Travel Information
Compare bus, train, and flight for Chicago, IL to Sheboygan, WI
Omio recommends booking the train as it is the most popular option from Chicago, IL to Sheboygan, WI among Omio's users. If you are prioritising price take the train with prices starting from $43. For those with little time consider booking a flight which can get you there in 1h 0m. The ticket price range depends on the travel mode: a train costs an average of $43, and a flight costs an average of $95.
Distance: 131 miles (211 km)
Compare train with
Most popular Train | Bus | Flight |
|---|---|---|
$54 Average price Cheapest | $58 Average price | $202 Average price |
3h 3m Average total duration 2h 33m Onboard + 30m Additional time* | 3h 37m Average total duration 3h 7m Onboard + 30m Additional time* | 4h 0m Average total duration Fastest 1h 0m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Chicago, IL to Sheboygan, WI train times
The table below shows live departures for Chicago, IL to Sheboygan, WI trains for today, Tuesday, February 24. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
339 Hiawatha Service · 8539 AMTRAK | 11:08 PM Chicago Union Station, Chicago, IL | 3h37 | 2:45 AM Sheboygan Station, Sheboygan, WI | 1 transfer | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Sheboygan, WI 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.
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Journey information
Overview: Train from Chicago, IL to Sheboygan, WI
Trains from Chicago, IL to Sheboygan, WI run on average 3 times per day, taking around 2h 33m. Cheap train tickets for this journey start at $43 (€34) 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 3h 10m.
Distance 131 miles (211 km) |
Average train duration 2h 33m |
Cheapest ticket price $43 (€34) |
Trains per day 3 |
Fastest train 3h 10m |
First train 06:35 |
Last train 17:08 |
Train companies: Amtrak from Chicago, IL to Sheboygan, WI trainsAmtrak trains will get you between Chicago, IL and Sheboygan, WI from $43 (€34). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from Chicago, IL to Sheboygan, WI
Find answers to the most common questions about traveling from Chicago, IL to Sheboygan, WI 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 Sheboygan, WI, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Chicago, IL to Sheboygan, WI
- 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
Most popular train connections from Chicago, IL
More options for your journey from Chicago, IL to Sheboygan, WI
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