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Chicago, IL, USA to Sheboygan, WI, USA from $9: 7 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Chicago, United States of America
to
Sheboygan, United States of America

How to Get from Chicago to Sheboygan: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$9 - Train, night busBest price
240 kmDistance
2h 33m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Sheboygan with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
Greyhound USA
Bus
Average Duration
3h  15m
Estimated price
$16-55
Recommended
Company
Various
Train
Bus
Average Duration
3h  29m
Estimated price
$9-102
Cheapest
route map
Distance: 240 km
Duration: 2h 33m

See more options

Company
Various
Train
Drive
Average Duration
3h  37m
Estimated price
$10-124
Company
Various
Drive
Average Duration
2h  33m
Estimated price
$26-160
Company
FlixBus
Bus
Average Duration
4h  25m
Estimated price
$28-66
Company
Various
Plane
Drive
Average Duration
3h  57m
Estimated price
$98-161
Company
Various
Plane
Drive
Average Duration
4h  9m
Estimated price
$106-1606
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Traveling From Chicago to Sheboygan

The journey from Chicago, a bustling urban center full of architectural wonders and vibrant nightlife, to Sheboygan, a charming lakeside community known for its serene beaches and outdoor recreational activities, offers travelers a rich contrast in environments and experiences.

Best Neighbourhoods in Sheboygan

Sheboygan's neighborhoods offer diverse experiences for all visitors.

Downtown Sheboygan
• Vibrant dining and shopping scene.
• Hosts various cultural events throughout the year.
Deland Park
• Beautiful lakeside views and picnic areas.
• Popular spot for outdoor sports and walking trails.
North Side
• A family-friendly atmosphere with parks.
• Close proximity to museums and art galleries.

Best Times To Visit Sheboygan's Attractions

Understanding the timing of your visit can greatly enhance your experience in Sheboygan.

Kohler-Andrae State Park
Visit on weekdays in late spring for fewer crowds and blooming wildflowers.
Sheboygan's Riverfront
Early mornings or late afternoons in summer offer peaceful strolls without the crowds.
John Michael Kohler Arts Center
Weekday afternoons are ideal to enjoy exhibits with minimal visitors.

Sheboygan Weather: What to Expect Year-Round

Sheboygan experiences a continental climate, featuring cold winters and warm summers, making late spring and early fall the best times to enjoy the outdoors. Weather conditions can significantly influence your travel plans, so being prepared for changing temperatures is essential for maximizing your experience.

Dining Recommendation in Sheboygan

Try the Sheboygan-style bratwurst at a local favorite, The Sheboygan Brat House, where the unique blend of spices and fresh local ingredients reflect the town's German heritage. This dining experience provides a cozy, small-town atmosphere that stands in stark contrast to the bustling and diverse culinary scene of Chicago.

Chicago - Sheboygan operators

Explore transport companies operating between Chicago and Sheboygan, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Bus Show bus routes
Contact phone
+1 214-849-8100
Website
https://www.greyhound.com/

Bus from Chicago Bus Station to Sheboygan

Average Duration
3h 15m
Estimated price
$16-55

Bus from Milwaukee Bus Station to Sheboygan

Average Duration
1h
Estimated price
$552-1635
Contact phone
+1 (855) 626-8585
Website
https://flixbus.com/

Bus from Chicago Bus Station to Milwaukee Mitchell Airport

Average Duration
1h 35m
Estimated price
$9-168
Train
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/home.html

Train from Chicago Union Station to Milwaukee

Average Duration
1h 29m
Estimated price
$163-164

Train from Milwaukee to Sheboygan Amtrak Bus Stop

Average Duration
1h
Estimated price
$0-0
Contact phone
+1 800-872-7245
Website
http://www.amtrak.com

Train from Milwaukee to Sheboygan, WI

Average Duration
1h
Estimated price
$552-160
Plane Show flights
Website
united.com

Plane from Chicago O'Hare (ORD) to Appleton (ATW)

Average Duration
1h 12m
Estimated price
$100-162

Plane from Chicago O'Hare (ORD) to Green Bay (GRB)

Average Duration
1h 11m
Estimated price
$100-550
Website
aa.com

Plane from Chicago O'Hare (ORD) to Appleton (ATW)

Average Duration
1h 5m
Estimated price
$100-1600

Plane from Chicago O'Hare (ORD) to Green Bay (GRB)

Average Duration
1h 5m
Estimated price
$100-550
all-pages.other Show other routes
Contact phone
+1 800-292-3831
Website
https://www.indiantrails.com/

