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Cheap train tickets from Sheboygan to Chicago

Find and compare the best ground travel options in one place.

Trip Summary

There is one daily train from Sheboygan to Chicago. Traveling by train from Sheboygan to Chicago usually takes 5 hours and 27 minutes, but the fastest Amtrak train can make the trip in 5 hours and 19 minutes.

Distance
129 mi (208 km)
Fastest train
5h 19m
Lowest price
CZK 865.81
Trains per day
0
Most frequent service
Amtrak
Train lines
1

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5k Reviews

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Sheboygan to Chicago Train Schedule

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Train Trip Reviews from Wanderu Customers

Average score for trains from Sheboygan to Chicago (Based on 2 ratings and reviews)

5.0

5.0

kim

January 13, 2022 - Visiting family

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

5.0

Kristine

February 8, 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

There are several train options that can take you from Sheboygan to Chicago:

See more details

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

In the last month, the average price of a train ticket from Sheboygan to Chicago was CZK 866. Compared to most train fares, this is an excellent price. Good news! You can find the cheapest tickets if you book your trip at least 18 days prior to the travel date. You’ll likely pay around CZK 324.68 more if you wait to book until the last minute.

Average train ticket prices from Sheboygan to Chicago by travel date

CZK 1,200CZK 800CZK 400OctOct

Over the next 30 days, a one-way train trip from Sheboygan to Chicago will cost between CZK 823 and CZK 1,190. Book in advance to secure the best price in the next few weeks.

Average train ticket prices from Sheboygan to Chicago by month

CZK 1,175CZK 940CZK 705CZK 470CZK 235JFMAMJJASOND

Ticket prices for the train from Sheboygan to Chicago often fluctuate based on the time of year. For the best prices on this route, book in April when the average ticket price is only CZK 974. If you're thinking of traveling from Sheboygan to Chicago during December, keep in mind that train ticket prices may be higher than usual, with an average price of CZK 1,169 during this time of year. The best way to score a cheap deal, even in December, is to book your trip well in advance.

Prices as travel date approaches

CZK 1,200CZK 960CZK 720CZK 480CZK 240

By booking your train trip from Sheboygan to Chicago on Wanderu at least 18 days ahead of time, you can save about CZK 324.68 on your ticket. Waiting until the last minute means missing out on these savings!

Which train should you take from Sheboygan to Chicago?

Amtrak is the one and only train line which connects Sheboygan to Chicago. Furthermore, there is only one train per day, so you will have to plan your travel around this limited availability. On the other hand, you won't have to spend a ton of time comparing a bunch of possible options.

TrainDaily TripsAvg. TimeAvg. Price
Amtrak15h 27mCZK 1,022.90

  • 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 1 Amtrak trains from Sheboygan to Chicago every day, as well as 1 trips on the weekends, with prices starting from CZK 865.81.

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Frequently asked questions about traveling by train from Sheboygan to Chicago

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.

Typically there is only one scheduled train per day. However, it is not a direct train. This means that you will need to disembark from your original train and board a connecting train at some point during your journey. You will need to remember to bring your carry-on luggage with you when you transfer trains. Depending on the carrier's policy, 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.

Trains per day

1

Direct trains

0

The distance between Sheboygan and Chicago is approximately 129 miles. The average train journey between these two cities takes 5 hours and 27 minutes, although the absolute fastest you could get there is 5 hours and 19 minutes. 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.

Distance (mi)

129

Distance (km)

208

Most days, there is only one train which leaves Sheboygan at 7:10 AM and arrives in Chicago around 5 hours later.

First train

7:10am

Last train

7:10am

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.

Busiest

Saturday

Least crowded

Monday

City Information

Chicago

CHI-0CHI-1CHI-2

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?

Main arrival station: Union Station

Chicago, IL - Union Station - CHIUST-0CHIUST-2

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.

All train stations in Chicago:

  • Union Station

Need a return trip from Chicago to Sheboygan?

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