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How to get fromChicago to Winston-Salem, NCby plane, bus (Amtrak, Greyhound), car, train, bus, or bus (Greyhound)

Find Transport to Winston-Salem, NC

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There are 5 ways to get from Chicago to Winston-Salem, NC by plane, bus (Amtrak, Greyhound), car, train, bus, or bus (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

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Piedmont Triad International Airport (GSO)plane plane ORD - GSO
    4h 15m
    $168–675

  2. Bus via Columbus

    cheapest
    1. Take the bus from Chicago to Columbus - Mound Stbus bus Chicago
    2. Take the bus from Columbus to Winston Salem(Trans Center)bus bus Greyhound US0140
    18h 14m
    $106–217

  3. Bus

    1. Take the bus from Chicago Union Station to Toledobus bus Amtrak Thruway Connecting Service
    2. Take the bus from Toledo Bus Stop to Winston Salem(Trans Center)bus bus Greyhound US0140
    17h 42m
    $179–301

  4. Drive 677.6 mi

    1. Drive from Chicago to Winston-Salem, NCcar car 677.6 mi
    12h 49m
    $124–179

  5. Train, bus

    1. Take the train from Chicago Union Station to Toledotrain train Floridian / ...
    2. Take the bus from Toledo Bus Stop to Winston Salem(Trans Center)bus bus Greyhound US0140
    17h 43m
    $169–333

Chicago O'Hare International Airport (ORD) to Piedmont Triad International Airport (GSO) flights

Calendar103Weekly Planes
Duration3h 26mAverage Duration
Ticket$111Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Winston-Salem, NC.ExpandLaunch map view
  • Distance: 629.7 mi
  • Duration: 4h 15m

What companies run services between Chicago, IL, USA and Winston-Salem, NC, USA?

American Airlines, United Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Piedmont Triad International Airport (GSO) hourly. Alternatively, you can take a bus from Chicago Union Station to Winston-Salem, NC via Toledo Bus Stop and Winston Salem(Trans Center) in around 17h 42m.

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