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

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There are 11 ways to get from Chicago to Princess Anne by plane, bus, train, bus (Greyhound), car, 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 Baltimore-Washington International Airport, bus

    best
    1. Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane plane MDW - BWI
    2. Take the bus from BWI-Thurgood Marshall Airport to Salisbury, MDbus bus
    6h 45m
    $232–690

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

    cheapest
    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
    8h 59m
    $126–614

  3. 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
    20h 58m
    $299–1,125

  4. Bus

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus Greyhound US0164
    2. Take the bus from Baltimore, MD - Greyhound Bus Terminal Downtown to Salisbury, MDbus bus Baltimore
    25h 2m
    $215–350

  5. Drive 805.8 mi

    1. Drive from Chicago to Princess Annecar car 805.8 mi
    14h 16m
    $148–213

  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 BWI-Thurgood Marshall Airport to Salisbury, MDbus bus
    7h 19m
    $268–650

  7. Fly Chicago Midway International Airport to Norfolk International Airport, bus

    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 4m
    $140–668

  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 Wilmingtontrain train
    3. Take the bus from Wilmington Bus Station to Princess Annebus bus
    9h 47m
    $204–967

  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 Wilmingtontrain train
    3. Take the bus from Wilmington Bus Station to Princess Annebus bus
    10h 9m
    $154–717

  10. 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
    $144–249

  11. 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
    $297–643

Chicago to Princess Anne by bus

Calendar14Weekly Buses
Duration25h 2mAverage Duration
Ticket$215Cheapest Price
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Questions & Answers

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

You can take a bus from Chicago Bus Station to Greenwood Gardens Apartments via Baltimore Downtown Bus Station, Baltimore, MD - Greyhound Bus Terminal Downtown, Salisbury, MD, Riverside Medical Center, and Shore Transit Bus Terminal in around 25h 2m.

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