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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)plane plane ORD - OWB
    3h 25m
    $64–188

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane plane ORD - LEX
    2. Take the bus from Transit Center to Centre Parkway @ 1349bus bus
    5h 37m
    $44–287

  3. Bus (Amtrak)

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

  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 19m
    $54–100

  5. Drive 293.6 mi

    1. Drive from Chicago to Louisvillecar car 293.6 mi
    5h 3m
    $54–78

  6. Fly Chicago O'Hare International Airport to Covington

    1. Fly from Chicago O'Hare International Airport (ORD) to Covington (CVG)plane plane ORD - CVG
    4h 6m
    $74–487

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

    1. Take the subway from Roosevelt to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane plane MDW - SDF
    4h 5m
    $78–558

  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)plane plane ORD - SDF
    4h 36m
    $194–558

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

    1. Take the subway from Roosevelt to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Covington (CVG)plane plane MDW - CVG
    3h 37m
    $100–707

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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