- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Sep 19
$34
Average ticket price on Sep 19
$40
Fastest journey on Sep 19
4 h 58 m
Average journey duration on Sep 19
5 h 6 m
Trains on Sep 19
4
Distance
364 km
The best way to find a cheap train ticket from La Crosse, 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 La Crosse, WI to Chicago, IL will cost around $40 if you buy it on the day, but the cheapest tickets can be found for only $34.
On Sat, Sep 19, we found 4 trains from La Crosse, WI to Chicago, IL, including 4 direct services.
On Sat, Sep 19 the direct trains cover the 364 km distance in an average of 5 h 6 m but if you time it right, some trains will get you there in just 4 h 58 m .
On Sat, Sep 19 the slowest trains will take 5 h 19 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 La Crosse, WI to Chicago, IL among Omio's users. If you are prioritising price, take the train, with an average ticket price of $135 For those with little time, consider booking a train, which has an average total journey time of 5h 31m. Average ticket prices depend on the travel mode: a train costs an average of $135, while a train costs an average of $135.
Distance: 226 miles (364 km)
Most popular Train | Bus | Flight | Driving |
|---|---|---|---|
$135 Average price Cheapest | $63 Average price (fuel + tolls) | ||
5h 31m Average total duration Fastest 5h 1m Onboard + 30m Additional time* | 4h 13m Average total duration (door-to-door) | ||
Direct Options | Direct Options | Direct Options | Direct Options |
Tickets start at around $135 compared to roughly $63 in fuel and tolls — a saving of about $-72.56. The journey takes 5h 1m versus 4h 13m 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 La Crosse, WI to Chicago, IL trains for today, Friday, September 18. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 4:37 PM La Crosse, WI | 5h08 | 9:45 PM Chicago, IL | 0 transfersDirect | |
![]() | 5:37 PM La Crosse, WI | 5h08 | 10:45 PM Chicago, IL | 0 transfersDirect | |
![]() | 7:07 PM La Crosse, WI | 6h57 | 2:04 AM Chicago, IL | 0 transfersDirect | |
![]() | 7:17 PM La Crosse, WI | 6h47 | 2:04 AM Chicago, IL | 0 transfersDirect | |
![]() | 8:17 PM La Crosse, WI | 6h47 | 3:04 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 La Crosse, WI to Chicago, IL run on average 5 times per day, taking around 5h 1m. Cheap train tickets for this journey start at $34 if you book in advance.
There are 3 trains per day. The earliest train runs at 06:10, the last at 15:05. The fastest train covers the 226 miles (364 km) distance in 4h 49m.
Distance 226 miles (364 km) |
Average train duration 5h 1m |
Cheapest ticket price $34 |
Trains per day 5 |
Direct trains 3 |
Fastest train 4h 49m |
First train 6:10 AM |
Last train 3:05 PM |
Cheapest Month Nov |
Cheapest Day Tue |
High Season Jul - Sep |
Low Season Apr - Jun |
Busiest Day Wed |
Least Busy Day Sat |
Best time to book 1 day |
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
The train connection between La Crosse, WI and Chicago, IL is a convenient option for travelers looking to explore the vibrant city of Chicago. Operated by Amtrak, this route offers comfortable seating and scenic views along the way. With multiple departures throughout the day, passengers can easily plan their journey while enjoying a relaxing ride through picturesque landscapes.
The train connection from La Crosse, WI to Chicago, IL takes approximately 5 hours and 8 minutes. There is 1 direct connection available per day, departing from La Crosse Amtrak Station and arriving at Union Station in Chicago.
The first daily train journey departs from La Crosse at 16:37 and arrives in Chicago at 17:37. This connection offers a convenient option for travelers looking to explore the vibrant culture of Chicago after a scenic ride through Wisconsin.
The cheapest ticket price for the train connection between La Crosse and Chicago is $49 (44.1€). This fare provides an affordable 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 over four feet outside of the building! As we explore this landmark, you'll discover how it has become a vital part of Chicago’s skyline and an essential stop for visitors seeking panoramic vistas.
Next up is Millennium Park, a vibrant urban oasis that opened in 2004 and quickly became one of Chicago's most beloved attractions. 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 seamlessly blends nature with culture while providing spaces for relaxation and recreation amidst towering city buildings. Its unique design features sustainable landscaping elements that enhance both beauty and environmental consciousness—a true testament to modern urban planning.
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 its amusement rides like The Centennial Wheel offering thrilling views over Lake Michigan alongside diverse dining options and cultural events throughout every season, Navy Pier captures both nostalgia and excitement all at once. Don’t miss exploring its beautiful gardens or catching a show at one of its theaters; there truly is something here for everyone!
Find answers to the most common questions about traveling from La Crosse, 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.

Most La Crosse, WI to Chicago, IL trains use the La Crosse Amtrak Station to Union Station station pair. Use this guide to compare La Crosse, WI and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
La Crosse Amtrak Station is 3 km from La Crosse city centre. Public transport options include:
La Crosse Amtrak Station has practical services for this route, including Parking, Dining, Taxis, Accessibility, WC, Hotel, Ticket Office, Bike Parking, Information Desk, and Luggage Carts.
Food and drink options are available at La Crosse Amtrak Station.
Ticket office support is available at La Crosse Amtrak Station. Information desks are located in the main hall.
Available at La Crosse Amtrak Station: Parking, Taxis, WC.
Available at La Crosse Amtrak Station: Bike Parking.
Accessibility facilities are available at La Crosse Amtrak Station: Ramps.
Nearby hotels include Radisson Hotel La Crosse, Courtyard by Marriott La Crosse Downtown/Mississippi Riverfront.
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Free. ATMs are available in the train station.
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage storage is available at Union Station. Lost and found is available at the station.
Available at Union Station: Parking, Taxis, WC.
Available at Union Station: Bike Parking, Car Rental.
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
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