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

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There are 9 ways to get from Pentagon to Chicago by plane, bus (Greyhound), train (Amtrak), 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. Fly Ronald Reagan Washington National Airport to Chicago Midway International Airport

    best
    1. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)plane plane DCA - MDW
    3h 56m
    $133–757
  2. Bus (Greyhound)

    cheapest
    1. Take the bus from Washington Union Station to Chicago Bus Stationbus bus Greyhound US0164
    18h 42m
    $69–186
  3. Train via Rockville Amtrak (Amtrak)

    1. Take the train from Rockville Amtrak to Chicago Union Stationtrain train Floridian
    19h 1m
    $94–269
  4. Drive 688.9 mi

    1. Drive from Pentagon to Chicagocar car 688.9 mi
    11h 55m
    $126–182
  5. Fly Ronald Reagan Washington National Airport to Chicago O'Hare International Airport

    1. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)plane plane DCA - ORD
    4h 11m
    $103–557
  6. Fly Washington Dulles International Airport to Chicago O'Hare International Airport

    1. Fly from Washington Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD)plane plane IAD - ORD
    4h 56m
    $156–766
  7. Train to Baltimore-Washington International Airport, fly to Chicago Midway International Airport

    1. Take the train from Washington Union Station to BWI Thurgood Marshalltrain train
    2. Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)plane plane BWI - MDW
    4h 52m
    $78–971
  8. Train to Baltimore-Washington International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Washington Union Station to BWI Thurgood Marshalltrain train
    2. Fly from Baltimore-Washington International Airport (BWI) to Chicago O'Hare International Airport (ORD)plane plane BWI - ORD
    5h 8m
    $88–901
  9. Train (Amtrak)

    1. Take the train from Alexandria to Chicago Union Stationtrain train Cardinal
    24h 57m
    $122–454

Pentagon to Chicago by foot, subway, and bus (Greyhound)

Calendar14Weekly Services
Duration18h 42mAverage Duration
Ticket$69Cheapest Price
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Questions & Answers

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

Southwest Airlines flies from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Greyhound USA operates a bus from Washington Union Station to Chicago Bus Station twice daily. Tickets cost $65–180 and the journey takes 17h 25m.

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