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

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There are 9 ways to get from Chicago to Kentucky by plane, bus (Amtrak), train, bus, car, 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. Fly Chicago O'Hare International Airport to Owensboro–Daviess County Regional Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB)planeORD - OWB
    3h 25m
    $68–188

  2. Bus (Amtrak)

    cheapest
    1. Take the bus from Chicago Union Station to Louisville, KYbusChicago
    7h
    $50–60

  3. Train, bus (Amtrak)

    1. Take the train from Chicago Union Station to IndianapolistrainCardinal
    2. Take the bus from Indianapolis Union Station to Louisville, KYbusChicago
    8h 19m
    $54–115

  4. Drive 293.6 mi

    1. Drive from Chicago to Louisvillecar293.6 mi
    5h
    $54–78

  5. Fly Chicago O'Hare International Airport to Covington

    1. Fly from Chicago O'Hare International Airport (ORD) to Covington (CVG)planeORD - CVG
    4h 4m
    $74–487

  6. Subway to Chicago Midway International Airport, fly to Covington

    1. Take the subway from Roosevelt to Midwaysubway
    2. Fly from Chicago Midway International Airport (MDW) to Covington (CVG)planeMDW - CVG
    3h 32m
    $94–607

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

    1. Take the subway from Roosevelt to Midwaysubway
    2. Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)planeMDW - SDF
    4h
    $74–488

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)planeORD - SDF
    4h 36m
    $204–558

  9. Fly Chicago O'Hare International Airport to Blue Grass Airport, line 3 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)planeORD - LEX
    2. Take the bus from Transit Center to Centre Parkway @ 1349bus
    5h 37m
    $104–657

Chicago to Kentucky by bus (Amtrak)

Calendar14Weekly Buses
Duration7hAverage Duration
Ticket$50Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Kentucky, USA?

Corporate Flight Management Inc flies from Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB) twice daily. Alternatively, Amtrak Thruway operates a bus from Chicago Union Station to Louisville, KY twice daily. Tickets cost $50–60 and the journey takes 7h.

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