Rome2Rio

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

Find Transport to Chicago

See all options

There are 8 ways to get from High Point to Chicago by bus, plane, 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. Line 3 bus to Piedmont Triad International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from High Point Terminal to Coble Transportation Centerbus
    2. Fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD)planeGSO - ORD
    5h 25m
    $78–430

  2. Bus

    cheapest
    1. Take the bus from Winston Salem(Trans Center) to Columbus - Mound StbusCharlotte
    2. Take the bus from Columbus - Mound St to ChicagobusColumbus / ...
    20h 27m
    $70–176

  3. Train (Amtrak)

    1. Take the train from High Point to CarytrainPiedmont / ...
    2. Take the train from Cary to Chicago Union StationtrainFloridian
    28h 7m
    $106–375

  4. Drive 707 mi

    1. Drive from High Point to Chicagocar707 mi
    12h 22m
    $129–187

  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
    2. Fly from Charlotte Douglas International Airport (CLT) to Chicago O'Hare International Airport (ORD)planeCLT - ORD
    6h 28m
    $116–281

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

    1. Take the train from High Point to Charlotte Amtrak Stationtrain
    2. Fly from Charlotte Douglas International Airport (CLT) to Chicago Midway International Airport (MDW)planeCLT - MDW
    6h 11m
    $96–461

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

    1. Take the train from High Point to Carytrain
    2. Fly from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW)planeRDU - MDW
    7h 5m
    $93–553

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

    1. Take the train from High Point to Carytrain
    2. Fly from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD)planeRDU - ORD
    7h 33m
    $103–433

High Point to Chicago by train (Amtrak)

Calendar7Weekly Trains
Duration28h 7mAverage Duration
Ticket$106Cheapest Price
See schedules

Questions & Answers

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

You can take a bus from High Point Terminal to Chicago via Coble Transportation Center, Winston-Salem Transportation Center, Winston Salem(Trans Center), and Columbus - Mound St in around 20h 27m. Alternatively, you can take a train from High Point to Chicago Union Station via Cary in around 28h 7m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

More Questions & Answers

Where to next?

Trips from High Point

Trips to Chicago

Popular routes