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How to get fromBoston to Illinoisby ferry, plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus, or train

Find Transport to Illinois

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

    best
    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    4h 57m
    $91–465

  2. Train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from South Station to TF Green Airporttrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane plane PVD - ORD
    6h 13m
    $82–391

  3. Train (Amtrak)

    1. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    22h 22m
    $550–900

  4. Bus

    1. Take the bus from Boston to Newark Penn Stationbus bus Greyhound US0235 / ...
    2. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2640 / ...
    26h
    $180–287

  5. Drive  980.1 mi

    1. Drive from Boston to Chicagocar car 980.1 mi
    16h 47m
    $179–259

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

    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    5h 19m
    $606–1,015

  7. Bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    5h 11m
    $131–668

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

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane plane MHT - ORD
    5h 47m
    $106–568

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

    1. Take the train from South Station to TF Green Airporttrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    5h 54m
    $97–481

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

    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    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
    7h 18m
    $701–1,999

Boston to Illinois by train (Amtrak)

Calendar7Weekly Trains
Duration22h 22mAverage Duration
Ticket$550Cheapest Price
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Comparing Your Travel Options

Map of how to get from Boston to Illinois.ExpandLaunch map view
  • Distance: 871 mi
  • Duration: 4h 57m

What companies run services between Boston, MA, USA and Illinois, USA?

Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $550–900 and the journey takes 22h 22m. Alternatively, you can take a bus from Boston to Chicago Bus Station via Newark Penn Station in around 26h.

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