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How to get fromWinston-Salem to Chicagoby plane, bus, train, car, or bus (Flixbus)

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There are 9 ways to get from Winston-Salem to Chicago by plane, bus, train, car, or bus (Flixbus)

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 Piedmont Triad International Airport to Chicago O'Hare International Airport

    best
    1. Fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD)plane plane GSO - ORD
    4h 36m
    $96–428

  2. Bus

    cheapest
    1. Take the bus from Winston Salem(Trans Center) to Columbus - Mound Stbus bus Charlotte
    2. Take the bus from Columbus - Mound St to Chicagobus bus Columbus / ...
    18h
    $69–166

  3. Bus, train

    1. Take the bus from Winston Salem(Trans Center) to Ashlandbus bus Charlotte
    2. Take the train from Ashland Amtrak Station to Chicago Union Stationtrain train Cardinal
    19h 46m
    $177–379

  4. Drive 688.2 mi

    1. Drive from Winston-Salem to Chicagocar car 688.2 mi
    12h 9m
    $126–182

  5. Bus to Charlotte Douglas International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus bus
    2. Fly from Charlotte Douglas International Airport (CLT) to Chicago O'Hare International Airport (ORD)plane plane CLT - ORD
    6h 9m
    $148–444

  6. Bus to Charlotte Douglas International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus bus
    2. Fly from Charlotte Douglas International Airport (CLT) to Chicago Midway International Airport (MDW)plane plane CLT - MDW
    5h 47m
    $98–464

  7. Bus to Raleigh-Durham International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Winston Salem(Trans Center) to Durhambus bus
    2. Fly from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW)plane plane RDU - MDW
    6h 49m
    $169–335

  8. Bus to Raleigh-Durham International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Winston Salem(Trans Center) to Durhambus bus
    2. Fly from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD)plane plane RDU - ORD
    7h 27m
    $199–535

  9. Bus via Columbus

    1. Take the bus from Winston Salem(Trans Center) to Columbus - Mound Stbus bus Charlotte
    2. Take the bus from Columbus to Chicago Bus Stationbus bus FlixBus 2511 / ...
    18h 4m
    $96–184

Winston-Salem to Chicago by bus

Calendar7Weekly Buses
Duration18hAverage Duration
Ticket$69Cheapest Price
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Questions & Answers

Map of how to get from Winston-Salem to Chicago.ExpandLaunch map view
  • Distance: 630.3 mi
  • Duration: 4h 36m

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

American Airlines, United Airlines, and Delta fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a bus from Winston Salem(Trans Center) to Chicago via Columbus - Mound St in around 18h.

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