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How to get fromMarlborough to Chicagoby train, plane, bus (Greyhound, Flixbus), train (Amtrak), car, or bus

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There are 10 ways to get from Marlborough to Chicago by train, plane, bus (Greyhound, Flixbus), train (Amtrak), 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. Train to Boston Logan Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Southborough to Back Baytrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    7h 6m
    $102–436

  2. Train, train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    cheapest
    1. Take the train from Southborough to Back Baytrain train
    2. Take the train from Back Bay to TF Green Airporttrain train
    3. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    8h 49m
    $92–424

  3. Bus

    1. Take the bus from Worcester Union Station to Newark Penn Stationbus bus Greyhound US0235 / ...
    2. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2641 / ...
    23h 37m
    $164–296

  4. Train (Amtrak)

    1. Take the train from Framingham Amtrak to Chicago Union Stationtrain train Lake Shore Limited
    23h 49m
    $312–702

  5. Drive 956.9 mi

    1. Drive from Marlborough to Chicagocar car 956.9 mi
    16h 29m
    $175–253

  6. Train to Boston Logan Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Southborough to Back Baytrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    7h 31m
    $616–1,026

  7. Train, bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the train from Southborough to South Stationtrain train
    2. Take the bus from Boston to Boston Manchester Airportbus bus
    3. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    8h 23m
    $110–502

  8. Train, bus to Manchester Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Southborough to South Stationtrain train
    2. Take the bus from Boston to Boston Manchester Airportbus bus
    3. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane plane MHT - ORD
    8h 58m
    $96–432

  9. Bus to Bradley International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Worcester to Hartfordbus bus
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    8h 38m
    $96–454

  10. Train to Boston Logan Airport, fly to General Mitchell International Airport, train

    1. Take the train from Southborough to Back Baytrain train
    2. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 34m
    $694–1,996

Marlborough to Chicago by bus and train

Calendar30Weekly Services
Duration23h 37mAverage Duration
Ticket$164Cheapest Price
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Questions & Answers

Map of how to get from Marlborough to Chicago.ExpandLaunch map view
  • Distance: 907.6 mi
  • Duration: 7h 6m

What companies run services between Marlborough, MA, USA and Chicago, IL, USA?

You can take a bus from Newton and Weed St to Chicago Bus Station via Southborough MBTA Station, Southborough, Worcester, Worcester Union Station, and Newark Penn Station in around 23h 37m. Alternatively, Amtrak operates a train from Framingham Amtrak to Chicago Union Station once daily. Tickets cost $310–700 and the journey takes 21h 47m.

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