- Must visit
Art Institute Of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
Cheapest price
$27
Average price
$70
Fastest journey
3 h 34 m
Average duration
3 h 43 m
Trains per day
6
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 $70 if you buy it on the day, but the cheapest tickets can be found for only $27.
Of the 6 trains that leave Wisconsin Dells, WI for Chicago, IL on Sun, Jun 07, 6 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Jun 07 the direct trains cover the 263 km distance in an average of 3 h 43 m but if you time it right, some trains will get you there in just 3 h 34 m .
On Sun, Jun 07 the slowest trains will take 3 h 47 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.










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 $34. For those with little time consider booking a flight which can get you there in 1h 12m. The ticket price range depends on the travel mode: a bus costs an average of $34, and a flight costs an average of $213.
Distance: 163 miles (263 km)
Most popular Train | Bus | Flight | Driving |
|---|---|---|---|
$61 Average price | $53 Average price Cheapest | $346 Average price | $44 Average price (fuel + tolls) |
4h 15m Average total duration 3h 45m Onboard + 30m Additional time* | 5h 3m Average total duration 4h 33m Onboard + 30m Additional time* | 4h 12m Average total duration Fastest 1h 12m Onboard + 3h 0m Additional time* | 2h 59m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Wisconsin Dells, WI to Chicago, IL:
A bus is $8 (€6) less than a train for this route with tickets for a train from Wisconsin Dells, WI to Chicago, IL costing on average $61 (€49).
A bus is $292 (€237) less than a flight for this route with tickets for a flight from Wisconsin Dells, WI to Chicago, IL costing on average $346 (€281).
Other travel options to Chicago, IL take longer:
Train takes on average 3h 45m.
Bus takes on average 4h 33m.
Tickets start at around $61 (€49) compared to roughly $44 (€36) in fuel and tolls — a saving of about $-16.59 (€-13.46). The journey takes 3h 45m versus 2h 59m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
The table below shows live departures for Wisconsin Dells, WI to Chicago, IL trains for today, Saturday, June 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 | 3h47 | 9:45 PM Chicago, IL | 0 transfersDirect | |
![]() | 6:58 PM Wisconsin Dells, WI | 3h47 | 10:45 PM Chicago, IL | 0 transfersDirect | |
![]() | 8:37 PM Wisconsin Dells, WI | 3h44 | 12:21 AM Chicago, IL | 0 transfersDirect | |
![]() | 9:37 PM Wisconsin Dells, WI | 3h44 | 1:21 AM Chicago, IL | 0 transfersDirect | |
![]() | 9:55 PM Wisconsin Dells, WI | 3h26 | 1:21 AM Chicago, IL | 0 transfersDirect |
Find all the dates and times for this journey
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.
Trains from Wisconsin Dells, WI to Chicago, IL run on average 5 times per day, taking around 3h 45m. Cheap train tickets for this journey start at $25 (€20) if you book in advance.
There are 3 trains per day. The earliest train runs at 06:10, the last at 15:55. The fastest train covers the 163 miles (263 km) distance in 3h 26m.
Distance 163 miles (263 km) |
Average train duration 3h 45m |
Cheapest ticket price $25 (€20) |
Trains per day 5 |
Direct trains 3 |
Fastest train 3h 26m |
First train 6:10 AM |
Last train 3:55 PM |
Cheapest Month Feb |
Cheapest Day Sat |
High Season Jul - Sep |
Low Season Apr - Jun |
Busiest Day Fri |
Least Busy Day Mon |
Best time to book 42 days |
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
Major natural history museum known for Sue the T. rex, ancient cultures, and large family-friendly science exhibits.
Large hands-on science museum in Hyde Park with a U-505 submarine, aviation exhibits, and immersive interactive displays.
Chicago’s signature public space, home to Cloud Gate and major events, with strong appeal for first-time visitors and photographers.
Scenic pedestrian route along the Chicago River, popular for architecture views, strolling, and social-media-friendly city scenes.
Famous stretch of North Michigan Avenue known for landmark architecture, flagship stores, and busy big-city energy.
Chicago’s iconic thick-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
A classic Chicago sandwich of thin-sliced seasoned beef served on a roll, often dipped in jus and topped with giardiniera or sweet peppers.
A well-known Magnificent Mile restaurant serving Mediterranean-influenced small plates, charcuterie, and strong wine selections.
Chicago’s internationally acclaimed fine-dining restaurant known for inventive tasting menus and a polished, theatrical experience.
A legendary Chicago pizzeria best known for buttery-crust deep-dish pizza in a casual, family-friendly setting.
Moderate by U.S. big-city standards. Hotels can be pricey downtown, but food and transit offer good value.
Tip 18-20% at sit-down restaurants; 20%+ for great service. USD 1-2 per drink at bars, round up or 10-15% for taxis, and USD 1-2 per bag for hotel staff.
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.
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.
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.
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.
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!
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.

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