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

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There are 8 ways to get from Sheboygan to Chicago by bus, train, bus (Greyhound, Flixbus), car, plane, subway, or taxi

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
    $56–100

  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
    $25–49

  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 to Milwaukee Intermodal Stationbus bus
    2. Fly from General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW)plane plane MKE - MDW
    4h 5m
    $60–434

  5. Bus, subway

    1. Take the bus from Sheboygan to Milwaukee Intermodal Stationbus bus
    2. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    3. Take the subway from O'Hare to Jackson-Bluesubway subway
    4h 22m
    $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 31m
    $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 41m
    $79–307

  8. Bus, taxi to Appleton International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Sheboygan to Green Bay Transit Centerbus bus
    2. Take the taxi from Green Bay Transit Center to Appleton International Airport (ATW)taxi taxi
    3. Fly from Appleton International Airport (ATW) to Chicago O'Hare International Airport (ORD)plane plane ATW - ORD
    5h 7m
    $184–432

Sheboygan to Chicago by bus and train

Calendar14Weekly Services
Duration3h 29mAverage Duration
Ticket$56Cheapest Price
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Comparing Your Travel Options

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

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