What is the travel distance from Sheboygan to Chicago?

The distance between the two cities is 133 miles (214 km).

What are the best sights and things to do in Chicago?

Once in Chicago, you can start exploring the city and discover its surroundings. The top sights and things to do are Museum of Science and Industry, Shedd Aquarium, Willis Tower (Sears Tower), Museum of Contemporary Art and Navy Pier.

Bus Sheboygan to Chicago from $40 | Refundable Tickets

Next departures

Next departures for Sheboygan to Chicago on November 16
Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
7:10am	Transit Center	5h 29m	12:39pm	Chicago (Union Station), IL	Cheapest
4:20pm	Transit Center	3h 1m	7:21pm	Chicago (Union Station), IL	Fastest
4:20pm	Transit Center	4h 44m	9:04pm	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 7:20 AM CST.

Get from Sheboygan to Chicago

This route is served by bus only

The journey takes about 3 hours 20 minutes and with fares starting at just $36, it presents an excellent value for a comfortable ride.

2bus per day

3h 20mAverage Duration

130 milesDistance

5kgCO₂ emissions

Compare bus companies

Amtrak

4/55,585 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Greyhound

3.5/587,373 reviews

Staff3.6

Timeliness2.9

Cleanliness3.3

Wifi2.4

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.

US bus companies: FlixBus, BlaBlaCar Bus, ALSA, Greyhound, Intercape, Trenitalia, Sindbad

Frequently asked questions about traveling from Sheboygan to Chicago by bus

What is the travel distance from Sheboygan to Chicago?
What are the best sights and things to do in Chicago?

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

11/13

No data

11/14

$47

Today

No data

11/16

$47

11/17

No data

11/18

No data

11/19

No data

11/20

No data

The cheapest trip from Sheboygan to Chicago was searched and found on Nov 14, 2025 with a price of $47

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Sheboygan to Chicago, as early as possible.

You can expect to pay from $47 to $60 for a bus ticket from Sheboygan to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $47 which is on 2025-11-16.