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

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There are 7 ways to get from Sheboygan to Chicago 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 Transit to Milwaukeebus bus 1490 / ...
    2. Take the train from Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    3h 39m
    $31–67

  2. Bus

    cheapest
    1. Take the bus from Sheboygan Transit to Milwaukeebus bus 1490 / ...
    2. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus Greyhound US0150
    3h 45m
    $22–45

  3. Drive  143.4 mi

    1. Drive from Sheboygan to Chicagocar car 143.4 mi
    2h 38m
    $27–38

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

    1. Take the bus from Sheboygan Transit to Milwaukeebus bus
    2. Fly from General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW)plane plane MKE - MDW
    4h 10m
    $53–396

  5. Bus via O'Hare

    1. Take the bus from Sheboygan Transit to Milwaukeebus bus 1490 / ...
    2. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus Wisconsin Coach Lines
    4h 30m
    $49–64

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

    1. Take the bus from Sheboygan Transit to Milwaukeebus bus
    2. Fly from General Mitchell International Airport (MKE) to Chicago O'Hare International Airport (ORD)plane plane MKE - ORD
    4h 39m
    $613–986

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

    1. Take the bus from Sheboygan Transit to Green Bay, WI - Transitbus bus
    2. Fly from Green Bay (GRB) to Chicago O'Hare International Airport (ORD)plane plane GRB - ORD
    4h 27m
    $77–309

Sheboygan to Chicago by bus and train

Calendar21Weekly Services
Duration3h 39mAverage Duration
Ticket$31Cheapest Price
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Questions & Answers

Map of how to get from Sheboygan to Chicago.ExpandLaunch map view
  • Distance: 139.2 mi
  • Duration: 3h 39m

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

You can take a bus from Sheboygan Transit to Chicago Bus Station via Milwaukee and Milwaukee Intermodal Station in around 3h 45m.

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