Sheboygan, WI to Chicago, IL bus with Greyhound

Wed, May 27
+ Add return
Greyhound
Indian Trails
FlixBus
Alsa
BlaBlaCar Bus
2,000+ travel companies
Greyhound
Indian Trails
FlixBus
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2,000+ travel companies
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The cheapest and fastest buses from Sheboygan, WI to Chicago, IL

Showing times and prices for May 27

Cheapest price

$43

Average price

$44

Fastest journey

3 h 15 m

Average duration

6 h 8 m

Buses per day

3

Distance

211 km

Cheap tickets

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 $44 if you buy it on the day, but the cheapest tickets can be found for only $43.

Fast buses

Of the 3 buses that leave Sheboygan, WI for Chicago, IL on Wed, May 27, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Wed, May 27 the direct buses cover the 211 km distance in an average of 6 h 8 m but if you time it right, some buses will get you there in just 3 h 15 m .

On Wed, May 27 the slowest buses will take 10 h 25 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.

  • Amtrak
    4:20 PM4h45
    Sheboygan, WI
    9:05 PMChicago, IL
    $431One-way
    1 transfer
  • Greyhound USA
    6:25 PM3h15
    Sheboygan, WI
    9:40 PMChicago, IL
    $431One-way
    0 transfers
  • Indian Trails
    7:10 AM10h25
    Sheboygan, WI
    5:35 PMChicago, IL
    $451One-way
    1 transfer

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 bus with prices starting from $28. For those with little time consider booking a flight which can get you there in 1h 9m. The ticket price range depends on the travel mode: a bus costs an average of $28, and a flight costs an average of $107.

Distance: 131 miles (211 km)

Compare bus with

Bus
Most popular
Train
Flight
Driving

$42

Average price

Cheapest

$51

Average price

$206

Average price

$35

Average price

(fuel + tolls)

3h 46m

Average total duration

3h 16m

Onboard

+

30m

Additional time*

3h 6m

Average total duration

2h 36m

Onboard

+

30m

Additional time*

4h 9m

Average total duration

Fastest

1h 9m

Onboard

+

3h 0m

Additional time*

2h 22m

Average total duration

(door-to-door)

Direct Options

Direct Options

Direct Options

Direct Options

The cheapest way to travel from Sheboygan, WI to Chicago, IL is a bus with an average price of $42 (€34).

This is compared to other travel options from Sheboygan, WI to Chicago, IL:

A bus is $8 (€7) less than a train for this route with tickets for a train from Sheboygan, WI to Chicago, IL costing on average $51 (€41).

A bus is $164 (€132) less than a flight for this route with tickets for a flight from Sheboygan, WI to Chicago, IL costing on average $206 (€166).

The fastest way to travel from Sheboygan, WI to Chicago, IL is by flight with an average journey time of 1h 9m.

Other travel options to Chicago, IL take longer:

Train takes on average 2h 36m.

Bus takes on average 3h 16m.

It's helpful to compare your options as there are 3 ways to travel between Sheboygan, WI and Chicago, IL including taking a bus, train, and flight.
We recommend using the train as it is the most popular way to get from Sheboygan, WI to Chicago, IL among Omio's users.
Take the bus. On this route, it's both cheaper and quicker than driving.

You'll arrive about -1h -54m sooner (3h 16m by bus vs 2h 22m by car) and save roughly $-6.92 (€-5.58) compared to fuel and tolls ($42 (€34) vs $35 (€29)). You also skip the drive itself — no traffic stress, no parking, and you can use the time to work, nap, or catch up on a series with the onboard Wi-Fi.

Direct coaches are operated by Greyhound.

Driving is still worth considering if you're travelling with bulky luggage, need flexibility on departure times, or plan to stop along the way.

