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How to get fromChicago to Middleburgby plane, bus (Greyhound), train, subway, car, or taxi

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There are 10 ways to get from Chicago to Middleburg by plane, bus (Greyhound), train, subway, car, or taxi

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 Washington Dulles International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Washington Dulles International Airport (IAD)plane plane ORD - IAD
    4h 16m
    $232–970

  2. Drive 650.6 mi

    cheapest
    1. Drive from Chicago to Middleburgcar car 650.6 mi
    11h 37m
    $119–172

  3. Bus

    1. Take the bus from Chicago Bus Station to Frederick Bus Stationbus bus Greyhound US0164
    2. Take the bus from Frederick Transit Station to Market St & Harrison Stbus bus 181
    17h 46m
    $145–257

  4. Train, subway

    1. Take the train from Chicago Union Station to Rockville Amtraktrain train Floridian
    2. Take the subway from Farragut West, Blue/Orange/Silver Line Track 2 Platform to Ashburn, Silver Line Center Platformsubway subway S
    18h 43m
    $284–553

  5. Fly Chicago Midway International Airport to Ronald Reagan Washington National Airport, subway

    1. Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane plane MDW - DCA
    2. Take the subway from Rosslyn, Blue/Orange/Silver Track 2 Platform to Ashburn, Silver Line Center Platformsubway subway
    5h 3m
    $162–761

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)plane plane ORD - DCA
    2. Take the subway from Rosslyn, Blue/Orange/Silver Track 2 Platform to Ashburn, Silver Line Center Platformsubway subway
    5h 24m
    $162–911

  7. Train to South Bend, fly to Washington Dulles International Airport

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Washington Dulles International Airport (IAD)plane plane SBN - IAD
    5h 15m
    $173–1,279

  8. Fly Chicago Midway International Airport to Baltimore-Washington International Airport, subway

    1. Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane plane MDW - BWI
    2. Take the subway from New Carrollton, Orange Line Center Platform to Ashburn, Silver Line Center Platformsubway subway
    6h 21m
    $162–368

  9. Fly Chicago O'Hare International Airport to Baltimore-Washington International Airport, subway

    1. Fly from Chicago O'Hare International Airport (ORD) to Baltimore-Washington International Airport (BWI)plane plane ORD - BWI
    2. Take the subway from New Carrollton, Orange Line Center Platform to Ashburn, Silver Line Center Platformsubway subway
    6h 51m
    $122–508

  10. Train, taxi

    1. Take the train from Chicago Union Station to Manassas Amtrak Stationtrain train Cardinal
    2. Take the taxi from Manassas Amtrak Station to Middleburgtaxi taxi
    23h 22m
    $347–657

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

Calendar83Weekly Planes
Duration3h 13mAverage Duration
Ticket$66Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Middleburg.ExpandLaunch map view
  • Distance: 627.1 mi
  • Duration: 4h 16m

What companies run services between Chicago, IL, USA and Middleburg, VA, USA?

United Airlines flies from Chicago O'Hare International Airport (ORD) to Washington Dulles International Airport (IAD) every 2 hours. Alternatively, you can take a bus from Chicago Bus Station to Middleburg via Frederick Transit Station and Market St & Harrison St in around 17h 46m.

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