Rome2Rio

How to get fromPittsburgh to Chestertownby bus, taxi, train, car, plane, bus (Greyhound, Flixbus) or subway

Find Transport to Chestertown

See all options

There are 9 ways to get from Pittsburgh to Chestertown by bus, taxi, train, car, plane, bus (Greyhound, Flixbus), 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. Bus, taxi

    best
    1. Take the bus from Pittsburgh Intermodal Station to Frederick Bus Stationbus bus
    2. Take the bus from Frederick Transit Center to BWI Amtrak Stationbus bus
    3. Take the bus from BWI Amtrak Station to Kent Island, MDbus bus
    4. Take the taxi from Kent Island, MD to Chestertowntaxi taxi
    7h 31m
    $236–332
  2. Drive 294.1 mi

    cheapest
    1. Drive from Pittsburgh to Chestertowncar car 294.1 mi
    5h 54m
    $54–78
  3. Train, drive

    1. Take the train from Pittsburgh Amtrak Station to Washington Union Stationtrain train
    2. Take the train from Washington Union Station to Edgewoodtrain train
    3. Drive from Edgewood to Chestertowncar car
    12h 4m
    $73–292
  4. Bus, fly to Baltimore-Washington International Airport, taxi

    1. Take the bus from Seventh Ave + Smithfield St to Pittsburgh International Airportbus bus
    2. Fly from Pittsburgh International Airport (PIT) to Baltimore-Washington International Airport (BWI)plane plane PIT - BWI
    3. Take the bus from BWI-Thurgood Marshall Airport to Kent Island, MDbus bus
    4. Take the taxi from Kent Island, MD to Chestertowntaxi taxi
    5h 51m
  5. Bus

    1. Take the bus from Pittsburgh Intermodal Station to Washington Union Stationbus bus Greyhound US0164 / ...
    2. Take the bus from N CAPITOL ST & H ST NW sb to Stevensville Park & Ridebus bus 250 / ...
    10h 19m
    $85–131
  6. Fly to Lancaster, drive

    1. Fly from Pittsburgh International Airport (PIT) to Lancaster (LNS)plane plane PIT - LNS
    2. Drive from Lancaster-Airport-LNS to Chestertowncar car
    5h 55m
    $208–583
  7. Fly to Ronald Reagan Washington National Airport, train, drive

    1. Fly from Pittsburgh International Airport (PIT) to Ronald Reagan Washington National Airport (DCA)plane plane PIT - DCA
    2. Take the train from Washington Union Station to Edgewoodtrain train
    3. Drive from Edgewood to Chestertowncar car
    8h 15m
    $131–879
  8. Fly to Philadelphia International Airport, train, taxi

    1. Fly from Pittsburgh International Airport (PIT) to Philadelphia International Airport (PHL)plane plane PIT - PHL
    2. Take the train from 30th Street Station to Aberdeen Amtrak Stationtrain train
    3. Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi taxi
    7h 36m
    $230–760
  9. Fly to Washington Dulles International Airport, subway, train, drive

    1. Fly from Pittsburgh International Airport (PIT) to Washington Dulles International Airport (IAD)plane plane PIT - IAD
    2. Take the subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platformsubway subway
    3. Take the train from Washington Union Station to Edgewoodtrain train
    4. Drive from Edgewood to Chestertowncar car
    8h 50m
    $123–367

Pittsburgh International Airport (PIT) to Baltimore-Washington International Airport (BWI) flights

Calendar21Weekly Planes
Duration1h 16mAverage Duration
Ticket$49Cheapest Price
See schedules

Questions & Answers

What companies run services between Pittsburgh, PA, USA and Chestertown, MD, USA?

You can take a bus from Pittsburgh Intermodal Station to Chestertown via Washington Union Station, N CAPITOL ST & H ST NW sb, Stevensville Park & Ride, and Kramer Center Centreville in around 10h 19m.

Airlines
Train operators
Bus operators
Other operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound