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3 trains operate daily from Sheboygan to Chicago. The train trip from Sheboygan to Chicago is usually about 4 hours and 22 minutes long. However, traveling on the fastest Amtrak train can get you there in as little as 3 hours and 1 minute.
| Distance | 129 mi (208 km) |
| Fastest train | 3h 1m |
| Lowest price | €35.28 |
| Most frequent service | Amtrak |
| Train lines | 1 |
Average score for trains from Sheboygan to Chicago
(Based on 2 ratings and reviews)
5.0
Pros: The pure ease of traveling by bus and train. Cons: Nothing it was all good.
5.0
Pros: I love that it is on time and it coincides with the Amtrak train in order to catch the train to chicago. Cons: I would love if more times were available. I went Saturday and the only time during the day was 6:45 am. Tips: None.
The average price for a train ticket from Sheboygan to Chicago is €39.69, Compared to most train fares, this is an excellent price. By booking your trip at least 17 days in advance, you increase your chances of scoring even cheaper tickets. But if you wait until the day of your trip to book tickets, expect to pay €5.82 more.
Amtrak is the one and only train line which connects Sheboygan to Chicago. However, there are 3 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 3 | 4h 23m | €44.19 |
Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 3 Amtrak trains from Sheboygan to Chicago every day, as well as 3 trips on the weekends, with prices starting from €35.
The distance between Sheboygan and Chicago is approximately 129 miles, or 208 kilometers. The average train journey between these two cities takes 4 hours and 22 minutes, although the absolute fastest you could get there is 3 hours and 1 minute.
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
Trains from Sheboygan to Chicago are the most crowded on Saturday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider traveling on Monday instead, as it tends to be the least crowded day of the week.
The earliest train departs Sheboygan at 7:00am while the last train of the day leaves at 4:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
There are 3 scheduled trains on most days. Unfortunately, none of them are direct connections, so you will need to disembark from your original train and board a connecting train during your journey. Don't forget to bring your carry-on luggage when you switch trains. In some instances, you may also be responsible for transferring your own checked baggage.
You can also take a train for your return trip from Chicago to Sheboygan.
Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.
There is one train station in Sheboygan.
Sheboygan Transit
Image credit: Jeramey Jannene
Link to image attribution
The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves bus carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.
Chicago (Union Station), Illinois
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