The cheapest and fastest trains from Wisconsin Dells, WI to Chicago, IL
Cheapest price
€21
Average price
€83
Fastest journey
3 h 31 m
Average duration
4 h 21 m
Trains per day
5
Distance
263 km
The best way to find a cheap train ticket from Wisconsin Dells, WI to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Wisconsin Dells, WI to Chicago, IL will cost around €83 if you buy it on the day, but the cheapest tickets can be found for only €21.
Of the 5 trains that leave Wisconsin Dells, WI for Chicago, IL on Sun, Dec 07, 5 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Dec 07 the direct trains cover the 263 km distance in an average of 4 h 21 m but if you time it right, some trains will get you there in just 3 h 31 m .
On Sun, Dec 07 the slowest trains will take 5 h 32 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.










Travel Information
Compare train, bus, and flight for Wisconsin Dells, WI to Chicago, IL
Omio recommends booking the train as it is the most popular option from Wisconsin Dells, WI to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from €26. For those with little time consider booking a flight which can get you there in 1h 8m. The ticket price range depends on the travel mode: a bus costs an average of €26, and a flight costs an average of €111.
Distance: 163 miles (263 km)
Compare train with
Most popular Train | Bus | Flight |
|---|---|---|
€67 Average price | €39 Average price Cheapest | €259 Average price |
4h 14m Average total duration 3h 44m Onboard + 30m Additional time* | 5h 1m Average total duration 4h 31m Onboard + 30m Additional time* | 4h 8m Average total duration Fastest 1h 8m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Wisconsin Dells, WI to Chicago, IL train times
The table below shows live departures for Wisconsin Dells, WI to Chicago, IL trains for today, Saturday, December 6. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 5:58 PM Wisconsin Dells, WI | 6h23 | 12:21 AM Chicago, IL | 0 transfersDirect | |
![]() | 8:32 PM Wisconsin Dells, WI | 3h49 | 12:21 AM Chicago, IL | 0 transfersDirect | |
![]() | 8:37 PM Wisconsin Dells, WI | 3h44 | 12:21 AM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Wisconsin Dells, WI to Chicago, IL by train, bus, or flight
Compare train, bus, 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 07
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Dec 13
Journey information
Overview: Train from Wisconsin Dells, WI to Chicago, IL
Trains from Wisconsin Dells, WI to Chicago, IL run on average 5 times per day, taking around 3h 44m. Cheap train tickets for this journey start at $26 (€21) if you book in advance.
There are 3 trains per day. The earliest train runs at 06:10, the last at 15:58. The fastest train covers the 163 miles (263 km) distance in 3h 31m.
Distance 163 miles (263 km) |
Average train duration 3h 44m |
Cheapest ticket price $26 (€21) |
Trains per day 5 |
Direct trains 3 |
Fastest train 3h 31m |
First train 06:10 |
Last train 15:58 |
Train companies: Amtrak from Wisconsin Dells, WI to Chicago, IL trainsAmtrak trains will get you between Wisconsin Dells, WI and Chicago, IL from $26 (€21). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
Traveling by train from Wisconsin Dells, WI to Chicago, IL
Traveling between Wisconsin Dells, WI and Chicago, IL is a scenic journey made convenient by Amtrak. This train service offers comfortable rides with stunning views of the Midwest landscape along the way. With multiple departures daily, you can easily plan your trip to explore the vibrant culture and attractions that both cities have to offer. Whether you're heading for a weekend getaway or just passing through, Amtrak ensures a smooth connection between these two popular destinations.
Train Connection: Wisconsin Dells to Chicago
Traveling from Wisconsin Dells, WI to Chicago, IL takes approximately 3 hours and 16 minutes. There is 1 direct connection available per day between these two cities. Passengers will depart from Wisconsin Dells Station, WI and arrive at Union Station, IL.
Wisconsin Dells to Chicago Train Connection
The first daily train journey from Wisconsin Dells, WI to Chicago, IL departs at 5:58 PM. The last departure for this route is scheduled for 8:58 PM.
Train Tickets Price for Wisconsin Dells, WI to Chicago, IL
The cheapest ticket price for the train connection from Wisconsin Dells to Chicago is $24 (22€). The average ticket price typically hovers around $46 (41.4€), making it a convenient option for travelers looking to explore these two cities in the Midwest.
Exploring Chicago: Iconic Landmarks and Vibrant Culture
Welcome to the Willis Tower, once known as the Sears Tower, which held the title of the tallest building in the world for 25 years after its completion in 1973. This iconic skyscraper not only symbolizes Chicago's architectural innovation but also offers breathtaking views from its Skydeck on the 103rd floor, where you can step out onto The Ledge—glass boxes that extend beyond the building’s edge! As we explore this landmark, you'll discover how it has become a central part of Chicago's skyline and an enduring symbol of American ingenuity.
Next up is Millennium Park, a vibrant urban oasis that opened in 2004 and quickly became one of Chicago’s most beloved public spaces. Home to stunning art installations like Anish Kapoor's Cloud Gate (affectionately known as "The Bean") and outdoor concerts at Jay Pritzker Pavilion, this park represents both cultural significance and community engagement. Its unique blend of nature with modern architecture creates an inviting atmosphere perfect for relaxation or exploration.
Finally, let’s head over to Navy Pier—a historic waterfront destination originally built in 1916 as a shipping facility—and now transformed into a lively entertainment hub attracting millions each year. With attractions such as rides at Pier Park, dining options overlooking Lake Michigan, and seasonal events like fireworks displays during summer nights; Navy Pier embodies fun for all ages while celebrating our city's rich maritime history. Don't miss taking a stroll along its picturesque boardwalks where every view tells another story about Chicago!
FAQs: Trains from Wisconsin Dells, WI to Chicago, IL
Find answers to the most common questions about traveling from Wisconsin Dells, 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 Wisconsin Dells, WI to Chicago, IL
- Parking is available at the station.
- Outside the main entrance.
- Ramps.
- Free
- Chula Vista Resort
- Wilderness Resort
- Hilton Garden Inn Wisconsin Dells
- The station has an enclosed waiting area.
- Bus: Local bus services available
- 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 Wisconsin Dells, WI
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