Is Chicago expensive?

Yes, it is one of the more expensive cities in the US.

What is the best way to travel?

The 'L' subway system is the most efficient way to get around.

Yes, there are tolls on the roads leading into Chicago.

How long is the drive?

The drive takes about 3.5 hours.

Yes, Amtrak serves Chicago's Union Station.

Anderson

Chicago

Train Driving

Anderson to Chicago

Updated: 28 May 2026

The trip from Anderson to Chicago is a 200-mile drive. Taking I-65 North is the most direct route, typically taking about 3.5 hours. Alternatively, you can drive to Indianapolis and take an Amtrak train to Chicago. Chicago is a major city known for its architecture, museums, and vibrant culture.

Total Distance: 320 km driving distance; 280 km straight-line air distance.

Fastest Way

Driving takes 3.5 hours, which is faster than the train connection.

Cheapest Way

Driving is the most cost-effective method for this route.

Compare Anderson to Chicago Routes

	Train Connecting	Driving Direct
Duration	5 hours	3.5 hours
Avg Price	$80-$150	$40-$60 in fuel
Operator	Amtrak	Personal Vehicle
Route	Drive to Indianapolis, take the Cardinal or Hoosier State train to Chicago.	I-65 N directly into Chicago.
Tip	Book your tickets in advance to secure lower fares.	Traffic can be heavy near Chicago; use an E-ZPass for tolls.

Travel Tips

Public Transit
Use the 'L' (subway) to get around the city; it is faster than driving in traffic.
Walking
Chicago is a very walkable city, so bring comfortable shoes.
Parking
Parking in Chicago is expensive and difficult; use public transit whenever possible.
Museums
Visit the Museum of Science and Industry for an extensive collection of exhibits.
Deep Dish Pizza
Try a slice of authentic Chicago-style deep dish pizza.

Safety Tips

Traffic
Be careful when driving as Chicago traffic can be aggressive and confusing.
Pedestrians
Always yield to pedestrians in crosswalks.
Night Safety
Stick to well-lit areas when walking at night.
Emergency
Keep the emergency number 911 saved in your phone.