Sheboygan, WI to Chicago, IL Bus Timetables

OperatorDeparture TimeArrival TimeDurationDeparture daysCheapest price
Operator
Indian Trails
Departure Time
07:10AM
Arrival Time
05:35PM
Duration
10h25
Departure days
Wed
Cheapest price
$45
Operator
Amtrak
Departure Time
12:35PM
Arrival Time
06:29PM
Duration
5h54
Departure days
Mon, Thu, Sat, Sun
Cheapest price
$49
Operator
Amtrak
Departure Time
04:20PM
Arrival Time
09:05PM
Duration
4h45
Departure days
Wed
Cheapest price
$43
Operator
Greyhound USA
Departure Time
06:25PM
Arrival Time
09:40PM
Duration
3h15
Departure days
Wed
Cheapest price
$43
Operator
Amtrak
Departure Time
09:45PM
Arrival Time
03:04AM
Duration
5h19
Departure days
Fri
Cheapest price
$53
Operator
Greyhound
Departure Time
11:25PM
Arrival Time
02:40AM
Duration
3h15
Departure days
Mon, Tue, Thu, Fri, Sat
Cheapest price
$28

Live departures

Sheboygan, WI to Chicago, IL bus times

The table below shows live departures for Sheboygan, WI to Chicago, IL buses for today, Tuesday, May 26. You can also manually refresh the results below to see updated bus journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
Greyhound11:25 PM Sheboygan, WI
3h15
2:40 AM Chicago, IL0 transfersDirect
Wednesday, May 27
Indian Trails7:10 AM Sheboygan, WI
10h25
5:35 PM Chicago, IL1 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.

Wed
May 27
Thu
May 28
Fri
May 29
Sat
May 30
Sun
May 31
Mon
Jun 01
Tue
Jun 02

Why should you book Sheboygan, WI to Chicago, IL buses with Omio?

Greyhound as well as Indian Trails offer buses services from Sheboygan, WI to Chicago, IL.
Omio is an official ticket reseller for all your travel options from Sheboygan, WI to Chicago, IL.

Why book with Omio vs Greyhound?

  • Compare with other providers: On Omio, you can not only buy tickets for Greyhound, but also compare tickets for the likes of Indian Trails to find the best option for your trip from Sheboygan, WI to Chicago, IL.
  • Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
  • Compare all your options: Omio allows you to compare Greyhound with all available travel options, which are bus, train and flight to ensure you get the best deal for traveling from Sheboygan, WI to Chicago, IL.

Why book with Omio over Wanderu?

  • Multiple modes of transport: Omio allows you to compare travel options including bus, train and flight to find the ideal travel option from Sheboygan, WI to Chicago, IL.

Journey information

Overview: Bus from Sheboygan, WI to Chicago, IL

USAUSA
USAUSA
Icon of bus

Buses from Sheboygan, WI to Chicago, IL run on average 4 times per day, taking around 3h 16m. Cheap bus tickets for this journey start at $28 (€23) if you book in advance.

The earliest bus runs at 06:35, the last at 18:25. The fastest bus covers the 131 miles (211 km) distance in 3h 15m.

Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance
131 miles (211 km)
Average bus duration
3h 16m
Cheapest ticket price
$28 (€23)
Buses per day
4
Fastest bus
3h 15m
First bus
6:35 AM
Last bus
6:25 PM
Cheapest Month
Mar
Cheapest Day
Mon
High Season
Jul - Sep
Low Season
Oct - Dec
Busiest Day
Sat
Least Busy Day
Sat
Best time to book
1 day
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information

Bus providers: Greyhound, Indian Trails from Sheboygan, WI to Chicago, ILYou can travel by bus between Sheboygan, WI to Chicago, IL with Greyhound, Indian Trails for as low as $28 (€23). When you search for schedules and tickets, Omio will show you the best journey

Greyhound

About
Greyhound Lines, Inc. is a prominent American intercity bus transportation provider, established in 1914. It operates the largest intercity bus network in the United States, also extending services to Canada and Mexico. Greyhound is known for offering affordable and reliable long-distance travel, connecting major cities and rural communities across North America. The company's buses are equipped with amenities such as free Wi-Fi, power outlets, and extra legroom to enhance passenger comfort. Greyhound is a subsidiary of Flix SE, which also owns FlixBus, and together they offer an extensive network of over 1,600 destinations.
Luggage & cancellation policy
Average Duration
3h 15m
Cheapest Price
$28 (€23)
Greyhound frequency
1 a day
Luggage included
One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
Additional luggage
$15 per additional bag.
Cancellation Policy
You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
Amenities on board the bus
Wifi
Food sold onboard
Seat reservation
Toilets
USB plugs
Accessibility
Assistance; Priority seating; Wheelchair-accessible buses.
Bikes
Bikes are allowed.
Learn more about Greyhound

Indian Trails

Luggage & cancellation policy
Average Duration
4h 5m
Cheapest Price
$45 (€36)
Indian Trails frequency
1 a day

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.

