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How to get fromHigh Point to Chicagoby plane, bus, train (Amtrak), car, or train

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There are 8 ways to get from High Point to Chicago by plane, bus, 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. Fly Piedmont Triad International Airport to Chicago O'Hare International Airport

    best
    1. Fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD)plane plane GSO - ORD
    4h 29m
    $82–390

  2. Bus

    cheapest
    1. Take the bus from High Point to Winston-Salembus bus
    2. Take the bus from Winston Salem to Columbusbus bus
    3. Take the bus from Columbus to Chicagobus bus
    19h 50m
    $77–180

  3. Train (Amtrak)

    1. Take the train from High Point to Carytrain train Piedmont / ...
    2. Take the train from Cary to Chicago Union Stationtrain train Floridian
    27h 58m
    $598–1,024

  4. Drive  707.7 mi

    1. Drive from High Point to Chicagocar car 707.7 mi
    12h 31m
    $130–187

  5. Train to Charlotte Douglas International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from High Point to Charlotte Amtrak Stationtrain train
    2. Fly from Charlotte Douglas International Airport (CLT) to Chicago O'Hare International Airport (ORD)plane plane CLT - ORD
    6h 25m
    $170–376

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

    1. Take the train from High Point to Charlotte Amtrak Stationtrain train
    2. Fly from Charlotte Douglas International Airport (CLT) to Chicago Midway International Airport (MDW)plane plane CLT - MDW
    5h 59m
    $120–476

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

    1. Take the train from High Point to Durham Amtrak Stationtrain train
    2. Fly from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW)plane plane RDU - MDW
    6h 24m
    $195–280

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

    1. Take the train from High Point to Durham Amtrak Stationtrain train
    2. Fly from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD)plane plane RDU - ORD
    6h 57m
    $100–380

High Point to Chicago by bus

Calendar7Weekly Buses
Duration19h 50mAverage Duration
Ticket$77Cheapest Price
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Comparing Your Travel Options

Map of how to get from High Point to Chicago.ExpandLaunch map view
  • Distance: 622.5 mi
  • Duration: 4h 29m

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

American Airlines and United Airlines fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD) every 2 hours. Alternatively, you can take a bus from High Point to Chicago via Winston Salem and Columbus in around 19h 50m.

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