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

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There are 10 ways to get from Maynard to Chicago by plane, train (Amtrak), bus (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. Fly Boston Logan Airport to Chicago Midway International Airport

    best
    1. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)planeBOS - MDW
    5h 23m
    $138–547

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

    cheapest
    1. Take the train from Boston to Providencetrain
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)planePVD - MDW
    7h 20m
    $101–1,063

  3. Train (Amtrak)

    1. Take the train from Framingham Amtrak to Chicago Union StationtrainLake Shore Limited
    22h 8m
    $132–340

  4. Bus

    1. Take the bus from Newton, MA to Manhattan, NYbusCambridge
    2. Take the bus from New York Midtown to Chicago Bus StationbusFlixBus N2640
    25h 42m
    $172–305

  5. Drive 967.7 mi

    1. Drive from Maynard to Chicagocar967.7 mi
    16h 31m
    $177–256

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

    1. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)planeBOS - ORD
    5h 40m
    $143–367

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

    1. Take the bus from Boston to Boston Manchester Airportbus
    2. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)planeMHT - MDW
    7h 21m
    $142–721

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

    1. Take the bus from Boston to Boston Manchester Airportbus
    2. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)planeMHT - ORD
    7h 49m
    $112–511

  9. Fly Boston Logan Airport to General Mitchell International Airport, train

    1. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)planeBOS - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain
    7h 30m
    $311–772

  10. Train to Bradley International Airport, fly to Chicago Midway International Airport

    1. Take the train from Framingham Amtrak to Springfieldtrain
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)planeBDL - MDW
    8h 17m
    $156–863

Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW) flights

Calendar35Weekly Planes
Duration3h 29mAverage Duration
Ticket$90Cheapest Price
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Questions & Answers

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

Southwest Airlines and Delta fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, Amtrak operates a train from Framingham Amtrak to Chicago Union Station once daily. Tickets cost $90–290 and the journey takes 21h 47m.

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