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How to get fromPinehurst to Chicagoby train, plane, taxi, bus, train (Amtrak), or car

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There are 6 ways to get from Pinehurst to Chicago by train, plane, taxi, bus, 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. Train to Raleigh-Durham International Airport, fly to Chicago Midway International Airport

    best
    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 24m
    $196–373

  2. Drive 778.5 mi

    cheapest
    1. Drive from Pinehurst to Chicagocar car 778.5 mi
    13h 47m
    $143–206

  3. Taxi, bus

    1. Take the taxi from Pinehurst to Rockinghamtaxi taxi
    2. Take the bus from Rockingham to Charlotte Bus Stationbus bus
    3. Take the bus from Charlotte Bus Station to Toledo Bus Stopbus bus
    4. Take the bus from Toledo to Chicago Union Stationbus bus
    22h 27m
    $304–466

  4. Train (Amtrak)

    1. Take the train from Southern Pines Station to Chicago Union Stationtrain train Floridian
    26h 37m
    $379–772

  5. 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
    7h 1m
    $216–823

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

    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
    7h 53m
    $168–557

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

Calendar21Weekly Planes
Duration1h 52mAverage Duration
Ticket$75Cheapest Price
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Questions & Answers

Map of how to get from Pinehurst to Chicago.ExpandLaunch map view
  • Distance: 721.4 mi
  • Duration: 6h 24m

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

Amtrak operates a train from Southern Pines Station to Chicago Union Station once daily. Tickets cost $360–750 and the journey takes 26h 28m.

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