- Must visit
Art Institute Of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
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The cheapest and fastest buses from Sheboygan, WI to Chicago, IL
Showing times and prices for Jul 11
Cheapest price
$32
Average price
$32
Fastest journey
3 h 15 m
Average duration
3 h 15 m
Buses per day
1
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 $32 if you buy it on the day, but the cheapest tickets can be found for only $32.
Fast buses
Of the 1 buses that leave Sheboygan, WI for Chicago, IL on Sat, Jul 11, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Jul 11 the direct buses cover the 211 km distance in an average of 3 h 15 m but if you time it right, some buses will get you there in just 3 h 15 m .
On Sat, Jul 11 the slowest buses will take 3 h 15 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.
6:25 PM3h15Sheboygan, Pennsylvania Ave (Sheboygan Transit)9:40 PMChicago, Greyhound Bus Station$321One-way0 transfers
- 6:25 PM3h15Sheboygan, Pennsylvania Ave (Sheboygan Transit)9:40 PMChicago, Greyhound Bus Station$321One-way0 transfers
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 $105.
Distance: 131 miles (211 km)
Compare bus with
| Bus | Most popular Train | Flight | Driving |
|---|---|---|---|
$41 Average price Cheapest | $50 Average price | $202 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 $41 (€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 $50 (€41).
A bus is $160 (€132) less than a flight for this route with tickets for a flight from Sheboygan, WI to Chicago, IL costing on average $202 (€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 $-6.78 (€-5.58) compared to fuel and tolls ($41 (€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
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Indian Trails | Departure Time 07:10AM | Arrival Time 05:35PM | Duration 10h25 | Departure days Wed | Cheapest price $44 |
Operator Amtrak | Departure Time 12:35PM | Arrival Time 06:29PM | Duration 5h54 | Departure days Mon, Thu | Cheapest price $48 |
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, Fri, Sat, Sun | Cheapest price $32 |
Operator Greyhound | Departure Time 11:25PM | Arrival Time 02:40AM | Duration 3h15 | Departure days Mon, Tue, Thu | 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, Friday, July 10. You can also manually refresh the results below to see updated bus journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 6:25 PM Sheboygan, Pennsylvania Ave (Sheboygan Transit) | 3h15 | 9:40 PM Chicago, Greyhound Bus Station | 0 transfersDirect | |
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.
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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
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.
Indian Trails
Luggage & cancellation policy
Average Duration
4h 5m
Cheapest Price
$44 (€36)
Indian Trails frequency
1 a day
Complete guide to Chicago
Things to do in Chicago
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
- Must visit
Field Museum
A top natural history museum known for Sue the T. rex, ancient cultures, fossils, and broad science collections.
- Must visit
Museum Of Science And Industry
A large hands-on science museum with a German submarine, space exhibits, and interactive engineering displays.
- Must visit
Millennium Park
Chicago’s signature downtown park, home to Cloud Gate, gardens, public art, and major seasonal events.
- Must visit
The Magnificent Mile
The city’s best-known avenue for architecture, shopping, and bustling urban energy along North Michigan Avenue.
- Must visit
Chicago Riverwalk
A popular pedestrian waterfront with excellent skyline views, bridges, and easy access to boat architecture tours.
Chicago-Style Deep-Dish Pizza
A thick, buttery crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce. It is one of Chicago’s most iconic and debated local specialties.
Chicago-Style Hot Dog
An all-beef hot dog on a poppy seed bun topped with yellow mustard, relish, onions, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food served without ketchup.
Italian Beef Sandwich
Thinly sliced seasoned roast beef piled onto an Italian roll, often dipped in its juices and topped with sweet peppers or giardiniera. It is a defining working-class Chicago sandwich.
Alinea
Chicago’s world-famous fine-dining restaurant known for highly creative tasting menus and theatrical presentation. It offers one of the city’s most celebrated upscale dining experiences.
Ricobene's
A beloved casual institution best known for breaded steak sandwiches and hearty Italian-American comfort food. It has a loyal local following and an old-school atmosphere.
Lou Malnati's Pizzeria
A legendary Chicago chain celebrated for buttery-crust deep-dish pizza and a classic casual atmosphere. One of the city’s best-known places to try this signature dish.
United States Dollar
Chicago is pricey for hotels and dining, but budget eats and public transit help keep daily costs manageable.
Average meal costs
- Budget
- USD 10-18 for fast food or casual takeout.
- Mid-range
- USD 25-45 per person at a mid-range restaurant.
- Fine dining
- USD 90+ per person before drinks and tax.
- Coffee
- USD 4-7 for a regular coffee or latte.
Tipping culture
Tip 18-20% at restaurants; 15-20% for taxis and rideshares; USD 1-2 per drink at bars; USD 1-2 per bag for bellhops; USD 2-5 per night for housekeeping.
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.
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 $41 (€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, the following accessibility options are available when taking the bus from Sheboygan, WI to Chicago, IL:
- Greyhound
- Assistance
- Priority seating
- Wheelchair-accessible buses.
Yes, there are bathrooms on board the bus from Sheboygan, WI to Chicago, IL for bus company Greyhound.
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
Most Sheboygan, WI to Chicago, IL buses use the Sheboygan, Pennsylvania Ave (Sheboygan Transit) to Chicago, Greyhound Bus Station station pair. Use this guide to compare Sheboygan, WI and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Departure bus stations in Sheboygan
Arrival bus stations in Chicago
Sheboygan, Pennsylvania Ave (Sheboygan Transit)
Chicago, Greyhound Bus Station
City-centre transport
Getting to Chicago, Greyhound Bus Station from Chicago city centre
Bus7 · 8m · $4 · every ~6 min
More options for your journey from Sheboygan, WI to Chicago, IL
Here are some other resources that might have the information you need
Most popular buses to and from Chicago, IL and Sheboygan, WI
Most popular bus connections to Chicago, IL
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