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How to get fromChicago to Princess Anneby plane, bus, bus (Greyhound), train, car, subway, or bus (Flixbus, Greyhound)

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There are 13 ways to get from Chicago to Princess Anne by plane, bus, bus (Greyhound), train, car, subway, or bus (Flixbus, Greyhound)

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 Norfolk International Airport, bus

    best
    1. Fly from Chicago Midway International Airport (MDW) to Norfolk International Airport (ORF)plane plane MDW - ORF
    2. Take the bus from Norfolk to Princess Annebus bus
    7h 7m
    $180–858

  2. Drive  805.8 mi

    cheapest
    1. Drive from Chicago to Princess Annecar car 805.8 mi
    14h 15m
    $148–213

  3. Bus

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus Greyhound US0164
    2. Take the bus from Baltimore to Salisburybus bus Brs 104
    22h 52m
    $237–315

  4. Train, bus via Rockville

    1. Take the train from Chicago Union Station to Rockville Amtraktrain train
    2. Take the train from Washington Union Station to BWI Thurgood Marshalltrain train
    3. Take the bus from BWI Amtrak Station to Salisbury, MDbus bus Bwi
    23h 6m

  5. Fly Chicago Midway International Airport to Baltimore-Washington International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane plane MDW - BWI
    2. Take the bus from Baltimore to Salisburybus bus
    8h 27m
    $230–417

  6. Fly Chicago O'Hare International Airport to Baltimore-Washington International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Baltimore-Washington International Airport (BWI)plane plane ORD - BWI
    2. Take the bus from Baltimore to Salisburybus bus
    8h 55m
    $174–477

  7. Fly Chicago Midway International Airport to Philadelphia International Airport, train, bus

    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    2. Take the train from 30th Street Station to Wilmingtontrain train
    3. Take the bus from Wilmington Bus Station to Princess Annebus bus
    9h 1m
    $180–964

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

    1. Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane plane MDW - DCA
    2. Take the train from Washington Union Station to BWI Thurgood Marshalltrain train
    3. Take the bus from BWI Amtrak Station to Salisbury, MDbus bus
    9h 30m

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

    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 Washington Union Station to BWI Thurgood Marshalltrain train
    3. Take the bus from BWI Amtrak Station to Salisbury, MDbus bus
    9h 51m

  10. Fly Chicago O'Hare International Airport to Washington Dulles International Airport, subway, bus

    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 New Carrollton, Orange/Silver Line Center Platformsubway subway
    3. Take the bus from BWI Amtrak Station to Salisbury, MDbus bus
    10h 45m

  11. Fly Chicago Midway International Airport to Richmond International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Richmond International Airport (RIC)plane plane MDW - RIC
    2. Take the bus from Richmond to Norfolkbus bus
    3. Take the bus from Norfolk to Princess Annebus bus
    10h 53m
    $166–807

  12. Bus via Philadelphia

    1. Take the bus from Chicago Bus Station to Philadelphia Bus Stationbus bus FlixBus N2642
    2. Take the bus from Philadelphia Bus Station to Princess Annebus bus Greyhound US0355
    25h 15m
    $170–253

  13. Train, bus

    1. Take the train from Chicago Union Station to Wilmingtontrain train Cardinal
    2. Take the bus from Wilmington Bus Station to Princess Annebus bus Greyhound US0355
    29h 45m
    $585–901

Chicago to Princess Anne by bus and foot

Calendar14Weekly Services
Duration22h 52mAverage Duration
Ticket$237Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Princess Anne.ExpandLaunch map view
  • Distance: 832.9 mi
  • Duration: 7h 7m

What companies run services between Chicago, IL, USA and Princess Anne, MD, USA?

You can take a bus from Chicago Bus Station to UMES - Student Services Center via Baltimore, Salisbury, and Calvert Street in around 22h 52m.

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