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How to get fromChicago to Pinehurstby plane, train, bus, taxi, train (Amtrak), or car

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There are 7 ways to get from Chicago to Pinehurst by plane, train, bus, taxi, 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 24m
    $196–373

  2. Drive 765.5 mi

    cheapest
    1. Drive from Chicago to Pinehurstcar car 765.5 mi
    14h 23m
    $140–202

  3. Bus, taxi

    1. Take the bus from Chicago Union Station to Toledobus bus
    2. Take the bus from Toledo Bus Stop to Charlotte Bus Stationbus bus
    3. Take the bus from Charlotte Bus Station to Rockinghambus bus
    4. Take the taxi from Rockingham to Pinehursttaxi taxi
    23h 3m
    $309–468

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Southern Pines Stationtrain train Floridian
    25h 56m
    $381–769

  5. 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 48m
    $216–823

  6. 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 49m
    $192–752

  7. 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 20m
    $214–593

Chicago Midway International Airport (MDW) to Raleigh-Durham International Airport (RDU) flights

Calendar21Weekly Planes
Duration1h 55mAverage Duration
Ticket$100Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Pinehurst.ExpandLaunch map view
  • Distance: 721.2 mi
  • Duration: 7h 24m

What companies run services between Chicago, IL, USA and Pinehurst, Moore County, NC, USA?

Amtrak operates a train from Chicago Union Station to Southern Pines Station once daily. Tickets cost $360–750 and the journey takes 25h 46m.

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