Rome2Rio

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

Find Transport to Chicago

See all options

There are 7 ways to get from Owensboro to Chicago by taxi, plane, 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. Taxi to Evansville, fly

    best
    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 34m
    $130–365

  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
    $149–295

  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
    $178–303

  5. 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

  6. 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
    $136–245

  7. 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

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

Calendar14Weekly Planes
Duration1h 55mAverage Duration
Ticket$37Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Owensboro to Chicago.ExpandLaunch map view
  • Distance: 331 mi
  • Duration: 3h 34m

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

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

Airlines
Train operators
Bus operators
Other operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound