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Sheboygan to Chicago Loop buses

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Trip Overview

The average bus between Sheboygan and Chicago Loop takes 4h 29m and the fastest bus takes 3h 30m. The bus service runs several times per day from Sheboygan to Chicago Loop. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

4h 29m
Duration
144 mi
Distance
$29
Average price
Twice daily
Frequency

Sheboygan to Chicago Loop bus times

Buses run twice daily between Sheboygan and Chicago Loop. The earliest departure is at 8:10 AM in the morning, and the last departure from Sheboygan is at 6:25 PM which arrives into Chicago Loop at 9:55 PM. All services require a transfer at Milwaukee and take an average of 4h 29m. The schedules shown below are for the next available departures.

Departing Saturday, October 10, 2026

  •  → 

    Indian TrailsFlixbus USAChicago Transit (CTA)4h 26m • 2 changes
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    Greyhound USAGreyhound USAChicago Transit (CTA)3h 32m • 2 changes

Departing Sunday, October 11, 2026

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    Indian TrailsFlixbus USAChicago Transit (CTA)4h 20m • 2 changes
  •  → 

    Greyhound USAGreyhound USAChicago Transit (CTA)3h 34m • 2 changes

Departing Monday, October 12, 2026

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    Indian TrailsFlixbus USAChicago Transit (CTA)4h 25m • 2 changes
  •  → 

    Greyhound USAGreyhound USAChicago Transit (CTA)3h 30m • 2 changes

Departing Tuesday, October 13, 2026

  •  → 

    Indian TrailsFlixbus USAChicago Transit (CTA)4h 25m • 2 changes
  •  → 

    Greyhound USAGreyhound USAChicago Transit (CTA)3h 30m • 2 changes

Departing Wednesday, October 14, 2026

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    Indian TrailsFlixbus USAChicago Transit (CTA)10h 39m • 2 changes
  •  → 

    Greyhound USAGreyhound USAChicago Transit (CTA)3h 30m • 2 changes

Departing Thursday, October 15, 2026

  •  → 

    Indian TrailsFlixbus USAChicago Transit (CTA)4h 25m • 2 changes
  •  → 

    Greyhound USAGreyhound USAChicago Transit (CTA)3h 30m • 2 changes

Departing Friday, October 16, 2026

  •  → 

    Indian TrailsFlixbus USAChicago Transit (CTA)4h 25m • 2 changes

Frequently asked questions

Want to know about travelling from Sheboygan to Chicago Loop? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Sheboygan to Chicago Loop.ExpandLaunch map view
  • Distance: 144.2 mi
  • Duration: 4h 29m

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

You can take a bus from Sheboygan Transit to Washington & Lasalle via Milwaukee, Milwaukee Intermodal Station, Chicago Bus Station, and Jefferson & Harrison in around 3h 57m.

Operators