Step back in time at this legendary Chicago diner, a beloved institution since 1923 and the traditional first stop on historic Route 66. You'll be greeted with a warm, bustling atmosphere and a complimentary donut hole to start your meal. It’s a true family-run spot, famous for its hearty, classic American breakfasts and lunches that have been satisfying locals and travelers for generations.

Important Note:

This is a great opportunity to fuel yourself up for the road ahead as trust us, it's a long one. Navigating your way out of Chicago and into small town America is the main goal for the first day on the route, so don't worry too much about trying to see everything in Chicago.

It’s also worth knowing that since Route 66 was decommissioned in 1985, parts of the original road have been renamed, rerouted, or paved over, especially in bigger cities. Because of that, staying on the exact historic path can be tricky at times. The easiest way to experience the best of the Mother Road is to follow this guide stop by stop, rather than stressing about staying on Route 66 every single mile. Once you're out of the city, Route 66 will be easier to follow and will unravel itself right in front of your very eyes.