Red Wing
Red Wing
Chicago
Chicago
Train Driving

Red Wing to Chicago

Updated: 31 May 2026

To travel from Red Wing to Chicago, you can take the Amtrak Empire Builder to St. Paul and transfer to the Empire Builder to Chicago, or drive via I-94 E. Driving is faster, but the train is a classic Midwest journey. Chicago is a major city with endless attractions.

Total Distance: Driving distance 600 km; Straight-line air distance 550 km.
Fastest Way
Driving via I-94 E.
Cheapest Way
Amtrak train if booked in advance.
Compare Red Wing to Chicago Routes
Train
Direct
Driving
Direct
Duration 8 hours 6 hours
Avg Price $80 - $150 $70 (fuel)
Operator Amtrak Empire Builder N/A
Route Red Wing Station to Chicago Union Station. I-94 E.
Tip The train is very comfortable and scenic. Traffic can be heavy near Chicago.
Travel Tips
  • CTA
    Use the 'L' train system to get around.
  • Pizza
    Try authentic Chicago-style deep-dish pizza.
  • Walking
    Downtown Chicago is very walkable.
  • Architecture
    Take an architecture boat tour.
  • Weather
    Winters are very cold; visit in summer or fall.
Safety Tips
  • Awareness
    Stay in well-populated areas.
  • Public Transit
    The 'L' is safe, but be aware of your surroundings.
  • Parking
    Parking is expensive; use public transit.
  • Nighttime
    Avoid walking alone in isolated areas.
People Also Ask
  • Is the train better than driving?
    The train is more relaxing.
  • How far is Chicago?
    About 370 miles from Red Wing.
  • Is Chicago safe?
    Like any big city, stay in tourist-friendly areas.
  • What is the best way to get around?
    The 'L' train and walking.
  • Do I need a car?
    No, a car is unnecessary.
Quick Info
  • From Red Wing, Minnesota, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

Summer for festivals or fall for pleasant weather.

Things to Do in Chicago
1
Millennium Park
Home to the iconic Cloud Gate sculpture.
2
Willis Tower
Offers incredible views of the city.
3
Art Institute of Chicago
One of the oldest and largest art museums in the US.
4
Navy Pier
A popular destination with rides and lakefront views.
Tags
Red Wing to Chicago Amtrak to Chicago driving to Chicago Midwest travel best way to Chicago Red Wing transport
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