There are 7 ways to get from Cleveland to Sheboygan by train, bus, bus (Greyhound, Flixbus), car, or plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, bus
best- Take the train from Cleveland Amtrak to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Milwaukeetrain
- Take the bus from Milwaukee to Sheboygan Transitbus
11h 15m$118–258Bus
cheapest- Take the bus from Cleveland to Chicagobus
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus
- Take the bus from Milwaukee to Sheboygan Transitbus
12h 15m$57–117Drive 483.7 mi
- Drive from Cleveland to Sheboygancar 483.7 mi
8h 22m$89–128Fly to General Mitchell International Airport, bus
- Fly from Cleveland-Hopkins International Airport (CLE) to General Mitchell International Airport (MKE)plane CLE - MKE
- Take the bus from Milwaukee to Sheboygan Transitbus
6h 58m$98–630Bus via Detroit
- Take the bus from Cleveland Bus Station to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Milwaukee Intermodal Stationbus
- Take the bus from Milwaukee to Sheboygan Transitbus
15h 31m$90–142Fly to Chicago O'Hare International Airport, bus
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD)plane CLE - ORD
- Take the bus from Chicago to Milwaukee Intermodal Stationbus
- Take the bus from Milwaukee to Sheboygan Transitbus
7h 25m$384–842Fly to Chicago Midway International Airport, train, bus
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)plane CLE - MDW
- Take the train from Chicago Union Station to Milwaukeetrain
- Take the bus from Milwaukee to Sheboygan Transitbus
8h 2m$92–454
Cleveland to Sheboygan by train and bus
Comparing Your Travel Options
The cheapest way to get from Cleveland to Sheboygan is to bus which costs $55 - $120 and takes 12h 15m.
The fastest way to get from Cleveland to Sheboygan is to fly and bus which takes 6h 58m and costs $95 - $650.
No, there is no direct bus from Cleveland to Sheboygan. However, there are services departing from Cleveland and arriving at Sheboygan Transit via Chicago Bus Station and Milwaukee. The journey, including transfers, takes approximately 12h 15m.
The distance between Cleveland and Sheboygan is 482 miles. The road distance is 486.6 miles.
The best way to get from Cleveland to Sheboygan without a car is to train and bus which takes 11h 15m and costs $110 - $260.
It takes approximately 11h 15m to get from Cleveland to Sheboygan, including transfers.
Cleveland to Sheboygan bus services, operated by Barons Bus, depart from Cleveland station.
Cleveland to Sheboygan bus services, operated by Barons Bus, arrive at Chicago station.
Sheboygan is 1h behind Cleveland. It is currently 1:57 PM in Cleveland and 12:57 PM in Sheboygan.
Yes, the driving distance between Cleveland to Sheboygan is 487 miles. It takes approximately 8h 22m to drive from Cleveland to Sheboygan.
What companies run services between Cleveland, OH, USA and Sheboygan, WI, USA?
You can take a bus from Cleveland to Sheboygan Transit via Chicago Bus Station, Milwaukee Intermodal Station, and Milwaukee in around 12h 15m.
- Website
- aa.com
Flights from Cleveland-Hopkins International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 3h 43m
- When
- Every day
- Estimated price
- $90–600
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $45–320
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Cleveland Amtrak to Chicago Union Station
- Ave. Duration
- 6h 46m
- Frequency
- 3 times a day
- Estimated price
- $85–200
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–50
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–50
- Website
- Amtrak
- Phone
- +1 989-725-5105
- Website
- Indian Trails
Bus from Milwaukee to Sheboygan Transit
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Milwaukee to Sheboygan Transit
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Milwaukee to Sheboygan Transit
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Milwaukee to Sheboygan Transit
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Milwaukee to Sheboygan Transit
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Milwaukee to Sheboygan Transit
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $10–26
- Website
- Indian Trails
Want to know more about travelling around United States
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Booking & Getting There
Book your Cleveland to Sheboygan bus tickets online with Omio.
There are 53+ hotels available in Sheboygan.




