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How to get fromSouthern Pines to Chicagoby bus, plane, bus (Greyhound), train (Amtrak), car or train

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There are 9 ways to get from Southern Pines to Chicago by bus, plane, 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. Bus to Charlotte Douglas International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Southern Pines to Charlotte Bus Stationbus bus
    2. Fly from Charlotte Douglas International Airport (CLT) to Chicago O'Hare International Airport (ORD)plane plane CLT - ORD
    7h 7m
    $112–439

  2. Train, train to Piedmont Triad International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Southern Pines Station to Carytrain train
    2. Take the train from Cary to Greensborotrain train
    3. Fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD)plane plane GSO - ORD
    9h 38m
    $87–401

  3. Bus

    1. Take the bus from Southern Pines to Charlotte Bus Stationbus bus
    2. Take the bus from Charlotte Bus Station to Toledo Bus Stopbus bus
    3. Take the bus from Toledo Bus Stop to Chicago Bus Stationbus bus
    23h 20m
    $134–283

  4. Train (Amtrak)

    1. Take the train from Southern Pines Station to Chicago Union Stationtrain train Floridian
    26h 37m
    $250–600

  5. Drive 783.2 mi

    1. Drive from Southern Pines to Chicagocar car 783.2 mi
    13h 57m
    $143–207

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

    1. Take the bus from Southern Pines to Charlotte Bus Stationbus bus
    2. Fly from Charlotte Douglas International Airport (CLT) to Chicago Midway International Airport (MDW)plane plane CLT - MDW
    6h 53m
    $97–479

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

    1. Take the train from Southern Pines Station to Carytrain train
    2. Fly from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW)plane plane RDU - MDW
    6h 32m
    $95–508

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

    1. Take the train from Southern Pines Station to Carytrain train
    2. Fly from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD)plane plane RDU - ORD
    6h 57m
    $115–398

  9. Bus to Charlotte Douglas International Airport, fly to South Bend, train

    1. Take the bus from Southern Pines to Charlotte Bus Stationbus bus
    2. Fly from Charlotte Douglas International Airport (CLT) to South Bend (SBN)plane plane CLT - SBN
    3. Take the train from South Bend Airport to Van Buren St.train train
    9h 6m
    $113–529

Southern Pines to Chicago by bus

Calendar7Weekly Buses
Duration23h 20mAverage Duration
Ticket$134Cheapest Price
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Questions & Answers

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

You can take a bus from Southern Pines to Chicago Bus Station via Charlotte Bus Station and Toledo Bus Stop in around 23h 20m. Alternatively, Amtrak operates a train from Southern Pines Station to Chicago Union Station once daily. Tickets cost $250–600 and the journey takes 26h 37m.

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