Cheap train tickets from Red Wing to Chicago
Find and compare the best ground travel options in one place.
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 Borealis train can make the trip in 6 hours and 44 minutes.
- Distance
- 309 mi (497 km)
- Fastest train
- 6h 44m
- Lowest price
- RON 196.48
- Trains per day
- 6
- Most frequent service
- Amtrak
- Train lines
- 3
Millions of travelers trust Wanderu every year to get:
Lowest Prices
We find the cheapest bus & train tickets, so you can wander for less.
Best Travel Options
We partner with 500+ carriers to bring you the most bus & train options.
Quick & Easy Booking
Book trips quickly with a simple, hassle-free checkout – online & on our app.
Fast Customer Support
We don’t monkey around. We respond within minutes to help you out.
See what travelers are saying about Wanderu:
Red Wing to Chicago Train Schedule

There are several train options that can take you from Red Wing to Chicago:
- Amtrak tickets: RON 254 one-way
- Amtrak Borealis tickets: RON 196 one-way
- Amtrak Empire Builder tickets: RON 244 one-way
What is the price of a train ticket from Red Wing to Chicago?
In the last month, train tickets from Red Wing to Chicago cost about RON 333 when booked at the cheapest time. Good news! You can find the cheapest tickets if you book your trip at least 25 days prior to the travel date. You’ll likely pay around RON 440.07 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 254 and RON 906. 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 427. 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 666 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 25 days ahead of time, you can save about RON 440.07 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 the most popular choice with travelers, offering scheduled service on 3 trains each day.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 3 | 9h 15m | RON 465.03 |
| Amtrak Borealis | 1 | 6h 46m | RON 351.07 |
| Amtrak Empire Builder | 2 | 7h 1m | RON 675.62 |
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 3 Amtrak trains from Red Wing to Chicago every day, as well as 3 trips on the weekends, with prices starting from RON 253.99.










Amtrak Borealis train tickets from Red Wing to Chicago start from RON 196.48, and on average cost RON 351.07. Daily, Amtrak Borealis runs one schedule 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 46 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 196.48 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 6 scheduled trains on most days. Of these, 3 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
6
Direct trains
3
The distance between Red Wing and Chicago is approximately 309 miles. 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.
Distance (mi)
309
Distance (km)
497
The earliest train departs Red Wing at 9:44 AM while the last train of the day leaves at 12:37 PM. 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 Sunday instead, as it tends to be the least crowded day of the week.
Busiest
Friday
Least crowded
Sunday
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?
Search Train TicketsPlan your next adventure
More trains from Red Wing
- Detroit Lakes to St Paul TrainRON 249+
- Red Wing to Winona TrainRON 53+
- Rochester, MN to Chicago, IL Train
- Rochester to Pittsburgh Train
- Saint Cloud to St Paul TrainRON 105+
- Saint Cloud to Seattle TrainRON 1,179+
- Staples to West Glacier TrainRON 915+
- Winona to St Paul TrainRON 77+
- Winona to Milwaukee TrainRON 225+
- Red Wing to St Paul TrainRON 38+
- Red Wing to Milwaukee TrainRON 216+
- Rochester to St Paul Train
- Saint Cloud to Chicago TrainRON 575+
- Saint Cloud to West Glacier TrainRON 752+
- St Paul to Chicago TrainRON 474+
- Winona to Chicago TrainRON 331+
- Winona to La Crosse TrainRON 48+
- Winona to Wisconsin Dells TrainRON 101+
Continue by train from Chicago
- Chicago to Toronto TrainRON 858+
- Chicago to Miami TrainRON 1,462+
- Chicago to New Orleans TrainRON 834+
- Chicago to Detroit TrainRON 374+
- Chicago to Holland TrainRON 153+
- Chicago to St Louis TrainRON 311+
- Chicago to Buffalo TrainRON 532+
- Chicago to Cincinnati TrainRON 311+
- Chicago to Memphis TrainRON 489+
- Chicago to Denver TrainRON 906+
- Chicago to Atlanta TrainRON 1,418+
- Chicago, IL to Springfield, MA TrainRON 982+
- Chicago to East Lansing TrainRON 302+
- Chicago to St Paul TrainRON 441+
- Chicago to Omaha TrainRON 546+
- Chicago to New York TrainRON 1,059+
- Chicago to Philadelphia TrainRON 944+
- Chicago to Milwaukee TrainRON 129+
Check out these popular routes
- Montreal to Québec City TrainRON 182+
- Los Angeles to San Francisco TrainRON 374+
- San Francisco to Los Angeles TrainRON 345+
- Washington DC to New York TrainRON 738+
- Boston to New York TrainRON 776+
- St Paul to Chicago TrainRON 474+
- New York to Providence TrainRON 724+
- Providence to Boston TrainRON 187+
- Seattle, WA to Vancouver, WA TrainRON 225+
- Los Angeles to San Diego TrainRON 187+
- San Diego to Los Angeles TrainRON 177+
- Washington DC to Boston TrainRON 1,179+
- Boston to Washington DC TrainRON 1,232+
- Portland, ME to Seattle, WA TrainRON 2,133+
- New York to Boston TrainRON 714+
- Portland to Seattle TrainRON 225+
- Seattle to Portland TrainRON 225+
- Milwaukee to Chicago TrainRON 134+

Wanderu is the simplest way to book bus and train travel.
With just a quick search on Wanderu, you can compare bus and train schedules and prices from hundreds of travel companies in one convenient place to find the trip that works best for you. Wanderu’s simple checkout process makes it easy to book cheap bus and train tickets hassle-free. Most importantly, as Wanderu is an official partner of all leading bus and train companies, we always have the best bus and train deals out there.




