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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 8 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 Midway International Airport to Ronald Reagan Washington National Airport, train

    best
    1. Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane plane MDW - DCA
    2. Take the train from ROCKVILLE MARC wb to DUFFIELDS W VA MARC wbtrain train
    6h 23m
    $154–794

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Washington Dulles International Airport (IAD)plane plane ORD - IAD
    2. Take the subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platformsubway subway
    3. Take the train from ROCKVILLE MARC wb to DUFFIELDS W VA MARC wbtrain train
    7h 17m
    $84–398

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Martinsburg Amtrak Stationtrain train Floridian
    15h 41m
    $252–477

  4. Bus (Greyhound)

    1. Take the bus from Chicago Bus Station to Frederick Bus Stationbus bus Greyhound US0164
    17h 6m
    $144–246

  5. Drive 630.1 mi

    1. Drive from Chicago to Shepherdstowncar car 630.1 mi
    11h 2m
    $115–167

  6. Fly Chicago O'Hare International Airport to Ronald Reagan Washington National Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)plane plane ORD - DCA
    2. Take the train from ROCKVILLE MARC wb to DUFFIELDS W VA MARC wbtrain train
    6h 43m
    $194–894

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

    1. Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane plane MDW - BWI
    2. Take the train from BWI Thurgood Marshall to Washington Union Stationtrain train
    3. Take the train from Washington Union Station to DUFFIELDS W VA MARC wbtrain train
    7h 4m
    $132–1,188

  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)plane plane ORD - BWI
    2. Take the train from BWI Thurgood Marshall to Washington Union Stationtrain train
    3. Take the train from Washington Union Station to DUFFIELDS W VA MARC wbtrain train
    7h 27m
    $332–1,338

Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA) flights

Calendar61Weekly Planes
Duration1h 51mAverage Duration
Ticket$137Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Shepherdstown.ExpandLaunch map view
  • Distance: 680.8 mi
  • Duration: 6h 23m

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 $220–450 and the journey takes 15h 26m. Alternatively, Greyhound USA operates a bus from Chicago Bus Station to Frederick Bus Station twice daily. Tickets cost $100–200 and the journey takes 15h 20m.

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