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How to get fromMadison to Pittsfieldby plane, bus, train, bus (Flixbus) or car

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There are 9 ways to get from Madison to Pittsfield by plane, bus, train, bus (Flixbus), or car

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 Dane County Regional Airport-Truax Field to Albany County Airport, bus

    best
    1. Fly from Dane County Regional Airport-Truax Field (MSN) to Albany County Airport (ALB)plane plane MSN - ALB
    2. Take the bus from Albany Bus Terminal, NY to Pittsfieldbus bus
    8h 16m
    $182–968

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

    cheapest
    1. Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    3. Take the train from Springfield to Pittsfield Amtrak Stationtrain train
    10h 23m
    $107–658

  3. Bus, train

    1. Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus bus Van Galder
    2. Take the train from Chicago Union Station to Pittsfield Amtrak Stationtrain train Lake Shore Limited
    23h
    $252–591

  4. Bus

    1. Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus bus
    2. Take the bus from Chicago Bus Station to New York Midtownbus bus
    3. Take the bus from Port Authority Bus Terminal to Pittsfieldbus bus
    30h 49m
    $172–331

  5. Drive 998.3 mi

    1. Drive from Madison to Pittsfieldcar car 998.3 mi
    17h 12m
    $183–264

  6. Fly Dane County Regional Airport-Truax Field to Laguardia Airport, train

    1. Fly from Dane County Regional Airport-Truax Field (MSN) to Laguardia Airport (LGA)plane plane MSN - LGA
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain train
    9h 11m
    $175–828

  7. Fly Dane County Regional Airport-Truax Field to Boston Logan Airport, train

    1. Fly from Dane County Regional Airport-Truax Field (MSN) to Boston Logan Airport (BOS)plane plane MSN - BOS
    2. Take the train from Boston to Pittsfield Amtrak Stationtrain train
    9h 19m
    $201–901

  8. Bus to Chicago O'Hare International Airport, fly to Albany County Airport, bus

    1. Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane plane ORD - ALB
    3. Take the bus from Albany Bus Terminal, NY to Pittsfieldbus bus
    9h 12m
    $115–526

  9. Bus to Chicago Midway International Airport, fly to Albany County Airport, bus

    1. Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane plane MDW - ALB
    3. Take the bus from Albany Bus Terminal, NY to Pittsfieldbus bus
    10h 28m
    $154–766

Madison to Pittsfield by bus and train

Calendar7Weekly Services
Duration23hAverage Duration
Ticket$252Cheapest Price
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Questions & Answers

What companies run services between Madison, WI, USA and Pittsfield, MA, USA?

You can take a bus from 250 N. Lake St - Madison UW Campus to Pittsfield via W Jackson Blvd, after S Clinton St, Chicago Bus Station, New York Midtown, and Port Authority Bus Terminal in around 30h 49m.

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