- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
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The cheapest and fastest trains from Sheboygan, WI to Chicago, IL
Showing times, prices and bookable tickets for Oct 10
Cheapest price on Oct 10
$51
Average ticket price on Oct 10
$52
Fastest journey on Oct 10
5 h 19 m
Average journey duration on Oct 10
5 h 19 m
Trains on Oct 10
2
Distance
211 km
Cheap tickets
The best way to find a cheap train 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 $52 if you buy it on the day, but the cheapest tickets can be found for only $51.
Fast trains
On Sat, Oct 10, we found 2 trains from Sheboygan, WI to Chicago, IL, including 2 direct services.
On Sat, Oct 10 the direct trains cover the 211 km distance in an average of 5 h 19 m but if you time it right, some trains will get you there in just 5 h 19 m .
On Sat, Oct 10 the slowest trains will take 5 h 19 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.
1:10 PM5h19Sheboygan, WI6:29 PMChicago, IL$511One-way0 transfers- 12:10 PM5h19Sheboygan, WI5:29 PMChicago, IL$541One-way0 transfers
- 1:10 PM5h19Sheboygan, WI6:29 PMChicago, IL$511One-way0 transfers
- 12:10 PM5h19Sheboygan, WI5:29 PMChicago, IL$541One-way0 transfers
Journey information
Overview: Train from Sheboygan, WI to Chicago, IL
USAUSA
Take a train from Sheboygan, WI to Chicago, IL and enjoy the approximately 131 miles (211 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
The earliest train runs at 06:35, the last at 17:08.
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
Cheapest alternative travel mode
Bus from $31 (€26)
Distance 131 miles (211 km) |
First train 6:35 AM |
Last train 5:08 PM |
Cheapest Month Jun |
Cheapest Day Tue |
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
Cheapest alternative travel mode
Bus from $31 (€26)
Live departures
Sheboygan, WI to Chicago, IL train times
The table below shows live departures for Sheboygan, WI to Chicago, IL trains for today, Friday, October 9. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 12:10 PM Sheboygan, WI | 5h19 | 5:29 PM Chicago, IL | 0 transfersDirect | |
| 10:20 PM Sheboygan, WI | 4h44 | 3:04 AM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Complete guide to Chicago, IL
Things to do in Chicago, IL
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
- Must visit
Field Museum
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
- Must visit
Museum of Science and Industry
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
- Must visit
Millennium Park
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
- Must visit
Magnificent Mile
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
- Must visit
Chicago Riverwalk
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-Dish Pizza
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
Chicago-Style Hot Dog
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian Beef Sandwich
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Johnnie's Beef
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Superdawg Drive-In
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
Alinea
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
US dollar ($)
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $20-40 per person for a restaurant meal.
- Fine dining
- $75+ per person for upscale restaurants.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
FAQs: Trains from Sheboygan, WI to Chicago, IL
Find answers to the most common questions about traveling from Sheboygan, WI to Chicago, IL by train. 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 train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.
The distance by train from Sheboygan, WI to Chicago, IL is 131 miles (211 km).
The first train from Sheboygan, WI to Chicago, IL leaves at 6:35 AM.
The last train from Sheboygan, WI to Chicago, IL leaves at 5:08 PM.
Unfortunately, there is no night train available from Sheboygan, WI to Chicago, IL.
The train journey from Sheboygan, WI to Chicago, IL offers a mix of urban and rural landscapes, featuring views of the Wisconsin countryside, Lake Michigan, and glimpses of suburban towns, but it is not typically noted for being particularly scenic.
No, you cannot take the train from Sheboygan, WI to Chicago, IL.
Popular day trips by train from Chicago, IL include Milwaukee, WI, South Bend, IN, New Buffalo, MI, Racine, WI, Elkhart, IN.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
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.
More options for your journey from Sheboygan, WI to Chicago, IL
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Most popular trains to and from Chicago, IL and Sheboygan, WI
Most popular train connections to Chicago, IL
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