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How to get fromMadisonville to Chicagoby car, plane, bus, train, bus (Greyhound, Amtrak), or bus (Greyhound, Flixbus)

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There are 9 ways to get from Madisonville to Chicago by car, plane, bus, train, bus (Greyhound, Amtrak), or bus (Greyhound, Flixbus)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Drive to Barkley Regional Airport, fly to Chicago O'Hare International Airport

    best
    1. Drive from Madisonville to Barkley Regional Airport (PAH)car car
    2. Fly from Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD)plane plane PAH - ORD
    4h 1m
    $52–287

  2. Bus, train via St. Louis

    1. Take the bus from Madisonville to St Louis Bus Stationbus bus Greyhound US0185
    2. Take the train from St. Louis to Chicago Union Stationtrain train Lincoln Service / ...
    10h 49m
    $113–246

  3. Bus

    1. Take the bus from Madisonville to Evansville Bus Stationbus bus
    2. Take the bus from Evansville, IN to Indianapolis Union Stationbus bus
    3. Take the bus from Indianapolis Union Station to Chicago Union Stationbus bus
    11h 19m
    $110–285

  4. Drive  331.7 mi

    1. Drive from Madisonville to Chicagocar car 331.7 mi
    6h 51m
    $61–88

  5. Bus to Evansville, fly to Chicago O'Hare International Airport

    1. Take the bus from Madisonville to Evansville Bus Stationbus bus
    2. Fly from Evansville (EVV) to Chicago O'Hare International Airport (ORD)plane plane EVV - ORD
    4h 54m
    $84–315

  6. Bus to Nashville, fly to Chicago Midway International Airport

    1. Take the bus from Madisonville to Nashville Bus Stationbus bus
    2. Fly from Nashville (BNA) to Chicago Midway International Airport (MDW)plane plane BNA - MDW
    5h 59m
    $97–443

  7. Bus via Bloomington

    1. Take the bus from Madisonville to Evansville Bus Stationbus bus
    2. Take the bus from Evansville, IN to Bloomington, INbus bus
    3. Take the bus from Bloomington to Chicago Bus Stationbus bus
    11h 29m
    $96–240

  8. Bus, train

    1. Take the bus from Madisonville to Clarksville Park & Ridebus bus
    2. Take the bus from Clarksville Park & Ride to Carbondale Intermodal Stationbus bus
    3. Take the train from Carbondale to Chicago Union Stationtrain train
    11h 44m
    $126–256

  9. Bus, train via Indianapolis

    1. Take the bus from Madisonville to Evansville Bus Stationbus bus
    2. Take the bus from Evansville, IN to Indianapolis Union Stationbus bus
    3. Take the train from Indianapolis to Chicago Union Stationtrain train
    12h 39m
    $126–355

Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD) flights

Calendar7Weekly Planes
Duration1h 38mAverage Duration
Ticket$39Cheapest Price
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Comparing Your Travel Options

Map of how to get from Madisonville to Chicago.ExpandLaunch map view
  • Distance: 445.4 mi
  • Duration: 4h 1m

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

You can take a vehicle from Madisonville to Chicago Union Station via Madisonville, Evansville, IN, and Indianapolis Union Station in around 11h 19m.

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