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

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There are 7 ways to get from Chicago, IL to Boston by plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, 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. Fly Chicago O'Hare International Airport to Boston Logan Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    4h 14m
    $112–365
  2. Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane plane ORD - PVD
    2. Take the train from TF Green Airport to South Stationtrain train
    6h 49m
    $58–311
  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    22h 11m
    $85–370
  4. Bus

    1. Take the bus from Chicago Bus Station to Newark Penn Stationbus bus FlixBus N2640
    2. Take the bus from Newark Penn Station to Bostonbus bus Greyhound US0235 / ...
    25h 30m
    $138–241
  5. Drive 981.4 mi

    1. Drive from Chicago, IL to Bostoncar car 981.4 mi
    16h 48m
    $180–259
  6. Fly Chicago Midway International Airport to Boston Logan Airport

    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    4h 8m
    $112–605
  7. Fly Chicago Midway International Airport to Manchester Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane plane MDW - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus bus
    6h 33m
    $126–675

Chicago, IL to Boston by foot and train (Amtrak)

Calendar7Weekly Services
Duration22h 11mAverage Duration
Ticket$85Cheapest Price
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Questions & Answers

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

American Airlines, JetBlue Airways, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS) hourly. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $85–370 and the journey takes 22h 2m.

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