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How to get fromChicago to Shepherdsvilleby subway, plane, bus (Greyhound, Amtrak), train, bus, car, or bus (Amtrak)

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There are 7 ways to get from Chicago to Shepherdsville by subway, plane, bus (Greyhound, Amtrak), train, bus, car, or bus (Amtrak)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Subway to Chicago Midway International Airport, fly to Louisville International Airport

    best
    1. Take the subway from Adams/Wabash to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane plane MDW - SDF
    3h 2m
    $122–615

  2. Drive 313.6 mi

    cheapest
    1. Drive from Chicago to Shepherdsvillecar car 313.6 mi
    5h 24m
    $58–83

  3. Bus via Indianapolis

    1. Take the bus from Chicago Bus Station to Indianapolis Union Stationbus bus Greyhound US0100 / ...
    2. Take the bus from Indianapolis Union Station to Louisville, KYbus bus Chicago
    7h 55m
    $101–160

  4. Train, bus (Amtrak)

    1. Take the train from Chicago Union Station to Indianapolistrain train Cardinal
    2. Take the bus from Indianapolis Union Station to Louisville, KYbus bus Chicago
    8h 43m
    $142–242

  5. Fly Chicago O'Hare International Airport to Louisville International Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)plane plane ORD - SDF
    3h 31m
    $108–465

  6. Fly Chicago O'Hare International Airport to Blue Grass Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane plane ORD - LEX
    2. Drive from Lexington-Airport-LEX to Shepherdsvillecar car
    4h 47m
    $110–675

  7. Bus (Amtrak)

    1. Take the bus from Chicago Union Station to Louisville, KYbus bus Chicago
    8h 25m
    $101–119

Chicago Midway International Airport (MDW) to Louisville International Airport (SDF) flights

Calendar18Weekly Planes
Duration1h 30mAverage Duration
Ticket$78Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Shepherdsville.ExpandLaunch map view
  • Distance: 298.1 mi
  • Duration: 3h 2m

What companies run services between Chicago, IL, USA and Shepherdsville, KY, USA?

You can take a bus from Chicago Bus Station to Shepherdsville via Indianapolis Union Station, Louisville, KY, W Broadway @ S 10th, and Dixie Hwy @ Dixie Garden Dr in around 7h 55m. Alternatively, American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF) every 2 hours.

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