Discover unexpected stops along the scenic drive from Caledonia, IL to Chicago, IL. Explore charming cafes, chocolate factories, car museums, family orchards, and classic diners on the way.

Plan your trip from Caledonia, Illinois, to Chicago, Illinois, with our breakdown of the different routes and their associated costs. Choose the best option for your budget.

Discover the best routes and travel times for the ultimate road trip from Caledonia, Illinois, to Chicago, Illinois. Explore great stops along the way.