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How to get fromCharleston to Chicagoby taxi, plane, bus, train, or car

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There are 7 ways to get from Charleston to Chicago by taxi, plane, bus, train, or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Taxi to Barkley Regional Airport, fly

    best
    1. Take the taxi from Charleston to Barkley Regional Airport (PAH)taxi taxi
    2. Fly from Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD)plane plane PAH - ORD
    3h 8m
    $135–375

  2. Drive 380.8 mi

    cheapest
    1. Drive from Charleston to Chicagocar car 380.8 mi
    6h 15m
    $70–101

  3. Taxi, bus, train

    1. Take the taxi from Charleston to Cape Girardeautaxi taxi
    2. Take the bus from Cape Girardeau to St Louis Bus Stationbus bus
    3. Take the train from St. Louis to Chicago Union Stationtrain train
    8h 31m
    $186–319

  4. Bus

    1. Take the bus from Flying J - Matthews to Tornado Bus Co - Chicagobus bus Milwaukee
    8h 41m
    $138–267

  5. Taxi to Cape Girardeau Municipal Airport, fly

    1. Take the taxi from Charleston to Cape Girardeau Municipal Airport (CGI)taxi taxi
    2. Fly from Cape Girardeau Municipal Airport (CGI) to Chicago O'Hare International Airport (ORD)plane plane CGI - ORD
    3h 14m
    $172–313

  6. Bus to Williamson County Regional Airport, fly

    1. Take the bus from Flying J - Matthews to Marathon Gas Station - Marionbus bus
    2. Fly from Williamson County Regional Airport (MWA) to Chicago O'Hare International Airport (ORD)plane plane MWA - ORD
    5h 20m
    $189–445

  7. Drive, train (Amtrak)

    1. Drive from Charleston to Fulton Amtrak Stationcar car
    2. Take the train from Fulton Amtrak Station to Chicago Union Stationtrain train City of New Orleans
    9h 16m
    $140–284

Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD) flights

Calendar7Weekly Planes
Duration1h 28mAverage Duration
Ticket$41Cheapest Price
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Questions & Answers

Map of how to get from Charleston to Chicago.ExpandLaunch map view
  • Distance: 401.5 mi
  • Duration: 3h 8m

What companies run services between Charleston, MO, USA and Chicago, IL, USA?

Tornado Bus Company operates a bus from Flying J - Matthews to Tornado Bus Co - Chicago once daily. Tickets cost $75–190 and the journey takes 7h 24m.

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