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How to get fromLexington-Fayette to Chicagoby car, plane, bus, or train

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There are 10 ways to get from Lexington-Fayette to Chicago by car, plane, bus, or train

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 Louisville International Airport, fly to Chicago Midway International Airport

    best
    1. Drive from Lexington-Fayette to Louisville-Airport-SDFcar car
    2. Fly from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW)plane plane SDF - MDW
    3h 13m
    $66–376

  2. Fly Blue Grass Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD)plane plane LEX - ORD
    3h 58m
    $58–356

  3. Drive, bus (Amtrak)

    1. Drive from Lexington-Fayette to Middletown Station @ Targetcar car
    2. Take the bus from Louisville, KY to Chicago Union Stationbus bus
    9h 40m
    $64–83

  4. Drive 359 mi

    1. Drive from Lexington-Fayette to Chicagocar car 359 mi
    6h 24m
    $66–95

  5. Drive to Covington, fly to Chicago Midway International Airport

    1. Drive from Lexington-Fayette to Covington (CVG)car car
    2. Fly from Covington (CVG) to Chicago Midway International Airport (MDW)plane plane CVG - MDW
    3h 8m
    $66–386

  6. Drive to Covington, fly to Chicago O'Hare International Airport

    1. Drive from Lexington-Fayette to Covington (CVG)car car
    2. Fly from Covington (CVG) to Chicago O'Hare International Airport (ORD)plane plane CVG - ORD
    3h 36m
    $61–336

  7. Drive to Louisville International Airport, fly to Chicago O'Hare International Airport

    1. Drive from Lexington-Fayette to Louisville-Airport-SDFcar car
    2. Fly from Louisville International Airport (SDF) to Chicago O'Hare International Airport (ORD)plane plane SDF - ORD
    3h 42m
    $61–326

  8. Fly Blue Grass Airport to Chicago Midway International Airport

    1. Fly from Blue Grass Airport (LEX) to Chicago Midway International Airport (MDW)plane plane LEX - MDW
    7h 9m
    $83–476

  9. Drive, bus via Indianapolis

    1. Drive from Lexington-Fayette to Middletown Station @ Targetcar car
    2. Take the bus from Louisville, KY to Indianapolis Union Stationbus bus
    3. Take the bus from Indianapolis Union Station to Chicago Bus Stationbus bus
    10h 35m
    $65–123

  10. Drive, bus, train (Amtrak)

    1. Drive from Lexington-Fayette to Middletown Station @ Targetcar car
    2. Take the bus from Louisville, KY to Lafayette Amtrak Stationbus bus
    3. Take the train from Lafayette Amtrak Station to Chicago Union Stationtrain train
    11h 51m
    $84–153

Louisville International Airport (SDF) to Chicago Midway International Airport (MDW) flights

Calendar20Weekly Planes
Duration1h 15mAverage Duration
Ticket$53Cheapest Price
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Questions & Answers

Map of how to get from Lexington-Fayette to Chicago.ExpandLaunch map view
  • Distance: 359.3 mi
  • Duration: 3h 13m

What companies run services between Lexington-Fayette, KY, USA and Chicago, IL, USA?

American Airlines, United Airlines, and Delta fly from Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD) every 3 hours.

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