Cheap train tickets from Red Wing to Chicago
Find and compare the best ground travel options in one place.
Trip Summary
There are usually 5 daily train trips available from Red Wing to Chicago. Traveling by train from Red Wing to Chicago usually takes 7 hours and 53 minutes, but the fastest Amtrak Borealis train can make the trip in 6 hours and 44 minutes.
- Distance
- 309 mi (497 km)
- Fastest train
- 6h 44m
- Lowest price
- RON 189.30
- Trains per day
- 3
- Most frequent service
- Amtrak
- Train lines
- 3
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Red Wing to Chicago Train Schedule

There are several train options that can take you from Red Wing to Chicago:
- Amtrak tickets: RON 245 one-way
- Amtrak Borealis tickets: RON 189 one-way
- Amtrak Empire Builder tickets: RON 443 one-way
What is the price of a train ticket from Red Wing to Chicago?
In the last month, the average price of a train ticket from Red Wing to Chicago was RON 376.29. Good news! You can find the cheapest tickets if you book your trip at least 22 days prior to the travel date. You’ll likely pay around RON 887.64 more if you wait to book until the last minute.
Average train ticket prices from Red Wing to Chicago by travel date
Over the next 30 days, a one-way train trip from Red Wing to Chicago will cost between RON 286 and RON 748. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from Red Wing to Chicago by month
Ticket prices for the train from Red Wing to Chicago often fluctuate based on the time of year. For the best prices on this route, book in February when the average ticket price is only RON 416. If you're thinking of traveling from Red Wing to Chicago during July, keep in mind that train ticket prices may be higher than usual, with an average price of RON 637 during this time of year. The best way to score a cheap deal, even in July, is to book your trip well in advance.
Prices as travel date approaches
By booking your train trip from Red Wing to Chicago on Wanderu at least 22 days ahead of time, you can save about RON 887.64 on your ticket. Waiting until the last minute means missing out on these savings!
Which train should you take from Red Wing to Chicago?
There are 3 train lines with service from Red Wing to Chicago. Amtrak is your best bet, with 2 scheduled trains per day.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 9h 9m | RON 494.25 |
| Amtrak Borealis | 1 | 6h 52m | RON 416.75 |
| Amtrak Empire Builder | 2 | 7h 1m | RON 904.57 |
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 2 Amtrak trains from Red Wing to Chicago every day, as well as 2 trips on the weekends, with prices starting from RON 244.71.










Amtrak Borealis train tickets from Red Wing to Chicago start from RON 189.30, and on average cost RON 416.75. Daily there are 1 Amtrak Borealis schedules to Chicago. Amtrak Borealis in Red Wing leaves from 420 Levee St. And in Chicago trains arrive at Union Station.
From Red Wing to Chicago train travel on Amtrak Borealis takes 6 hours and 52 minutes. If you are looking to get to Chicago faster, Amtrak Borealis offers more express schedule options with a travel time of 6 hours and 44 minutes.
If you are looking to travel to Chicago on a weekend there is typically one Amtrak Borealis scheduled trip per day, which will cost RON 189.30 for a one-way weekend reservation from Red Wing.
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
There are 5 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.
Trains per day
5
Direct trains
3
The distance between Red Wing and Chicago is approximately 309 miles, or 497 kilometers. The average train journey between these two cities takes 7 hours and 53 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.
Distance (mi)
309
Distance (km)
497
The earliest train departs Red Wing at 9:44am while the last train of the day leaves at 12:37pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
First train
9:44am
Last train
12:37pm
Trains from Red Wing to Chicago are the most crowded on Friday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider traveling on Saturday instead, as it tends to be the least crowded day of the week.
Busiest
Friday
Least crowded
Saturday
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?
Main arrival station: Union Station


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:
- Union Station
Need a return trip from Chicago to Red Wing?
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