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

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There are 11 ways to get from Shrewsbury to Chicago by bus, plane, bus (Greyhound, Flixbus), train (Amtrak), 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. Bus to Boston Logan Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Worcester Union Station to Bostonbus bus
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    6h 40m
    $96–442

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

    cheapest
    1. Take the bus from Worcester to Hartfordbus bus
    2. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    7h 58m
    $83–386

  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 / ...
    22h 24m
    $162–287

  4. Train (Amtrak)

    1. Take the train from Worcester Union Station to Chicago Union Stationtrain train Lake Shore Limited
    22h 30m
    $312–652

  5. Drive 947.9 mi

    1. Drive from Shrewsbury to Chicagocar car 947.9 mi
    16h 17m
    $173–250

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

    1. Take the bus from Worcester Union Station to Bostonbus bus
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    7h 4m
    $611–1,032

  7. 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
    7h 24m
    $93–446

  8. Bus, bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the bus from Worcester Union Station to Bostonbus bus
    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
    7h 46m
    $112–514

  9. Bus to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    1. Take the bus from Worcester Union Station to Providencebus bus
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    7h 53m
    $93–423

  10. Bus, bus to Manchester Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Worcester Union Station to Bostonbus bus
    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 20m
    $97–444

  11. Bus to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Worcester Union Station to Providencebus bus
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane plane PVD - ORD
    8h 24m
    $83–363

Shrewsbury to Chicago by bus

Calendar30Weekly Buses
Duration22h 24mAverage Duration
Ticket$162Cheapest Price
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Questions & Answers

Map of how to get from Shrewsbury to Chicago.ExpandLaunch map view
  • Distance: 919.7 mi
  • Duration: 6h 40m

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

You can take a bus from Main St at Boyleston St to Chicago Bus Station via Union Station Garage, Worcester Union Station, and Newark Penn Station in around 22h 24m. Alternatively, Amtrak operates a train from Worcester Union Station to Chicago Union Station once daily. Tickets cost $310–650 and the journey takes 21h 6m.

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