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How to get fromChicago to Southern Pinesby plane, bus, bus (Greyhound), train (Amtrak), car or train

Find Transport to Southern Pines

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There are 8 ways to get from Chicago to Southern Pines by plane, bus, bus (Greyhound), train (Amtrak), car, 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 Charlotte Douglas International Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Charlotte Douglas International Airport (CLT)plane plane ORD - CLT
    2. Take the bus from Charlotte Bus Station to Southern Pinesbus bus
    7h 49m
    $102–382

  2. Fly Chicago Midway International Airport to Raleigh-Durham International Airport, train

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Raleigh-Durham International Airport (RDU)plane plane MDW - RDU
    2. Take the train from Cary to Southern Pines Stationtrain train
    7h 18m
    $98–563

  3. Bus

    1. Take the bus from Chicago Bus Station to Toledo Bus Stopbus bus
    2. Take the bus from Toledo Bus Stop to Charlotte Bus Stationbus bus
    3. Take the bus from Charlotte Bus Station to Southern Pinesbus bus
    23h 35m
    $119–261

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Southern Pines Stationtrain train Floridian
    25h 41m
    $100–330

  5. Drive 781.6 mi

    1. Drive from Chicago to Southern Pinescar car 781.6 mi
    13h 57m
    $143–206

  6. Fly Chicago O'Hare International Airport to Raleigh-Durham International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Raleigh-Durham International Airport (RDU)plane plane ORD - RDU
    2. Take the train from Cary to Southern Pines Stationtrain train
    7h 47m
    $98–423

  7. Fly Chicago Midway International Airport to Charlotte Douglas International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Charlotte Douglas International Airport (CLT)plane plane MDW - CLT
    2. Take the bus from Charlotte Bus Station to Southern Pinesbus bus
    7h 25m
    $98–472

  8. Fly Chicago O'Hare International Airport to Greenville–Spartanburg International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Greenville–Spartanburg International Airport (GSP)plane plane ORD - GSP
    2. Take the bus from Servicios Zapata - Spartanburg to Charlottebus bus
    3. Take the bus from Charlotte Bus Station to Southern Pinesbus bus
    10h 43m
    $356–607

Chicago to Southern Pines by bus

Calendar7Weekly Buses
Duration23h 35mAverage Duration
Ticket$119Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Southern Pines, NC, USA?

You can take a bus from Chicago Bus Station to Southern Pines via Toledo Bus Stop and Charlotte Bus Station in around 23h 35m. Alternatively, Amtrak operates a train from Chicago Union Station to Southern Pines Station once daily. Tickets cost $100–330 and the journey takes 25h 41m.

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