Cheap train tickets from Red Wing to Chicago
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Trip Summary
There are usually 6 daily train trips available from Red Wing to Chicago. Traveling by train from Red Wing to Chicago usually takes 8 hours and 3 minutes, but the fastest Amtrak train can make the trip in 6 hours and 44 minutes.
Distance | 309 mi (497 km) |
Fastest train | 6h 44m |
Lowest price | €36.05 |
Trains per day | 3 |
Most frequent service | Amtrak |
Train lines | 2 |

What is the price of a train ticket from Red Wing to Chicago?
The average price for a train ticket from Red Wing to Chicago is €50.41, By booking your trip at least 28 days in advance, you increase your chances of scoring even cheaper tickets. But if you wait until the day of your trip to book tickets, expect to pay €63.53 more.
Monthly avg. prices
Prices as travel date approaches
Planning ahead pays off when it comes to booking your train trip from Red Wing to Chicago. By reserving your ticket on Wanderu at least 28 days before departure, you can save around €63.53. Don't miss out on these savings — book in advance!
Which train should you take from Red Wing to Chicago?
2 train services operate from Red Wing to Chicago. Amtrak usually has more trains scheduled, with 4 trips per day. That said, it's still worth comparing the prices and trip durations:
Train | Daily Trips | Avg. Time | Avg. Price |
---|---|---|---|
Amtrak | 4 | 8h 34m | €81.92 |
Amtrak Empire Builder | 2 | 7h 2m | €102.99 |
Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 4 Amtrak trains from Red Wing to Chicago every day, as well as 4 trips on the weekends, with prices starting from €36.
The Amtrak Empire Builder is a long-distance passenger rail service that has been in operation since 1929. The full 2,200-mile route takes 45 hours to connect Chicago with the Pacific Northwest. Don’t let the length of the trip intimidate you; the Empire Builder is one of Amtrak’s most popular services, and often rated as the most scenic train route in the country. The sightseer lounge, home to enormous windows, is the perfect place to drink in the incredible views of the Mississippi River, the North Dakota Plains, Glacier National Park, and the Columbia River Gorge. Overnight trips on the Empire Builder include the option to book sleeper cabins, for a more comfortable journey and included meals. All passengers can purchase meals or snacks in the cafe car.
Frequently asked questions about traveling by train from Red Wing to Chicago
The distance between Red Wing and Chicago is approximately 309 miles, or 497 kilometers. The average train journey between these two cities takes 8 hours and 3 minutes, although the absolute fastest you could get there is 6 hours and 44 minutes.
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
On a weekly basis, the greatest number of passengers tend to travel by trains from Red Wing to Chicago on Monday. Tickets for Monday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Thursday. Thursday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.
The earliest train departs Red Wing at 9:00am while the last train of the day leaves at 12:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
There are 6 scheduled trains on most days. 3 of these are direct connections to Chicago. While direct trains may still make stops along the way, you will not need to switch trains at any point. If you're looking to get to your destination faster, a direct train is the convenient and time-efficient choice.
You can also take a train for your return trip from Chicago to Red Wing.
City Information
Chicago



Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.
Station Information
Where is the train station in Red Wing?
Main departure station: 420 Levee St
There is one train station in Red Wing.
All train stations in Red Wing:
420 Levee St
Where is the train station in Chicago?

Image credit: Jeramey Jannene
Link to image attribution
Main arrival station: Chicago (Union Station), Illinois
The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves bus carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.
All train stations in Chicago:
Chicago (Union Station), Illinois
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