Perryville
Perryville
Chicago
Chicago
Train Driving

Perryville to Chicago

Updated: 01 Jun 2026

The trip from Perryville to Chicago is a 380-mile journey heading north. You will take I-55 North the entire way, passing through St. Louis and Springfield, Illinois. The drive takes approximately 6 hours. Alternatively, you can drive to St. Louis and take the Amtrak Lincoln Service train to Chicago.

Total Distance: 610 km driving distance; 530 km straight-line air distance.
Fastest Way
Driving is the fastest, taking 6 hours compared to the train's 8+ hours.
Cheapest Way
Driving is generally cheaper if traveling with more than one person.
Compare Perryville to Chicago Routes
Train
Connecting
Driving
Direct
Duration 8 hours 6 hours
Avg Price $50-$120 $70-$90 in fuel
Operator Amtrak Personal Vehicle
Route Drive to St. Louis, then take the Lincoln Service to Union Station. I-55 North through St. Louis and Springfield, IL.
Tip Book tickets in advance for the best fares. Avoid entering Chicago during morning or evening rush hours.
Travel Tips
  • Parking
    Use apps like SpotHero to find affordable parking in downtown Chicago.
  • Public Transit
    Use the 'L' train system to get around the city efficiently.
  • Traffic
    I-55 traffic near Joliet can be heavy; check maps before leaving.
  • Dining
    Try deep-dish pizza at Lou Malnati's or Giordano's.
  • Weather
    Chicago is windy; pack layers regardless of the season.
Safety Tips
  • City Awareness
    Stay in well-lit, populated areas when walking at night.
  • Driving
    Chicago drivers are aggressive; stay alert and follow lane markings.
  • Theft
    Never leave valuables visible in your car, especially in parking garages.
  • Emergency
    Dial 911 for any emergencies; the city has a rapid response system.
People Also Ask
  • Is there a direct train?
    No, you must drive to St. Louis to catch the Amtrak train.
  • How long is the drive?
    It takes about 6 hours.
  • What is the best route?
    I-55 North is the most direct highway.
  • Are there tolls?
    Yes, expect tolls on the final approach to Chicago.
  • Is it better to fly?
    Driving is usually faster than flying when accounting for airport security.
Quick Info
  • From Perryville, Missouri, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

Summer for festivals or late spring for pleasant city walking weather.

Things to Do in Chicago
1
Millennium Park
See the famous Cloud Gate sculpture, also known as The Bean.
2
Art Institute of Chicago
Explore one of the oldest and largest art museums in the country.
3
Navy Pier
Enjoy rides, restaurants, and lakefront views on this historic pier.
4
Willis Tower
Step onto the Skydeck for incredible views of the city skyline.
Tags
Perryville to Chicago I-55 North driving to Chicago Amtrak to Chicago Perryville travel fastest way to Chicago Illinois road trip Chicago tourism