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How to get fromPenn Station to Chicagoby plane, train (Amtrak), bus (Greyhound), car, train, or subway

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There are 9 ways to get from Penn Station to Chicago by plane, train (Amtrak), bus (Greyhound), car, train, 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 Baltimore-Washington International Airport to Chicago Midway International Airport

    best
    1. Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)plane plane BWI - MDW
    4h 8m
    $124–754

  2. Fly Baltimore-Washington International Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Baltimore-Washington International Airport (BWI) to Chicago O'Hare International Airport (ORD)plane plane BWI - ORD
    4h 30m
    $69–884

  3. Train via Washington

    1. Take the train from Baltimore Penn Station to Washington Union Stationtrain train Commuter Rail / ...
    2. Take the train from Rockville Amtrak to Chicago Union Stationtrain train Floridian
    20h 5m
    $244–1,047

  4. Bus (Greyhound)

    1. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    20h 10m
    $112–222

  5. Drive 690.4 mi

    1. Drive from Penn Station to Chicagocar car 690.4 mi
    11h 52m
    $126–182

  6. Train to Ronald Reagan Washington National Airport, fly to Chicago Midway International Airport

    1. Take the train from Baltimore Penn Station to Washington Union Stationtrain train
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)plane plane DCA - MDW
    5h 4m
    $118–1,166

  7. Train to Ronald Reagan Washington National Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Baltimore Penn Station to Washington Union Stationtrain train
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)plane plane DCA - ORD
    5h 27m
    $128–1,416

  8. Train, subway to Washington Dulles International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Baltimore Penn Station to New Carrollton Amtrak Stationtrain train
    2. Take the subway from New Carrollton, Orange Line Center Platform to Washington Dulles International Airport, Silver Line Center Platformsubway subway
    3. Fly from Washington Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD)plane plane IAD - ORD
    6h 16m
    $186–917

  9. Train (Amtrak)

    1. Take the train from Baltimore Penn Station to Chicago Union Stationtrain train Cardinal
    25h 52m
    $310–650

Penn Station to Chicago by foot, train, and subway

Calendar7Weekly Services
Duration20h 5mAverage Duration
Ticket$244Cheapest Price
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Questions & Answers

Map of how to get from Penn Station to Chicago.ExpandLaunch map view
  • Distance: 632.3 mi
  • Duration: 4h 8m

What companies run services between Penn Station, MD, USA and Chicago, IL, USA?

Southwest Airlines and Delta fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a vehicle from Penn Station to Chicago Union Station via Baltimore Penn Station, Washington, Columbus Circle, Union Station, Union Station, Red Line Center Platform, Rockville, Red Line Center Platform, and Rockville Amtrak in around 20h 5m.

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