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How to get fromChicago to Harvard Squareby plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus or train

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There are 9 ways to get from Chicago to Harvard Square by plane, train (Amtrak), bus (Flixbus, Greyhound), 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. Fly Chicago Midway International Airport to Boston Logan Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    4h 26m
    $116–635

  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
    7h 6m
    $66–334

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    22h 21m
    $280–599

  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 49m
    $149–286

  5. Drive 978.6 mi

    1. Drive from Chicago to Harvard Squarecar car 978.6 mi
    16h 44m
    $179–258

  6. Fly Chicago O'Hare International Airport to Boston Logan Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    4h 50m
    $156–445

  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 25m
    $124–625

  8. Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane plane MDW - PVD
    2. Take the train from TF Green Airport to South Stationtrain train
    6h 40m
    $92–474

  9. Fly Chicago O'Hare International Airport to Manchester Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane plane ORD - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus bus
    7h 4m
    $90–435

Chicago to Harvard Square by train, subway, and foot (Amtrak)

Calendar7Weekly Services
Duration22h 21mAverage Duration
Ticket$280Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Harvard Square, Middlesex County, MA, USA?

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $270–600 and the journey takes 22h 2m.

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