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How to get fromOwensboro to Chicagoby plane, taxi, bus, train, or car

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There are 8 ways to get from Owensboro to Chicago 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 from Owensboro–Daviess County Regional Airport

    best
    1. Fly from Owensboro–Daviess County Regional Airport (OWB) to Chicago O'Hare International Airport (ORD)plane plane OWB - ORD
    2h 33m
    $93–228

  2. Drive  319.1 mi

    cheapest
    1. Drive from Owensboro to Chicagocar car 319.1 mi
    6h 42m
    $59–85

  3. Taxi, bus

    1. Take the taxi from Owensboro to Dale, INtaxi taxi
    2. Take the bus from Dale, IN - Denny's to Indianapolis Union Stationbus bus
    3. Take the bus from Indianapolis Union Station to Chicago Union Stationbus bus
    8h 57m
    $150–300

  4. Taxi, bus, train via St. Louis

    1. Take the taxi from Owensboro to Evansville, INtaxi taxi
    2. Take the bus from Evansville Bus Station to St Louis Bus Stationbus bus
    3. Take the train from St. Louis to Chicago Union Stationtrain train
    10h 5m
    $179–313

  5. Taxi to Evansville, fly

    1. Take the taxi from Owensboro to Evansville (EVV)taxi taxi
    2. Fly from Evansville (EVV) to Chicago O'Hare International Airport (ORD)plane plane EVV - ORD
    3h 38m
    $130–365

  6. Drive to Williamson County Regional Airport, fly

    1. Drive from Owensboro to Williamson County Regional Airport (MWA)car car
    2. Fly from Williamson County Regional Airport (MWA) to Chicago O'Hare International Airport (ORD)plane plane MWA - ORD
    4h 53m
    $103–255

  7. Taxi, bus via Bloomington

    1. Take the taxi from Owensboro to Dale, INtaxi taxi
    2. Take the bus from Dale, IN - Denny's to Bloomington, INbus bus
    3. Take the bus from Bloomington to Chicago Bus Stationbus bus
    9h 7m
    $141–250

  8. Taxi, bus, train

    1. Take the taxi from Owensboro to Dale, INtaxi taxi
    2. Take the bus from Dale, IN - Denny's to Indianapolis Union Stationbus bus
    3. Take the train from Indianapolis to Chicago Union Stationtrain train
    10h 17m
    $171–370

Owensboro–Daviess County Regional Airport (OWB) to Chicago O'Hare International Airport (ORD) flights

Calendar7Weekly Planes
Duration1h 40mAverage Duration
Ticket$84Cheapest Price
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Questions & Answers

Map of how to get from Owensboro to Chicago.ExpandLaunch map view
  • Distance: 316.8 mi
  • Duration: 2h 33m

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

Corporate Flight Management Inc flies from Owensboro–Daviess County Regional Airport (OWB) to Chicago O'Hare International Airport (ORD) once daily.

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