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How to get fromPittsboro to Chicagoby taxi, plane, bus (Flixbus, Greyhound), train (Amtrak), or car

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There are 6 ways to get from Pittsboro to Chicago by taxi, plane, bus (Flixbus, Greyhound), 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. Taxi to Raleigh-Durham International Airport, fly to Chicago Midway International Airport

    best
    1. Take the taxi from Pittsboro to Raleigh-Durham-Airport-RDUtaxi taxi
    2. Fly from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW)plane plane RDU - MDW
    3h 13m
    $233–401

  2. Drive 757.4 mi

    cheapest
    1. Drive from Pittsboro to Chicagocar car 757.4 mi
    13h 23m
    $139–200

  3. Bus

    1. Take the bus from Durham to Washington Union Stationbus bus FlixBus N2471 / ...
    2. Take the bus from Washington Union Station to Chicago Bus Stationbus bus Greyhound US0164
    25h 35m
    $178–336

  4. Train (Amtrak)

    1. Take the train from Cary to Chicago Union Stationtrain train Floridian
    25h 44m
    $408–830

  5. Taxi to Raleigh-Durham International Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Pittsboro to Raleigh-Durham-Airport-RDUtaxi taxi
    2. Fly from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD)plane plane RDU - ORD
    3h 51m
    $253–851

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

    1. Take the taxi from Pittsboro to Piedmont Triad International Airport (GSO)taxi taxi
    2. Fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD)plane plane GSO - ORD
    4h 9m
    $216–569

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 Pittsboro to Chicago.ExpandLaunch map view
  • Distance: 670.8 mi
  • Duration: 3h 13m

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

You can take a vehicle from Pittsboro to Chicago Bus Station via Manning Dr at UNC Hospitals, Durham Station, Durham, and Washington Union Station in around 25h 35m. Alternatively, Amtrak operates a train from Cary to Chicago Union Station once daily. Tickets cost $340–750 and the journey takes 25h 12m.

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