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How to get fromPittsfield to Wisconsinby bus, plane, train (Amtrak), bus (Flixbus, Greyhound), car, or train

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There are 6 ways to get from Pittsfield to Wisconsin by bus, plane, train (Amtrak), bus (Flixbus, Greyhound), car, or train

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

  1. Bus, fly to General Mitchell International Airport

    best
    1. Take the bus from Pittsfield to Albany Bus Terminal, NYbus bus
    2. Fly from Albany County Airport (ALB) to General Mitchell International Airport (MKE)plane plane ALB - MKE
    7h 35m
    $223–1,219

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

    cheapest
    1. Take the bus from Pittsfield to Albany Bus Terminal, NYbus bus
    2. Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane plane ALB - ORD
    3. Take the train from Clybourn to Kenoshatrain train
    9h 20m
    $113–580

  3. Train (Amtrak)

    1. Take the train from Pittsfield Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    2. Take the train from Chicago Union Station to Milwaukeetrain train Hiawatha Service / ...
    20h 59m
    $271–584

  4. Bus

    1. Take the bus from Pittsfield to Port Authority Bus Terminalbus bus
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    3. Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus bus
    28h 16m
    $172–313

  5. Drive 938.6 mi

    1. Drive from Pittsfield to Milwaukeecar car 938.6 mi
    16h 26m
    $172–248

  6. Bus, fly to Chicago Midway International Airport, train

    1. Take the bus from Pittsfield to Albany Bus Terminal, NYbus bus
    2. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane plane ALB - MDW
    3. Take the train from Chicago OTC to Kenoshatrain train
    8h 57m
    $128–679

Pittsfield to Wisconsin by train (Amtrak)

Calendar7Weekly Trains
Duration20h 59mAverage Duration
Ticket$271Cheapest Price
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Questions & Answers

What companies run services between Pittsfield, MA, USA and Wisconsin, USA?

You can take a train from Pittsfield Amtrak Station to Milwaukee via Chicago Union Station in around 20h 59m. Alternatively, you can take a bus from Pittsfield to Milwaukee Intermodal Station via Port Authority Bus Terminal, New York Midtown, and Chicago Bus Station in around 28h 16m.

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