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How to get fromCleveland to Southoldby plane, train, bus, train (Amtrak), car, car ferry, or bus (Greyhound)

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There are 10 ways to get from Cleveland to Southold by plane, train, bus, train (Amtrak), car, car ferry, or bus (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 to John F. Kennedy International Airport, train

    best
    1. Fly from Cleveland-Hopkins International Airport (CLE) to John F. Kennedy International Airport (JFK)plane plane CLE - JFK
    2. Take the train from Jamaica to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Southoldtrain train
    6h 40m
    $470–1,008

  2. Fly to Long Island Mac Arthur Airport, train

    cheapest
    1. Fly from Cleveland-Hopkins International Airport (CLE) to Long Island Mac Arthur Airport (ISP)plane plane CLE - ISP
    2. Take the train from Ronkonkoma to Southoldtrain train
    8h 54m
    $96–514

  3. Bus

    1. Take the bus from Cleveland, OH to New Yorkbus bus Cleveland-New York
    2. Take the bus from Park Slope - 9th St & 4th Ave to Southoldbus bus Brooklyn-North Fork / ...
    12h 57m
    $123–168

  4. Train

    1. Take the train from Cleveland Amtrak to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from New York Penn Station to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Southoldtrain train
    16h 36m
    $186–415

  5. Drive 545.8 mi

    1. Drive from Cleveland to Southoldcar car 545.8 mi
    10h 1m
    $100–144

  6. Fly to Laguardia Airport, train

    1. Fly from Cleveland-Hopkins International Airport (CLE) to Laguardia Airport (LGA)plane plane CLE - LGA
    2. Take the train from Woodside to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Southoldtrain train
    7h 9m
    $142–492

  7. Fly to Newark Liberty International Airport, train

    1. Fly from Cleveland-Hopkins International Airport (CLE) to Newark Liberty International Airport (EWR)plane plane CLE - EWR
    2. Take the train from New York Penn Station to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Southoldtrain train
    7h 29m
    $214–932

  8. Fly to Philadelphia International Airport, train

    1. Fly from Cleveland-Hopkins International Airport (CLE) to Philadelphia International Airport (PHL)plane plane CLE - PHL
    2. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from New York Penn Station to Ronkonkomatrain train
    4. Take the train from Ronkonkoma to Southoldtrain train
    8h 57m
    $216–1,088

  9. Fly to Boston Logan Airport, train, car ferry

    1. Fly from Cleveland-Hopkins International Airport (CLE) to Boston Logan Airport (BOS)plane plane CLE - BOS
    2. Take the train from Boston to New Londontrain train
    3. Take the carferry from New London to Orient Pointcarferry car ferry
    9h 37m
    $202–1,120

  10. Bus via Brookpark Station

    1. Take the bus from Cleveland Bus Station to Port Authority Bus Terminalbus bus Greyhound US0420
    2. Take the bus from Boerum Hill-Atlantic & 4 Av to Southoldbus bus Brooklyn-North Fork / ...
    19h 5m
    $110–230

Cleveland to Southold by train

Calendar7Weekly Trains
Duration16h 36mAverage Duration
Ticket$186Cheapest Price
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Questions & Answers

Map of how to get from Cleveland to Southold.ExpandLaunch map view
  • Distance: 520.1 mi
  • Duration: 6h 40m

What companies run services between Cleveland, OH, USA and Southold, NY, USA?

You can take a bus from Cleveland, OH to Southold via New York, East Broadway, 4 Av-9 St, and Park Slope - 9th St & 4th Ave in around 12h 57m. Alternatively, you can take a train from Cleveland Amtrak to Southold via Ny Moynihan Train Hall At Penn Station, New York Penn Station, and Ronkonkoma in around 16h 36m.

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