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

Find Transport to Southern Pines

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There are 6 ways to get from Chicago to Southern Pines by plane, train, train (Amtrak), 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. Fly Chicago Midway International Airport to Raleigh-Durham International Airport, train

    best
    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 14m
    $148–716

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

    cheapest
    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 38m
    $114–496

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Southern Pines Stationtrain train Floridian
    25h 46m
    $600–1,000

  4. Drive  769 mi

    1. Drive from Chicago to Southern Pinescar car 769 mi
    14h 34m
    $141–203

  5. Fly Chicago O'Hare International Airport to Piedmont Triad International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Piedmont Triad International Airport (GSO)plane plane ORD - GSO
    2. Take the train from Greensboro to Carytrain train
    3. Take the train from Cary to Southern Pines Stationtrain train
    8h 34m
    $156–470

  6. Fly Chicago O'Hare International Airport to Charlotte Douglas International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Charlotte Douglas International Airport (CLT)plane plane ORD - CLT
    2. Take the train from Charlotte Amtrak Station to Carytrain train
    3. Take the train from Cary to Southern Pines Stationtrain train
    11h 6m
    $212–706

Chicago to Southern Pines by train (Amtrak)

Calendar7Weekly Trains
Duration25h 46mAverage Duration
Ticket$600Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Southern Pines.ExpandLaunch map view
  • Distance: 715.5 mi
  • Duration: 7h 14m

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

Amtrak operates a train from Chicago Union Station to Southern Pines Station once daily. Tickets cost $600–1,000 and the journey takes 25h 46m.

Airlines
Train operators

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