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How to get fromSheboygan to Chicago Loopby bus, train, bus (Greyhound, Flixbus), car, plane, or bus (Greyhound)

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There are 7 ways to get from Sheboygan to Chicago Loop by bus, train, bus (Greyhound, Flixbus), car, plane, 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. Bus, train

    best
    1. Take the bus from Sheboygan to Milwaukee Intermodal Stationbus bus Greyhound US0150S
    2. Take the train from Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    3h 29m
    $37–85

  2. Bus

    cheapest
    1. Take the bus from Sheboygan to Milwaukee Intermodal Stationbus bus Greyhound US0150S
    2. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus Greyhound US0150
    3h 35m
    $24–51

  3. Drive 142.8 mi

    1. Drive from Sheboygan to Chicago Loopcar car 142.8 mi
    2h 37m
    $27–38

  4. Bus to General Mitchell International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Sheboygan to Milwaukee Intermodal Stationbus bus
    2. Fly from General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW)plane plane MKE - MDW
    4h 4m
    $60–404

  5. Bus via O'Hare

    1. Take the bus from Sheboygan to Milwaukee Intermodal Stationbus bus Greyhound US0150S
    2. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus Wisconsin Coach Lines
    4h 16m
    $51–72

  6. Bus to General Mitchell International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Sheboygan to Milwaukee Intermodal Stationbus bus
    2. Fly from General Mitchell International Airport (MKE) to Chicago O'Hare International Airport (ORD)plane plane MKE - ORD
    4h 25m
    $615–994

  7. Bus to Green Bay, fly to Chicago O'Hare International Airport

    1. Take the bus from Sheboygan to Green Bay Transit Centerbus bus
    2. Fly from Green Bay (GRB) to Chicago O'Hare International Airport (ORD)plane plane GRB - ORD
    4h 37m
    $79–317

Sheboygan to Chicago Loop by bus and train

Calendar14Weekly Services
Duration3h 29mAverage Duration
Ticket$37Cheapest Price
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Questions & Answers

Map of how to get from Sheboygan to Chicago Loop.ExpandLaunch map view
  • Distance: 139.4 mi
  • Duration: 3h 29m

What companies run services between Sheboygan, WI, USA and Chicago Loop, IL, USA?

You can take a bus from Sheboygan to Chicago Bus Station via Milwaukee Intermodal Station in around 3h 35m.

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