It is generally safe, but like any city, be aware of your surroundings.

What is the best route?

I-90 E is the most direct highway.

Yes, there are tolls on the Illinois portion of the route.

No direct passenger rail service from Rochester.

Rochester

Chicago

Flight Driving

Rochester to Chicago

Updated: 29 May 2026

The drive from Rochester to Chicago is approximately 650 kilometers, primarily using I-90 E. This route takes you through Wisconsin and into Illinois. Expect a travel time of 6 to 7 hours. Chicago is a world-class city known for its architecture, museums, and vibrant food scene.

Total Distance: 650 km driving, 550 km air distance.

Fastest Way

Flight is the fastest method, taking 3 hours.

Cheapest Way

Driving is the most cost-effective for groups; flight is faster for solo travelers.

Compare Rochester to Chicago Routes

	Flight Direct	Driving Direct
Duration	3 hours including layover	6 hours 30 mins
Avg Price	$200-$400	$70-$100 in fuel
Operator	United Airlines	Personal Vehicle
Route	Fly from Rochester International Airport (RST) to Chicago O'Hare (ORD).	I-90 E through Wisconsin to Chicago.
Tip	Direct flights are available and save significant time.	Traffic in Chicago can be heavy; plan your arrival accordingly.

Travel Tips

Traffic
Chicago traffic can be heavy; plan your travel accordingly.
Parking
Downtown Chicago has many parking garages; check the city website for rates.
Public Transit
The 'L' train system is an efficient way to navigate the city.
Dining
Chicago has a fantastic food scene; try the local deep-dish pizza.
Navigation
The city is laid out on a grid, making it easy to navigate.