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How to get fromShepherdstown to Chicagoby taxi, plane, train (Amtrak), bus (Greyhound), car or train

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There are 9 ways to get from Shepherdstown to Chicago by taxi, plane, train (Amtrak), bus (Greyhound), car, 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. Taxi to Washington Dulles International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the taxi from Shepherdstown to Harmony Park and Ridetaxi taxi
    2. Fly from Washington Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD)plane plane IAD - ORD
    5h 19m
    $274–651

  2. Train, train to Baltimore-Washington International Airport, fly to Chicago Midway International Airport

    cheapest
    1. Take the train from DUFFIELDS W VA MARC eb to Washington Union Stationtrain train
    2. Take the train from Washington Union Station to BWI Thurgood Marshalltrain train
    3. Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)plane plane BWI - MDW
    6h 33m
    $96–1,016

  3. Train (Amtrak)

    1. Take the train from Martinsburg Amtrak Station to Chicago Union Stationtrain train Floridian
    16h 14m
    $115–259

  4. Bus (Greyhound)

    1. Take the bus from Frederick Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    17h 25m
    $105–197

  5. Drive 630 mi

    1. Drive from Shepherdstown to Chicagocar car 630 mi
    11h
    $115–167

  6. Train to Ronald Reagan Washington National Airport, fly to Chicago Midway International Airport

    1. Take the train from DUFFIELDS W VA MARC eb to SILVER SPRING MARC ebtrain train
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)plane plane DCA - MDW
    5h 52m
    $153–844

  7. Train to Ronald Reagan Washington National Airport, fly to Chicago O'Hare International Airport

    1. Take the train from DUFFIELDS W VA MARC eb to SILVER SPRING MARC ebtrain train
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)plane plane DCA - ORD
    6h 7m
    $113–594

  8. Train, train to Baltimore-Washington International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from DUFFIELDS W VA MARC eb to Washington Union Stationtrain train
    2. Take the train from Washington Union Station to BWI Thurgood Marshalltrain train
    3. Fly from Baltimore-Washington International Airport (BWI) to Chicago O'Hare International Airport (ORD)plane plane BWI - ORD
    6h 49m
    $101–946

  9. Taxi to Washington Dulles International Airport, fly to South Bend, train

    1. Take the taxi from Shepherdstown to Harmony Park and Ridetaxi taxi
    2. Fly from Washington Dulles International Airport (IAD) to South Bend (SBN)plane plane IAD - SBN
    3. Take the train from South Bend Airport to Van Buren St.train train
    7h 18m
    $205–661

Washington Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD) flights

Calendar62Weekly Planes
Duration3h 34mAverage Duration
Ticket$49Cheapest Price
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Questions & Answers

What companies run services between Shepherdstown, WV, USA and Chicago, IL, USA?

Amtrak operates a train from Martinsburg Amtrak Station to Chicago Union Station once daily. Tickets cost $90–230 and the journey takes 16h. Alternatively, Greyhound USA operates a bus from Frederick Bus Station to Chicago Bus Station once daily. Tickets cost $65–150 and the journey takes 15h 25m.

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Need to know: Greyhound

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