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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
    2. Fly from Washington Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD)planeIAD - ORD
    5h 19m
    $223–851

  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
    2. Take the train from Washington Union Station to BWI Thurgood Marshalltrain
    3. Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)planeBWI - MDW
    6h 28m
    $91–976

  3. Train (Amtrak)

    1. Take the train from Martinsburg Amtrak Station to Chicago Union StationtrainFloridian
    16h 14m
    $120–269

  4. Bus (Greyhound)

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

  5. Drive 634.4 mi

    1. Drive from Shepherdstown to Chicagocar634.4 mi
    10h 43m
    $116–168

  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
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)planeDCA - MDW
    5h 47m
    $153–794

  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
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)planeDCA - ORD
    6h 7m
    $118–594

  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
    2. Take the train from Washington Union Station to BWI Thurgood Marshalltrain
    3. Fly from Baltimore-Washington International Airport (BWI) to Chicago O'Hare International Airport (ORD)planeBWI - ORD
    6h 47m
    $101–926

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

    1. Take the taxi from Shepherdstown to Harmony Park and Ridetaxi
    2. Fly from Washington Dulles International Airport (IAD) to South Bend (SBN)planeIAD - SBN
    3. Take the train from South Bend Airport to Van Buren St.train
    7h 18m
    $159–571

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

Calendar80Weekly Planes
Duration3h 37mAverage Duration
Ticket$52Cheapest 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 $95–240 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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