Travel Information
Compare bus, train, and flight for Sheboygan, WI to Chicago, IL
Omio recommends booking the train as it is the most popular option from Sheboygan, WI to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from €38. For those with little time consider booking a flight which can get you there in 1h 7m. The ticket price range depends on the travel mode: a train costs an average of €38, and a flight costs an average of €239.
Distance: 131 miles (211 km)
Compare train with
Most popular Train | Bus | Flight |
|---|---|---|
€43 Average price Cheapest | €47 Average price | €280 Average price |
3h 6m Average total duration 2h 36m Onboard + 30m Additional time* | 3h 50m Average total duration 3h 20m Onboard + 30m Additional time* | 4h 7m Average total duration Fastest 1h 7m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options | Direct Options |
Compare prices and tickets Sheboygan, WI to Chicago, IL by bus, train, or flight
Compare bus, train, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Dec 17
Dec 18
Dec 19
Dec 20
Dec 21
Dec 22
Dec 23
Why should you book Sheboygan to Chicago trains with Omio?
Amtrak operates all train services from Sheboygan to Chicago. Omio is the only official third party seller for Amtrak tickets.
Why book with Omio vs Amtrak?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Amtrak with all available travel options, which are bus, train and flight to ensure you get the best deal for traveling from Sheboygan to Chicago.
Why book with Omio over Trainline and Rail Europe?
- Official reseller: Amtrak tickets can only be bought on Omio or Amtrak's website as Omio is the only official third party seller for Amtrak tickets. Trainline, RailEurope, and Rail.Ninja do not sell Amtrak tickets as they are not official sellers.
- Multiple modes of transport: Omio allows you to compare travel options including bus, train and flight to find the ideal travel option from Sheboygan to Chicago.
Journey information
Overview: Train from Sheboygan, WI to Chicago, IL
Trains from Sheboygan, WI to Chicago, IL run on average 5 times per day, taking around 2h 36m. Cheap train tickets for this journey start at $48 (€38) if you book in advance.
The earliest train runs at 06:35, the last at 17:08. The fastest train covers the 131 miles (211 km) distance in 4h 44m.
Distance 131 miles (211 km) |
Average train duration 2h 36m |
Cheapest ticket price $48 (€38) |
Trains per day 5 |
Fastest train 4h 44m |
First train 06:35 |
Last train 17:08 |
Train companies: Amtrak from Sheboygan, WI to Chicago, IL trainsAmtrak trains will get you between Sheboygan, WI and Chicago, IL from $48 (€38). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
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.

popular train stations
Popular train stations from Sheboygan, WI to Chicago, IL
- 5:00 AM - 12:00 AM Monday - Sunday
- Free
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
- The Chicago Firehouse Restaurant
- Lou Mitchell's
- Outside the main entrance.
- Elevators, ramps, restrooms.
- $1
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
- Located in the main hall
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
- Bus: Several lines available
- CTA: Blue Line, Pink Line
More options for your journey from Sheboygan, WI to Chicago, IL
Here are some other resources that might have the information you need
