Chicago Skyway: Past, Present, and Future

A Historic Landmark

Spanning 78 miles and connecting Chicago and Indiana, the Chicago Skyway is an iconic toll road and bridge that has played a pivotal role in the region's transportation infrastructure for decades. Its history is as rich as the city it serves.

Paying Tolls and Exploring New Technologies

Navigating the Skyway requires understanding its toll system. Motorists can choose from traditional payment methods or opt for the convenience of sticker tags. The Skyway is also embracing innovation by testing new technologies to enhance its operations.

Meet the New CEO

Don Randazzo, a seasoned transportation executive, has recently taken the helm of the Chicago Skyway. His vision for the future promises improvements that will make the road even more efficient and accessible.

A Photogenic Past

From its grand opening in 1958 to the present day, the Chicago Skyway has been a subject of countless photographs. These images capture the road's architectural beauty and its evolution over time.

Upgrading for the Future

To ensure the Skyway continues to meet the needs of motorists, it is undergoing a series of upgrades. These include improvements to lighting, lead paint removal, and energy efficiency enhancements.