h 18m.

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