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How to get fromChicago to Bostonby plane, taxi, train (Amtrak), bus, car, or bus (Greyhound)

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There are 6 ways to get from Chicago to Boston by plane, taxi, train (Amtrak), bus, car, or bus (Greyhound)

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 from Chicago Midway International Airport, taxi

    best
    1. Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane plane MDW - BUF
    2. Take the taxi from Buffalo-Airport-BUF to Bostontaxi taxi
    3h 33m
    $248–475

  2. Bus

    cheapest
    1. Take the bus from Chicago to Clevelandbus bus Chicago
    2. Take the bus from Cleveland, OH to Buffalo, NYbus bus Cinncinati,OH-Buffalo
    13h 24m
    $83–176

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Buffalo Depew Stationtrain train Lake Shore Limited
    10h 54m
    $252–442

  4. Drive 525.7 mi

    1. Drive from Chicago to Bostoncar car 525.7 mi
    9h 6m
    $96–139

  5. Fly from Chicago O'Hare International Airport, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane plane ORD - BUF
    2. Take the taxi from Buffalo-Airport-BUF to Bostontaxi taxi
    3h 59m
    $258–405

  6. Bus via Brook Park (Greyhound)

    1. Take the bus from Chicago Bus Station to Cleveland Bus Stationbus bus Greyhound US0164
    2. Take the bus from Cleveland Bus Station to Buffalobus bus Greyhound US0171 / ...
    13h 59m
    $114–197

Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF) flights

Calendar27Weekly Planes
Duration1h 45mAverage Duration
Ticket$110Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Boston.ExpandLaunch map view
  • Distance: 502.7 mi
  • Duration: 3h 33m

What companies run services between Chicago, IL, USA and Boston, NY, USA?

Amtrak operates a train from Chicago Union Station to Buffalo Depew Station twice daily. Tickets cost $170–350 and the journey takes 10h 23m. Alternatively, you can take a bus from Chicago to Boston via Cleveland, OH, Buffalo, NY, Washington Street & Eagle Street, and Main Street & Buffalo Street in around 13h 24m.

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Need to know: Greyhound

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