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

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There are 7 ways to get from Cary to Chicago by plane, bus (Greyhound, Flixbus), 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 Raleigh-Durham International Airport to Chicago Midway International Airport

    best
    1. Fly from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW)planeRDU - MDW
    4h 45m
    $82–448
  2. Bus

    1. Take the bus from Raleigh Bus Station to Washington Union StationbusGreyhound US0700 / ...
    2. Take the bus from Washington Union Station to Chicago Bus StationbusGreyhound US0164
    25h 1m
    $112–292
  3. Train (Amtrak)

    1. Take the train from Cary to Chicago Union StationtrainFloridian
    25h 21m
    $150–310
  4. Drive 782.4 mi

    1. Drive from Cary to Chicagocar782.4 mi
    13h 37m
    $143–207
  5. Fly Raleigh-Durham International Airport to Chicago O'Hare International Airport

    1. Fly from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD)planeRDU - ORD
    5h 16m
    $87–338
  6. Train to Piedmont Triad International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Cary to Greensborotrain
    2. Fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD)planeGSO - ORD
    7h 30m
    $85–395
  7. Train to Charlotte Douglas International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Cary to Charlotte Amtrak Stationtrain
    2. Fly from Charlotte Douglas International Airport (CLT) to Chicago O'Hare International Airport (ORD)planeCLT - ORD
    8h 6m
    $116–314

Cary to Chicago by bus and foot

Calendar14Weekly Services
Duration25h 1mAverage Duration
Ticket$112Cheapest Price
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Questions & Answers

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

Southwest Airlines flies from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, you can take a bus from Cary Depot to Chicago Bus Station via Union Station - Bus Platform A, GoRaleigh Station, Capital Blvd at Crabtree Blvd, Raleigh Bus Station, and Washington Union Station in around 25h 1m.

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