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Sheboygan to Chicago train

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Sheboygan - Chicago Train Timetable

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Trip Summary

3 trains operate daily from Sheboygan to Chicago. The train trip from Sheboygan to Chicago is usually about 3 hours and 52 minutes long. However, traveling on the fastest Amtrak train can get you there in as little as 2 hours and 54 minutes.

Distance129 mi (208 km)
Fastest train2h 54m
Lowest price€32.33
Most frequent serviceAmtrak
Train lines1

Train Trip Reviews from Wanderu Customers

Overall score for trains from Sheboygan to Chicago

(Based on 2 ratings and reviews)

5.0

5.0

kim

13 January 2022- Visiting family

Amtrak

Pros: The pure ease of traveling by bus and train. Cons: Nothing it was all good.

5.0

Kristine

8 February 2020- Business

Amtrak

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.

What is the price of a train ticket from Sheboygan to Chicago?

The average price for a train ticket from Sheboygan to Chicago is €34.79, Compared to most train fares, this is an excellent price. By booking your trip at least 19 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 €4.92 more.

Monthly average prices

€46€37€28€18€9AMJJASONDJFM
The price of a train ticket from Sheboygan to Chicago remains pretty stable, regardless of when you plan to travel. Tickets on this route usually cost €40 throughout the year.

Prices as travel date approaches

€46€37€28€18€93020100

Since ticket prices on this route stay pretty consistent, you don’t need to book way in advance. However, we recommend buying your train ticket to Chicago at least 48 hours before your scheduled departure to prevent any unpleasant surprises, like last-minute surges in price or sold-out tickets.

Which train should you take from Sheboygan to Chicago?

Amtrak is the one and only train line which connects Sheboygan to Chicago. However, there are 3 trains per day to choose from.

TrainDaily TripsAvg. TimeAvg. Price
Amtrak33h 53m€38.36
  • 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 €32.

Frequently Asked Questions

While the train is the main method of transportation from Sheboygan to Chicago, it will only take you part of the way there. Please note that part of your trip will be on a different vehicle, most commonly a bus or express shuttle.
The distance between Sheboygan and Chicago is approximately 129 miles, or 208 kilometers. The average train journey between these two cities takes 3 hours and 52 minutes, although the absolute fastest you could get there is 2 hours and 54 minutes. Although it takes a couple of hours each way, it's still possible to make a round trip in a single day. Since most trains are equipped with Wi-Fi, you should be able to browse the Internet or get some work done during your journey.

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 Thursday instead, as it tends to be the least crowded day of the week.

The earliest train departs Sheboygan at 06:00 while the last train of the day leaves at 16:00. 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.

City Information

Chicago

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.

Station Information

Where is the train station in Sheboygan?

Main departure station: Sheboygan Transit

There is one train station in Sheboygan.

All train stations in Sheboygan:

  • Sheboygan Transit

Where is the train station in Chicago?

Chicago, IL - Union Station - CHIUST-0

Image credit: Jeramey Jannene

Link to image attribution

Main arrival station: Chicago (Union Station), Illinois

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.

Train stations in Chicago:

  • Chicago (Union Station), Illinois

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