Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | Downtown Greyhound Station | Sheboygan | Cheapest | ||||
| Bus | N Cumberland Ave | Sheboygan | Fastest | ||||
FlixBus + Greyhound Lines, Inc. | Bus | Chicago 95Th & Dan Ryan | Sheboygan | No tags |
Last refresh of the prices: Yesterday at 9:07 AM CDT.
Get from Chicago to Sheboygan
The journey takes about 3 hours 45 minutes and with fares starting at just $29, it presents an excellent value for a comfortable ride.
Compare bus companies
Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
Frequently asked questions about traveling from Chicago to Sheboygan by bus
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the bus ticket from Chicago to Sheboygan?
The cheapest bus tickets from Chicago to Sheboygan start from $29. The average price for this route is around $42. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Chicago to Sheboygan?
The average bus trip duration from Chicago to Sheboygan is 3h 45m, covering a distance of 140 miles (226 km). The quickest bus can get you there in 3h 10m and is operated by Greyhound.
Which bus companies service the Chicago to Sheboygan route?
Several major bus companies operate on this route with 3 buses available per day.
What is the earliest and latest departure time for the bus from Chicago to Sheboygan?
The earliest bus departs from Chicago to Sheboygan at 5:25am. And the latest bus departs at 7:10am.
What are the CO₂ emissions for the bus trip from Chicago to Sheboygan?
A bus trip from Chicago to Sheboygan generates an estimated 5.6415500000000005 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel by Busbud.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Sheboygan was searched and found on Apr 8, 2026 with a price of $21To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Sheboygan, as early as possible.
You can expect to pay from $21 to $26 for a bus ticket from Chicago to Sheboygan based on the last 2 days. You can expect to find the cheapest price for the trip at $25 which is on 2026-04-10.