Other from Milwaukee, WI to Sheboygan, WI

Average Duration
1h
Estimated price
$553-28

Chicago to Sheboygan: Overview of Bus, Train, Flight, and Car Trips

Traveling between Chicago and Sheboygan offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on a picturesque road trip from Chicago to Sheboygan covering a distance of 147 miles. Enjoy a leisurely drive that takes around 2 hours and 33 minutes, filled with scenic views along the route. 💰 Explore the flexible price range to travel by car from Chicago to Sheboygan, with options ranging from $26 to $40. Plan your budget accordingly and choose the best deal that suits your travel preferences.
Average price
$26 - $40
🛫 Flying from Chicago to Sheboygan involves taking a direct flight from Chicago O'Hare Airport to Appleton Airport. This efficient journey typically takes around 56 minutes, making it a convenient option for travelers.
Departure Point
Chicago O'Hare Airport
Arrival Point
Appleton Airport
🚌 Traveling from Chicago to Sheboygan by bus is a convenient option with buses departing five times a week, typically on Monday, Thursday, Friday, Saturday, and Sunday. The journey usually takes around 3 hours and 15 minutes. 🛤️ Route 1 offers an alternative with a total travel time of 4 hours and 55 minutes covering a distance of 143 miles. This route involves a transfer in Minneapolis where you would board a bus from Chicago to Minneapolis, then switch to St. Paul-Minneapolis for the remainder of the journey to Sheboygan. 💰 Ticket prices for the Chicago to Sheboygan bus route range from $16 to $55, providing an affordable and efficient way to travel between these two cities in the Midwest. Consider the bus as a reliable option for your upcoming trip.
Departure Point
Chicago Bus Station
Arrival Point
Sheboygan station

Frequently asked questions

Find out more about the route from Chicago to Sheboygan.

Or choose the category:
The cheapest way to travel from Chicago to Sheboygan is by bus. Several bus companies operate on this route, with ticket prices ranging from $16 to $55. The journey takes approximately 3 hours and 15 minutes. Taking the bus not only offers affordability but also allows you to relax and enjoy the scenic views along the way.
The fastest way to travel from Chicago to Sheboygan is by driving. The journey takes approximately 2 hours and 33 minutes, depending on traffic conditions. The estimated cost of gas and tolls for a one-way trip ranges from $26 to $40. It is important to check for any road closures or construction updates before starting the journey to ensure a smooth and efficient travel experience.
The distance between Chicago and Sheboygan is approximately 130 miles. If you are driving, the road distance is approximately 147 miles. The actual travel time may vary depending on traffic conditions and the route taken. It is advisable to check for current road conditions and plan your journey accordingly to estimate the travel duration accurately.
The easiest way to travel from Chicago to Sheboygan without a car is by taking a bus. There are several bus companies that operate between the two cities, offering convenient and affordable options. The journey takes approximately 3 hours and 15 minutes, with ticket prices ranging from $16 to $55 depending on the operator and type of service. Simply check the bus schedules and book your tickets in advance to ensure a smooth journey.
The bus journey from Chicago to Sheboygan takes approximately 3 hours and 15 minutes, including any necessary transfers. Buses depart five times a week from the Chicago Bus Station. It is advisable to check the bus schedule in advance and arrive at the station early to ensure a smooth and timely journey.
There are plenty of accommodation options available in Sheboygan. With over 40 hotels to choose from, you'll find something to suit your needs and budget. Prices start at $49 per night, offering a range of affordable options for travelers. From boutique hotels to chain accommodations, there are choices catering to various preferences in Sheboygan.
Yes, you can drive from Chicago to Sheboygan. The driving distance is about 147 miles, and it takes approximately 2 hours and 33 minutes to complete the journey. You can take I-94 W/US-41 N to reach Sheboygan. Please note that travel times may vary depending on traffic conditions.
Yes, there is a direct bus between Chicago and Sheboygan. The bus departs from the Chicago Bus Station station and arrives directly in Sheboygan. The bus service operates five times a week, specifically on Mondays, Thursdays, Fridays, Saturdays, and Sundays. The journey on the bus takes approximately 3 hours and 15 minutes.
To catch the bus from Chicago to Sheboygan head to the Chicago Bus Station. This is where the Greyhound USA bus services depart from for the route. The Chicago Bus Station is conveniently located in downtown Chicago, making it easily accessible for travelers. Be sure to check the bus schedule and arrive at the station with enough time before your departure.
The bus from Chicago to Sheboygan arrives at the Sheboygan station. The Sheboygan station is conveniently located in the downtown area, making it easy to access nearby accommodations and attractions. Upon arrival, passengers can easily find transportation options to their final destination in Sheboygan.
The cost of a bus ticket from Chicago to Sheboygan can range from $16 to $55 depending on the bus company and time of travel. It is recommended to book your ticket in advance to secure the lowest fare. Additional charges may apply if you choose to bring extra luggage or reserve specific seating.
The cost to drive from Chicago to Sheboygan by car typically ranges from $26 to $40, depending on factors such as gas prices and vehicle efficiency. This estimate is based on the distance of approximately 145 miles. It's important to consider additional expenses such as tolls or parking fees when planning your trip.

Trips from Chicago