Historic Chicago Pub Crawl Bar Walking Tour (Thursday & Friday)

Hours of Operation:

Thursday and Friday: 5:30pm

Walking Tour: Historical Pub Crawl

On this Chicago pub crawl with an educational twist, you’ll explore Chicago’s entertainment history and learn about prohibition, jazz, theater, vices, and social clubs. Guests interact with historic photos and videos on shared iPads and visit historic buildings for three drink stops. We don’t walk far on our evening walking tour, which gives us more time to engage with Chicago history and look at architecture. And of course our limited walking on the tour allows us to enjoy our appetizers and choice of wine or beer.

Tour groups see magnificent lobbies and really engage with some beautiful historic architecture. Many tour guests enjoy the social dynamic of this unique tour. Solo travelers often join the tour, and as a great Chicago date idea, it’s a fun thing to do with your boyfriend or girlfriend. Groups of friends make the tour into a cool weekend event as it’s more than a Chicago pub crawl – you’ll eat, drink, and learn about architecture, Prohibition-era history, and culture.

For an evening tour in Chicago, this walking tour is more engaging than a Chicago gangster tour or ghost tour because there isn’t much left to actually see (unless you get lucky!) And we make learning about Chicago architecture fun.

We’d like to say it’s a Speakeasy Tour or a Chicago Prohibition Tour, but truthfully very few bars in Chicago remaining today were ever speakeasies, and only one of our stops on our tour was a speakeasy in the true sense of the word. The Historic Chicago Bar Walking Tour is like a mix of a food tour, an architecture walking tour, and a mobile documentary film. Book your tour early as the historic Chicago bar tour pub crawl often sells out. It’s a unique Chicago thing to do this summer!

Walking tour ticket does not include drinks and server gratuities. All guests must choose a beverage for the tour and bring cash to cover 2.5 servings of beer ($18), wine ($18), soda ($6), or water ($3).