FAQs
Cheap bus tickets from Sheboygan, WI to Chicago, IL can start from as little as $28 (€23) when you book in advance. The average bus ticket price for Sheboygan, WI to Chicago, IL is $42 (€34) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by bus from Sheboygan, WI to Chicago, IL is 3h 15m to travel the 131 miles (211 km) long journey. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest bus from Sheboygan, WI to Chicago, IL leaves at 6:35 AM. Plan your trip with the Journey Planner from Omio.
The latest bus from Sheboygan, WI to Chicago, IL leaves at 6:25 PM.
There are 4 buses a day from Sheboygan, WI to Chicago, IL which require at least one change with Greyhound, Indian Trails. Schedules can vary on holidays or weekends with fewer buses.
When taking a bus from Sheboygan, WI to Chicago, IL, you can count on Greyhound, Indian Trails for the best way to get you to Chicago, IL. You can also check all possible bus companies who offer a service between Sheboygan, WI and Chicago, IL and compare the amenities they offer before buying a bus ticket.
A trip to Chicago, IL from Sheboygan, WI is worth doing but not as a day trip with a journey time of 3h 15m each way. Check with Omio app the best way to travel.
The cheapest month for a bus from Sheboygan, WI to Chicago, IL is March.
It's helpful to compare your options as there are 3 ways to travel between Sheboygan, WI and Chicago, IL including taking a bus, train, and flight.
Yes, there are bathrooms on board the bus from Sheboygan, WI to Chicago, IL for bus company Greyhound.
Yes, the following accessibility options are available when taking the bus from Sheboygan, WI to Chicago, IL:
  • Greyhound
    • Assistance
    • Priority seating
    • Wheelchair-accessible buses.
Some of the most interesting sights to explore in Chicago, IL are:
  • 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.
The best things to do in Chicago, IL include:
  • 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.
Whether you can cancel your bus ticket from Sheboygan, WI to Chicago, IL depends on the bus companies:
  • Greyhound
    • You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
Yes, bikes are allowed on board the bus with bus company Greyhound.
Tickets are often cheaper when booked early. Traveling during off-peak hours or on weekdays can help you save money. Sort results by price to quickly identify the most affordable options. Check for promotions or discounts available on our website and app.
Yes, there is food available to purchase on board the bus from Sheboygan, WI to Chicago, IL.
Yes, the following luggage options are included when booking a bus ticket from Sheboygan, WI to Chicago, IL:
  • Greyhound
    • One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
Yes, the following additional luggage options are available when booking a bus ticket from Sheboygan, WI to Chicago, IL:
  • Greyhound
    • $15 per additional bag.
Unfortunately, pets are not allowed on the bus from Sheboygan, WI to Chicago, IL.
You can reserve your seat on the bus from Sheboygan, WI to Chicago, IL with the following bus company: Greyhound
Yes, there are USB plugs on board the bus from Sheboygan, WI to Chicago, IL with the following bus company: Greyhound.
Yes, there is Wifi on board the bus from Sheboygan, WI to Chicago, IL with the following bus company: Greyhound.
Since neither Sheboygan, WI nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
We recommend using the train as it is the most popular way to get from Sheboygan, WI to Chicago, IL among Omio's users.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.

popular bus stations

Popular bus stations from Sheboygan, WI to Chicago, IL

Sheboygan
Chicago
The major bus station for departures in Sheboygan is Sheboygan, Pennsylvania Ave (Sheboygan Transit). Find all the information you need to know about services, amenities and connections at Sheboygan, Pennsylvania Ave (Sheboygan Transit) for your trip from Sheboygan to Chicago.
Sheboygan, Pennsylvania Ave (Sheboygan Transit)
information

More options for your journey from Sheboygan, WI to Chicago, IL

Here are some other resources that might have the information you need

Return journeys for buses from Chicago, IL to Sheboygan, WI
Trains from Sheboygan, WI to Chicago, IL
Tickets and more information for coaches to Chicago, IL
HomeBusesBuses in USABus tickets to Chicago, ILSheboygan, WI to Chicago, IL bus

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