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

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There are 8 ways to get from Chicago to Lexington by plane, car, bus (Greyhound), train, bus, or bus (Flixbus, Greyhound)

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 Chicago Midway International Airport to Louisville International Airport, drive

    best
    1. Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)planeMDW - SDF
    2. Drive from Louisville-Airport-SDF to Lexingtoncar
    4h 10m
    $86–486

  2. Drive 361.8 mi

    cheapest
    1. Drive from Chicago to Lexingtoncar361.8 mi
    6h 28m
    $66–96

  3. Bus (Greyhound)

    1. Take the bus from Chicago Bus Station to Lexington Bus StopbusGreyhound US0120
    9h 7m
    $78–198

  4. Train, bus

    1. Take the train from Chicago Union Station to IndianapolistrainCardinal
    2. Take the bus from Indianapolis Union Station to Lexington Bus StopbusGreyhound US0120
    9h 56m
    $89–187

  5. Fly Chicago O'Hare International Airport to Louisville International Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)planeORD - SDF
    2. Drive from Louisville-Airport-SDF to Lexingtoncar
    4h 46m
    $216–576

  6. Fly Chicago O'Hare International Airport to Blue Grass Airport, line 3 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)planeORD - LEX
    2. Take the bus from Transit Center to Centre Parkway @ 1349bus
    5h 36m
    $104–657

  7. Fly Chicago Midway International Airport to Blue Grass Airport

    1. Fly from Chicago Midway International Airport (MDW) to Blue Grass Airport (LEX)planeMDW - LEX
    7h 55m
    $154–857

  8. Bus via Indianapolis

    1. Take the bus from Chicago Bus Station to IndianapolisbusFlixBus N2640 / ...
    2. Take the bus from Indianapolis Union Station to Lexington Bus StopbusGreyhound US0120
    9h 57m
    $82–196

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

Calendar15Weekly Planes
Duration1h 15mAverage Duration
Ticket$72Cheapest Price
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Questions & Answers

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

Greyhound USA operates a bus from Chicago Bus Station to Lexington Bus Stop once daily. Tickets cost $50–170 and the journey takes 8h 55m. Alternatively, Delta and Southwest Airlines fly from Chicago Midway International Airport (MDW) to Blue Grass Airport (LEX) 5 times a day.

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