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How to get fromChicago to Pittsfieldby train, taxi, car, plane, or bus

Find Transport to Pittsfield

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There are 6 ways to get from Chicago to Pittsfield by train, taxi, car, plane, 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. Train, taxi

    best
    1. Take the train from Chicago Union Station to Quincy Amtrak Stationtrain train Carl Sandburg / ...
    2. Take the taxi from Quincy Amtrak Station to Pittsfieldtaxi taxi
    5h 20m
    $210–330

  2. Drive 267.3 mi

    cheapest
    1. Drive from Chicago to Pittsfieldcar car 267.3 mi
    4h 35m
    $49–71

  3. Fly Chicago O'Hare International Airport to Abraham Lincoln Capital Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Abraham Lincoln Capital Airport (SPI)plane plane ORD - SPI
    2. Drive from Abraham Lincoln Capital Airport (SPI) to Pittsfieldcar car
    4h 8m
    $50–294

  4. Fly Chicago O'Hare International Airport to Quincy Regional Airport, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Quincy Regional Airport (UIN)plane plane ORD - UIN
    2. Take the taxi from Quincy Regional Airport (UIN) to Pittsfieldtaxi taxi
    4h 6m
    $148–245

  5. Fly Chicago O'Hare International Airport to Lambert–St. Louis International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Lambert–St. Louis International Airport (STL)plane plane ORD - STL
    2. Take the bus from Saint Louis to Bowling Greenbus bus
    6h 26m

  6. Fly Chicago Midway International Airport to Lambert–St. Louis International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Lambert–St. Louis International Airport (STL)plane plane MDW - STL
    2. Take the bus from Saint Louis to Bowling Greenbus bus
    6h 10m

Chicago O'Hare International Airport (ORD) to Abraham Lincoln Capital Airport (SPI) flights

Calendar14Weekly Planes
Duration1h 7mAverage Duration
Ticket$38Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Pittsfield.ExpandLaunch map view
  • Distance: 355.8 mi
  • Duration: 5h 20m

What companies run services between Chicago, IL, USA and Pittsfield, IL, USA?

There is no direct connection from Chicago to Pittsfield. However, you can take the train to Quincy Amtrak Station then take the taxi to Pittsfield. Alternatively, you can drive from Chicago to Pittsfield in around 4h 35m.

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