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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)plane plane MDW - SDF
    2. Drive from Louisville-Airport-SDF to Lexingtoncar car
    4h 16m
    $92–576

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane plane ORD - LEX
    2. Take the bus from Transit Center to Centre Parkway @ 1349bus bus
    5h 37m
    $44–287

  3. Bus (Greyhound)

    1. Take the bus from Chicago Bus Station to Lexington Bus Stopbus bus Greyhound US0120
    9h 7m
    $79–152

  4. Train, bus

    1. Take the train from Chicago Union Station to Indianapolistrain train Cardinal
    2. Take the bus from Indianapolis Union Station to Lexington Bus Stopbus bus Greyhound US0120
    9h 56m
    $99–171

  5. Drive 361.8 mi

    1. Drive from Chicago to Lexingtoncar car 361.8 mi
    6h 32m
    $66–96

  6. 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)plane plane ORD - SDF
    2. Drive from Louisville-Airport-SDF to Lexingtoncar car
    4h 47m
    $216–576

  7. Fly Chicago Midway International Airport to Blue Grass Airport

    1. Fly from Chicago Midway International Airport (MDW) to Blue Grass Airport (LEX)plane plane MDW - LEX
    7h 59m
    $74–427

  8. Bus via Indianapolis

    1. Take the bus from Chicago Bus Station to Indianapolisbus bus FlixBus N2640 / ...
    2. Take the bus from Indianapolis Union Station to Lexington Bus Stopbus bus Greyhound US0120
    9h 57m
    $91–159

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

Calendar18Weekly Planes
Duration1h 15mAverage Duration
Ticket$76Cheapest 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 $50–120 and the journey takes 8h 55m. Alternatively, Delta, Southwest Airlines, and American Airlines fly from Chicago Midway International Airport (MDW) to Blue Grass Airport (LEX) every 4 hours.

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