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How to get fromChicago to Monticelloby plane, car, bus, or train

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There are 12 ways to get from Chicago to Monticello by plane, car, 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. Fly Chicago O'Hare International Airport 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 Monticellocar car
    5h 36m
    $120–682

  2. Bus, drive #2

    cheapest
    1. Take the bus from Chicago Bus Station to Dayton Trotwood Bus Stationbus bus
    2. Take the bus from Dayton Trotwood Bus Station to Londonbus bus
    3. Drive from London to Monticellocar car
    13h 22m
    $68–151

  3. Bus, drive

    1. Take the bus from Chicago Bus Station to Cincinnatibus bus
    2. Take the bus from Cincinnati Bus Station to Londonbus bus
    3. Drive from London to Monticellocar car
    12h 52m
    $83–173

  4. Drive 442.1 mi

    1. Drive from Chicago to Monticellocar car 442.1 mi
    8h 13m
    $81–117

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Mcghee Tyson Airport (TYS)plane plane ORD - TYS
    2. Drive from Mcghee Tyson Airport (TYS) to Monticellocar car
    6h 15m
    $124–640

  6. Fly Chicago Midway International Airport to Louisville International Airport, drive

    1. Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane plane MDW - SDF
    2. Drive from Louisville-Airport-SDF to Monticellocar car
    5h 59m
    $110–595

  7. 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 Monticellocar car
    6h 31m
    $94–465

  8. Fly Chicago Midway International Airport to Nashville, bus, drive

    1. Fly from Chicago Midway International Airport (MDW) to Nashville (BNA)plane plane MDW - BNA
    2. Take the bus from Nashville Bus Station to Cookevillebus bus
    3. Drive from Cookeville to Monticellocar car
    7h 42m
    $98–487

  9. Fly Chicago O'Hare International Airport to Nashville, bus, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Nashville (BNA)plane plane ORD - BNA
    2. Take the bus from Nashville Bus Station to Cookevillebus bus
    3. Drive from Cookeville to Monticellocar car
    8h 5m
    $128–337

  10. Bus, drive via Indianapolis

    1. Take the bus from Chicago Bus Station to Indianapolis Union Stationbus bus
    2. Take the bus from Indianapolis, IN to Greyhound Station Cincinnatibus bus
    3. Take the bus from Cincinnati Bus Station to Londonbus bus
    4. Drive from London to Monticellocar car
    12h 52m
    $75–167

  11. Train, bus, drive via Carbondale

    1. Take the train from Chicago Union Station to Carbondaletrain train
    2. Take the bus from Carbondale Intermodal Station to Nashville Bus Stationbus bus
    3. Take the bus from Nashville Bus Station to Cookevillebus bus
    4. Drive from Cookeville to Monticellocar car
    14h 29m
    $152–298

  12. Train, bus, drive

    1. Take the train from Chicago Union Station to Indianapolistrain train
    2. Take the bus from Indianapolis, IN to Greyhound Station Cincinnatibus bus
    3. Take the bus from Cincinnati Bus Station to Londonbus bus
    4. Drive from London to Monticellocar car
    14h 41m
    $110–245

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

Calendar49Weekly Planes
Duration1h 34mAverage Duration
Ticket$101Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Monticello.ExpandLaunch map view
  • Distance: 442 mi
  • Duration: 5h 36m

What companies run services between Chicago, IL, USA and Monticello, Wayne County, KY, USA?

There is no direct connection from Chicago to Monticello. 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 Monticello. Alternatively, you can take a bus from Chicago Bus Station to Monticello via University of Cincinnati, Arlington Heights, Cincinnati Bus Station, and London in around 12h 52m.

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