Begin Historic Route 66: Morning in Chicago and the Road West

It is early morning in Chicago: buses hiss, coffee shops unlock, and a sign at Adams and Michigan invites us to “Begin Historic Route 66.” We cut west through traffic, suburbs and farmland, meeting enormous fiberglass spacemen, neon towers, and the ordinary people whose lives the highway carried. Each stop—from the Gemini Giant to the bend in the Chain of Rocks Bridge, from Miramec Caverns to the Rainbow Bridge and a blue whale in Oklahoma—adds a personal scene to a 2,400‑mile story. As the road moves from Illinois into the Ozarks, across a sliver of Kansas and deep into Oklahoma and the Texas panhandle, we encounter labor towns, oil towns, tribal lands, Black travel history, folk art, and modern roadside art like Cadillac Ranch. Route 66 is at once practical and mythical: a network of service stations that kept people moving, and a stage for advertising, legend, and reinvention. We stop for the famous, the strange, and the forgotten—and for the communities that depend on passing tires. By the midpoint at Adrian, the highway becomes a mirror: what lies behind is as meaningful as what lies ahead. Glenrio’s empty buildings warn how quickly prosperity can vanish when traffic changes. This episode drives the Mother Road as both road trip and history lesson—inviting listeners to feel the miles, hear the neon, and meet the people who keep these places alive. Join us for part two as we continue into New Mexico, Arizona, and the Mojave, and follow the road all the way to the Pacific. The following episode of Time Tellers is for educational and informational purposes only. While we strive for historical accuracy, interpretations and perspectives may vary. Some topics discussed may include sensitive or graphic content. Listener discretion is advised. The views expressed in this episode do not necessarily reflect those of the host, producers, or affiliates. We encourage listeners to conduct their own research and engage critically with the material.