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How to get fromChicago to Prestonsburgby plane, car, bus, taxi or train

Find Transport to Prestonsburg

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There are 6 ways to get from Chicago to Prestonsburg by plane, car, bus, taxi, 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. Fly to Blue Grass Airport, drive

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane plane ORD - LEX
    2. Drive from Lexington-Airport-LEX to Prestonsburgcar car
    5h 26m
    $64–310
  2. Bus, taxi

    1. Take the bus from Chicago to Columbus - Mound Stbus bus
    2. Take the bus from Columbus to Ashland Bus Stationbus bus
    3. Take the taxi from Ashland Bus Station to Prestonsburgtaxi taxi
    12h 40m
    $174–311
  3. Train, taxi

    1. Take the train from Chicago Union Station to Ashland Amtrak Stationtrain train Cardinal
    2. Take the taxi from Ashland Amtrak Station to Prestonsburgtaxi taxi
    13h 30m
    $178–328
  4. Drive 453.5 mi

    1. Drive from Chicago to Prestonsburgcar car 453.5 mi
    8h 50m
    $83–120
  5. Fly to Yeager Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Yeager Airport (CRW)plane plane ORD - CRW
    2. Drive from Yeager Airport (CRW) to Prestonsburgcar car
    6h 5m
    $74–360
  6. Fly to Tri-Cities Regional Tn/Va Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Tri-Cities Regional Tn/Va Airport (TRI)plane plane ORD - TRI
    2. Drive from Tri-Cities-Regional-Airport-TRI to Prestonsburgcar car
    6h 56m
    $90–460

Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX) flights

Calendar49Weekly Planes
Duration1h 27mAverage Duration
Ticket$41Cheapest Price
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Questions & Answers

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

There is no direct connection from Chicago to Prestonsburg. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Blue Grass Airport (LEX), then drive to Prestonsburg. Alternatively, you can take the bus to Columbus - Mound St, take the bus to Ashland Bus Station, then take the taxi to Prestonsburg.

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