Embark on a remarkable journey between Chesapeake, VA, and Chicago, IL. Explore captivating attractions, from Frank Lloyd Wright's Fallingwater to the iconic Millennium Park. Discover the best stops along the way in this travel guide.

Planning a road trip from Chesapeake, Virginia to Chicago, Illinois? Discover the distance, time, and cost of various routes, including toll prices and current gas rates, in this helpful guide.

Planning a road trip from Chesapeake, VA to Chicago, IL? Discover the fastest and scenic routes, driving times at peak and low traffic, and embark on an unforgettable adventure across the country.