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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 9 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
    $142–715

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

    cheapest
    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 49m
    $56–305

  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 25m
    $102–153

  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 13m
    $185–280

  5. Drive  313.6 mi

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

  6. 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 34m
    $118–525

  7. Fly Chicago O'Hare International Airport to Covington, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Covington (CVG)plane plane ORD - CVG
    2. Drive from Covington (CVG) to Shepherdsvillecar car
    5h 5m
    $172–835

  8. Fly Chicago Midway International Airport to Covington, drive

    1. Fly from Chicago Midway International Airport (MDW) to Covington (CVG)plane plane MDW - CVG
    2. Drive from Covington (CVG) to Shepherdsvillecar car
    4h 46m
    $172–395

  9. Bus (Amtrak)

    1. Take the bus from Chicago Union Station to Louisville, KYbus bus Chicago
    8h 10m
    $101–120

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

Calendar20Weekly Planes
Duration1h 14mAverage Duration
Ticket$98Cheapest Price
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Comparing Your Travel Options

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 25m. Alternatively, American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF) every 3 hours.

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