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How to get fromChicago to Owensboroby plane, taxi, bus, train, or car

Find Transport to Owensboro

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There are 7 ways to get from Chicago to Owensboro by plane, taxi, bus, train, or car

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 Evansville, taxi

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Evansville (EVV)plane plane ORD - EVV
    2. Take the taxi from Evansville (EVV) to Owensborotaxi taxi
    3h 57m
    $132–395

  2. Drive  319.7 mi

    cheapest
    1. Drive from Chicago to Owensborocar car 319.7 mi
    6h 43m
    $59–85

  3. Bus, taxi

    1. Take the bus from Chicago Bus Station to Indianapolis Union Stationbus bus
    2. Take the bus from Indianapolis Union Station to Dale, IN - Denny'sbus bus
    3. Take the taxi from Dale, IN to Owensborotaxi taxi
    8h 17m
    $148–294

  4. Train, bus, taxi via St. Louis

    1. Take the train from Chicago Union Station to St. Louistrain train
    2. Take the bus from St Louis Bus Station to Evansville Bus Stationbus bus
    3. Take the taxi from Evansville, IN to Owensborotaxi taxi
    10h 1m
    $177–304

  5. Fly to Williamson County Regional Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Williamson County Regional Airport (MWA)plane plane ORD - MWA
    2. Drive from Williamson County Regional Airport (MWA) to Owensborocar car
    5h 34m
    $104–260

  6. Bus, taxi via Bloomington

    1. Take the bus from Chicago Bus Station to Bloomingtonbus bus
    2. Take the bus from Bloomington, IN to Dale, IN - Denny'sbus bus
    3. Take the taxi from Dale, IN to Owensborotaxi taxi
    9h 2m
    $140–241

  7. Train, bus, taxi

    1. Take the train from Chicago Union Station to Indianapolistrain train
    2. Take the bus from Indianapolis Union Station to Dale, IN - Denny'sbus bus
    3. Take the taxi from Dale, IN to Owensborotaxi taxi
    10h 6m
    $170–361

Chicago O'Hare International Airport (ORD) to Evansville (EVV) flights

Calendar14Weekly Planes
Duration1h 19mAverage Duration
Ticket$41Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Owensboro.ExpandLaunch map view
  • Distance: 331.2 mi
  • Duration: 3h 57m

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

There is no direct connection from Chicago to Owensboro. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Evansville (EVV), then take the taxi to Owensboro. Alternatively, you can take the bus to Indianapolis Union Station, take the bus to Dale, IN - Denny's, then take the taxi to Owensboro.

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