Historic Chicago Bar Walking Tour: A History Lesson for Grown-Ups


Let’s be honest. You’d probably have a hard time selling your friends on a historic walking tour of Chicago. When that walking tour takes the form of a bar crawl, however, it’s a different story entirely. And that’s exactly what’s on offer from the folks at Chicago Detours with their Historic Chicago Bar Walking Tour. Meet up with your mates this weekend and gain a whole new perspective on the city as you discover jazz joints, theaters, and social clubs from before, during, and after the Prohibition era. Your guide will take you to more than a half dozen different spots, stopping to explain the historical significance of each. Since the only real way to learn about history is to live it, you’ll actually be able to have a cocktail, beer, or soft drink at three of them. Clink glasses at funky old establishments like the Billy Goat Tavern, where you’ll learn how it became the inspiration for classic “cheezeborger cheezeborger” skit on Saturday Night Live in 1978. Your guide’s exuberant descriptions will help paint a vivid picture of what these spots were like in the old days, but you can also take a look at the various iPads on hand to view old films and photographs. When the tour’s over, you and your pals can return to your favorite new-old spot, continuing your grown-up history lesson with another round.

Historic Chicago Bar Walking Tour

30 E Adams St Chicago IL 60603

(312) 350-1131

Get Directions

Our writers' favorites

- Enter Your Location -
- or -