The cheapest and fastest buses from Sheboygan, WI to Chicago, IL
Cheapest price
$57
Average price
$58
Fastest journey
5 h 19 m
Average duration
5 h 37 m
Buses per day
2
Distance
211 km
The best way to find a cheap bus ticket from Sheboygan, WI to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Sheboygan, WI to Chicago, IL will cost around $58 if you buy it on the day, but the cheapest tickets can be found for only $57.
Of the 2 buses that leave Sheboygan, WI for Chicago, IL on Mon, Nov 24, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, Nov 24 the direct buses cover the 211 km distance in an average of 5 h 37 m but if you time it right, some buses will get you there in just 5 h 19 m .
On Mon, Nov 24 the slowest buses will take 5 h 54 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.




Travel Information
Compare bus, train, and flight for Sheboygan, WI to Chicago, IL
Omio recommends booking the train as it is the most popular option from Sheboygan, WI to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from €38. For those with little time consider booking a flight which can get you there in 1h 7m. The ticket price range depends on the travel mode: a train costs an average of €38, and a flight costs an average of €239.
Distance: 131 miles (211 km)
Compare bus with
| Bus | Most popular Train | Flight |
|---|---|---|
€47 Average price | €43 Average price Cheapest | €280 Average price |
3h 50m Average total duration 3h 20m Onboard + 30m Additional time* | 3h 6m Average total duration 2h 36m Onboard + 30m Additional time* | 4h 7m Average total duration Fastest 1h 7m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options | Direct Options |
Sheboygan, WI to Chicago, IL Bus Timetables
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Amtrak | Departure Time 06:35AM | Arrival Time 12:39PM | Duration 6h04 | Departure days Sun | Cheapest price $67 |
Operator Amtrak | Departure Time 03:45PM | Arrival Time 09:04PM | Duration 5h19 | Departure days Sun | Cheapest price $69 |
Live departures
Sheboygan, WI to Chicago, IL bus times
The table below shows live departures for Sheboygan, WI to Chicago, IL buses for today, Sunday, November 23. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
8532 AMTRAK · 334 Hiawatha Service | 12:35 PM Sheboygan, WI | 6h04 | 6:39 PM Chicago Union Station, Chicago, IL | 1 transfer | |
8396 AMTRAK · 342 Hiawatha Service | 9:45 PM Sheboygan, WI | 5h19 | 3:04 AM Chicago Union Station, Chicago, IL | 1 transfer | |
8396 AMTRAK · 1340 Borealis | 9:45 PM Sheboygan, WI | 3h36 | 1:21 AM Chicago Union Station, Chicago, IL | 1 transfer | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Sheboygan, WI to Chicago, IL by bus, train, or flight
Compare bus, train, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Nov 24
Nov 25
Nov 26
Nov 27
Nov 28
Nov 29
Nov 30
Journey information
Overview: Bus from Sheboygan, WI to Chicago, IL
Buses from Sheboygan, WI to Chicago, IL run on average 4 times per day, taking around 3h 20m. Cheap bus tickets for this journey start at $51 (€42) but you can travel from only $47 (€38) by train.
The earliest bus runs at 06:35, the last at 17:08. The fastest bus covers the 131 miles (211 km) distance in 5h 19m.
Distance 131 miles (211 km) |
Average bus duration 3h 20m |
Cheapest ticket price $51 (€42) |
Buses per day 4 |
Fastest bus 5h 19m |
First bus 06:35 |
Last bus 17:08 |
Bus providers: Greyhound from Sheboygan, WI to Chicago, ILYou can travel by bus between Sheboygan, WI to Chicago, IL with Greyhound for as low as $47 (€38). When you search for schedules and tickets, Omio will show you the best journey
Greyhound
FAQs: Bus from Sheboygan, WI to Chicago, IL
Find answers to the most common questions about traveling from Sheboygan, WI to Chicago, IL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

- Greyhound
- Assistance
- Priority seating
- Wheelchair-accessible buses.
- Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
- Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
- Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
- Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
- Field Museum, a natural history museum with vast exhibits including the famous T. Rex skeleton, Sue.
- Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
- Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
- Take a river cruise to see the city's iconic architecture from a different perspective
- Attend a live performance at the historic Chicago Theatre
- Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U. S. Offering free admission.
- Greyhound
- You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
To find the cheapest bus tickets for your trip from Sheboygan, WI to Chicago, IL, follow these tips:
Start your search now and compare ticket prices to find the best deal!
- Greyhound
- One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
- Greyhound
- $15 per additional bag.
popular bus stations
Popular bus stations from Sheboygan, WI to Chicago, IL
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