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

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There are 6 ways to get from Cheboygan to Chicago by plane, bus, train, car, bus (Amtrak), or bus (Greyhound)

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 to Chicago Midway International Airport

    best
    1. Fly from Pellston (PLN) to Chicago Midway International Airport (MDW)plane plane PLN - MDW
    6h 31m
    $125–435

  2. Drive  394.9 mi

    cheapest
    1. Drive from Cheboygan to Chicagocar car 394.9 mi
    6h 43m
    $73–105

  3. Bus, train

    1. Take the bus from Cheboygan, MI to Flint Amtrakbus bus 1485
    2. Take the train from Flint Amtrak Station to Chicago Union Stationtrain train Blue Water
    12h 30m
    $103–224

  4. Fly to Chicago O'Hare International Airport

    1. Fly from Pellston (PLN) to Chicago O'Hare International Airport (ORD)plane plane PLN - ORD
    8h 6m
    $115–365

  5. Bus via Flint

    1. Take the bus from Cheboygan, MI to Flint Amtrakbus bus 1485
    2. Take the bus from Flint Amtrak Station to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    12h 30m
    $108–174

  6. Bus

    1. Take the bus from Mackinaw City to Kalamazoo Metro Transitbus bus 1484
    2. Take the bus from Kalamazoo Bus Stop to Chicago Bus Stationbus bus Greyhound US0160
    14h
    $73–141

Cheboygan to Chicago by bus and train

Calendar7Weekly Services
Duration12h 30mAverage Duration
Ticket$103Cheapest Price
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Comparing Your Travel Options

Map of how to get from Cheboygan to Chicago.ExpandLaunch map view
  • Distance: 330.9 mi
  • Duration: 6h 31m

What companies run services between Cheboygan, MI, USA and Chicago, IL, USA?

Delta and Southwest Airlines fly from Pellston (PLN) to Chicago Midway International Airport (MDW) once daily. Alternatively, you can take a bus from Cheboygan, MI to Chicago Union Station via Flint Amtrak Station in around 12h 30m.

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