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How to get fromChicago to Shepherdstownby plane, train, train (Amtrak), bus (Greyhound), car or subway

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There are 9 ways to get from Chicago to Shepherdstown by plane, train, train (Amtrak), bus (Greyhound), car, or subway

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 Ronald Reagan Washington National Airport, train

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)planeORD - DCA
    2. Take the train from ROCKVILLE MARC wb to DUFFIELFS W VA MARC wbtrain
    6h 39m
    $134–694

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

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)planeMDW - BWI
    2. Take the train from BWI Thurgood Marshall to Washington Union Stationtrain
    3. Take the train from Washington Union Station to DUFFIELFS W VA MARC wbtrain
    6h 52m
    $96–1,008

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Martinsburg Amtrak StationtrainFloridian
    15h 35m
    $196–262

  4. Bus (Greyhound)

    1. Take the bus from Chicago Bus Station to Frederick Bus StationbusGreyhound US0164
    17h 1m
    $133–190

  5. Drive 630.1 mi

    1. Drive from Chicago to Shepherdstowncar630.1 mi
    10h 55m
    $115–167

  6. Fly Chicago Midway International Airport to Ronald Reagan Washington National Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)planeMDW - DCA
    2. Take the train from ROCKVILLE MARC wb to DUFFIELFS W VA MARC wbtrain
    6h 20m
    $164–894

  7. Fly Chicago O'Hare International Airport to Washington Dulles International Airport, subway, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Washington Dulles International Airport (IAD)planeORD - IAD
    2. Take the subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platformsubway
    3. Take the train from ROCKVILLE MARC wb to DUFFIELFS W VA MARC wbtrain
    7h 20m
    $174–798

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Baltimore-Washington International Airport (BWI)planeORD - BWI
    2. Take the train from BWI Thurgood Marshall to Washington Union Stationtrain
    3. Take the train from Washington Union Station to DUFFIELFS W VA MARC wbtrain
    7h 21m
    $102–928

  9. Fly Chicago Midway International Airport to Pittsburgh International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Pittsburgh International Airport (PIT)planeMDW - PIT
    2. Take the train from Pittsburgh Amtrak Station to Martinsburg Amtrak Stationtrain
    11h 16m
    $156–544

Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA) flights

Calendar126Weekly Planes
Duration2h 4mAverage Duration
Ticket$117Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Chicago Union Station to Martinsburg Amtrak Station once daily. Tickets cost $170–240 and the journey takes 15h 21m. Alternatively, Greyhound USA operates a bus from Chicago Bus Station to Frederick Bus Station twice daily. Tickets cost $90–140 and the journey takes 15h 15m.

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Need to know: Greyhound

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