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How to get fromChicago to Hendersonby plane, bus (Greyhound), train, bus, car, taxi, or bus (Flixbus)

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There are 8 ways to get from Chicago to Henderson by plane, bus (Greyhound), train, bus, car, taxi, or bus (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. Fly to Evansville

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Evansville (EVV)plane plane ORD - EVV
    3h 33m
    $88–345

  2. Drive 294.7 mi

    cheapest
    1. Drive from Chicago to Hendersoncar car 294.7 mi
    6h 15m
    $54–78

  3. Bus

    1. Take the bus from Chicago Bus Station to Indianapolis Union Stationbus bus Greyhound US0100 / ...
    2. Take the bus from Indianapolis Union Station to Evansville, INbus bus Indianapolis
    8h 56m
    $109–160

  4. Train, bus via St. Louis

    1. Take the train from Chicago Union Station to St. Louistrain train Lincoln Service / ...
    2. Take the bus from St Louis Bus Station to Evansville Bus Stationbus bus Greyhound US0185 / ...
    9h 27m
    $143–268

  5. Fly to Owensboro–Daviess County Regional Airport, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Owensboro–Daviess County Regional Airport (OWB)plane plane ORD - OWB
    2. Take the taxi from Owensboro–Daviess County Regional Airport (OWB) to Hendersontaxi taxi
    3h 51m
    $142–290

  6. 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 Hendersoncar car
    5h 5m
    $98–248

  7. Bus via Bloomington

    1. Take the bus from Chicago Bus Station to Bloomingtonbus bus FlixBus 2515 / ...
    2. Take the bus from Bloomington, IN to Evansville, INbus bus Indianapolis
    9h 41m
    $105–155

  8. Train, bus

    1. Take the train from Chicago Union Station to Indianapolistrain train Cardinal
    2. Take the bus from Indianapolis Union Station to Evansville, INbus bus Indianapolis
    10h 45m
    $145–237

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

Calendar14Weekly Planes
Duration1h 22mAverage Duration
Ticket$44Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Henderson.ExpandLaunch map view
  • Distance: 307 mi
  • Duration: 3h 33m

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

American Airlines flies from Chicago O'Hare International Airport (ORD) to Evansville (EVV) twice daily. Alternatively, you can take a bus from Chicago Bus Station to Henderson via Indianapolis Union Station and Evansville, IN in around 8h 56m.

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