Yes, the Amtrak Hiawatha runs from Milwaukee to Chicago.

What is the best highway?

I-41 S to I-94 E is the primary route.

Yes, various bus lines operate between the cities.

De Pere

Chicago

Train Driving

De Pere to Chicago

Updated: 31 May 2026

The journey from De Pere to Chicago is approximately 200 miles south. Driving via I-41 and I-94 takes about 3.5 hours, depending on traffic in the Chicago metropolitan area. Alternatively, you can drive to the Milwaukee Intermodal Station and take the Amtrak Hiawatha train into downtown Chicago. This is a popular route for both business and leisure travelers heading to the major city.

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

Fastest Way

Driving is usually faster, but the train is more reliable during peak traffic.

Cheapest Way

Driving is generally the most cost-effective for groups.

Compare De Pere to Chicago Routes

	Train Direct	Driving Direct
Duration	1.5 hours (from Milwaukee)	3.5 hours
Avg Price	$25 - $50	$40 - $60 in fuel
Operator	Amtrak Hiawatha	Personal Vehicle
Route	Milwaukee to Chicago Union Station.	I-41 S to I-94 E.
Tip	Park at the Milwaukee station and take the train to avoid Chicago traffic.	Expect heavy traffic when entering Chicago; consider using the toll roads.

Travel Tips

Traffic
Chicago traffic is notoriously heavy; plan your arrival outside of rush hours.
Parking
Use parking apps to find affordable parking in downtown Chicago.
Navigation
Use a GPS to navigate the city's complex street grid.
Public Transit
Use the CTA 'L' train system to get around the city efficiently.
Events
Check the Chicago event calendar for major concerts and festivals.