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How to get fromToronto to Chestertownby plane, subway, train, car, bus, taxi, or shuttle

Find Transport to Chestertown

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There are 11 ways to get from Toronto to Chestertown by plane, subway, train, car, bus, taxi, or shuttle

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 Toronto Island Airport to Washington Dulles International Airport, subway, train, drive

    best
    1. Fly from Toronto Island Airport (YTZ) to Washington Dulles International Airport (IAD)plane plane YTZ - 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
    6h 25m
    $144–506

  2. Drive 490.2 mi

    cheapest
    1. Drive from Toronto to Chestertowncar car 490.2 mi
    10h 5m
    $113–163

  3. Bus, drive

    1. Take the bus from Toronto to New Yorkbus bus
    2. Take the bus from Port Authority Bus Terminal to White Marsh Park & Ridebus bus
    3. Drive from White Marsh Park & Ride to Chestertowncar car
    16h 32m
    $131–484

  4. Train, taxi

    1. Take the train from Toronto Union Station to New York Penn Stationtrain train
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Aberdeen Amtrak Stationtrain train
    3. Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi taxi
    17h 26m
    $318–588

  5. Fly Toronto Island Airport to Newark Liberty International Airport, train, taxi

    1. Fly from Toronto Island Airport (YTZ) to Newark Liberty International Airport (EWR)plane plane YTZ - EWR
    2. Take the train from Newark Liberty International Airport to Aberdeen Amtrak Stationtrain train
    3. Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi taxi
    5h 59m
    $305–680

  6. Shuttle to Buffalo Niagara International Airport, fly to Baltimore-Washington International Airport, bus, taxi

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Baltimore-Washington International Airport (BWI)plane plane BUF - 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
    7h 32m
    $312–854

  7. Train to Rochester, fly to Baltimore-Washington International Airport, bus, taxi

    1. Take the train from Toronto Union Station to Rochestertrain train
    2. Fly from Rochester (ROC) to Baltimore-Washington International Airport (BWI)plane plane ROC - 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
    9h 45m
    $282–897

  8. Fly Toronto Pearson International Airport to Ronald Reagan Washington National Airport, train, drive

    1. Fly from Toronto Pearson International Airport (YYZ) to Ronald Reagan Washington National Airport (DCA)plane plane YYZ - DCA
    2. Take the train from Washington Union Station to Edgewoodtrain train
    3. Drive from Edgewood to Chestertowncar car
    8h 28m
    $571–1,521

  9. Fly Toronto Pearson International Airport to Philadelphia International Airport, train, taxi

    1. Fly from Toronto Pearson International Airport (YYZ) to Philadelphia International Airport (PHL)plane plane YYZ - 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 50m
    $824–2,090

  10. Fly Toronto Pearson International Airport to Washington Dulles International Airport, subway, train, drive

    1. Fly from Toronto Pearson International Airport (YYZ) to Washington Dulles International Airport (IAD)plane plane YYZ - 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
    9h 5m
    $598–992

  11. Bus, taxi

    1. Take the bus from Toronto to Scranton Bus Stationbus bus
    2. Take the bus from Scranton Bus Station to Philadelphia Bus Stationbus bus
    3. Take the bus from Philadelphia Bus Station to Aberdeenbus bus
    4. Take the taxi from Aberdeen to Chestertowntaxi taxi
    20h 25m
    $217–334

Toronto Island Airport (YTZ) to Washington Dulles International Airport (IAD) flights

Calendar21Weekly Planes
Duration1h 25mAverage Duration
Ticket$48Cheapest Price
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Questions & Answers

Map of how to get from Toronto to Chestertown.ExpandLaunch map view
  • Distance: 494.5 mi
  • Duration: 6h 25m

What companies run services between Toronto, ON, Canada and Chestertown, MD, USA?

There is no direct connection from Toronto to Chestertown. However, you can fly to Washington Dulles International Airport (IAD), walk to Washington Dulles International Airport, Silver Line Center Platform, take the subway to Farragut West, Blue/Orange/Silver Line Track 1 Platform, walk to Farragut North, Red Line Center Platform, take the subway to Union Station, Red Line Center Platform, walk to Washington, Columbus Circle, Union Station, take the train to Edgewood, then drive to Chestertown. Alternatively, you can take a bus from Toronto to Chestertown via New York, Port Authority Bus Terminal, and White Marsh Park & Ride in around 16h 32m.

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