What To Expect
Join us for a historic Chicago pub crawl with an educational twist! Explore Chicago's entertainment history and learn about prohibition, jazz, theater, vices, and social clubs, all while staying mostly indoors.
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, giving us more time to engage with Chicago history and look at architecture. The limited walking distance on the tour gives us time 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. Groups of friends make the tour into a cool weekend event as it’s more than a historic Chicago pub crawl - eat, drink, and learn about architecture, Prohibition-era history and culture.
It's a Speakeasy Tour or a Chicago Prohibition Tour, but truthfully very few bars in Chicago remaining today were ever speakeasies. We did find one stop on our tour that was a true speakeasy though! 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 pub crawl often sells out. It's a unique Chicago thing to do!
Engaging tour guide commentary
Shared use of iPads with video and photos
Appetizers at three stops
2.5 servings of beer, wine, water or soda*
Meals and drinks
Tips and gratuities
*You will have to pay cash at start of tour to cover all server gratuities and chosen beverage option (2.5 servings total): 20 USD for beer, 22 USD for wine, 6 USD for soda, 3 USD for water.
Tour takes approximately 2 hours and 30 minutes. Walking distance is approximately .75 mile (approx. 1.2 kilometers)
Please wear comfortable clothing and shoes.
Our tours will run even during rainy days.
All our card payments are protected by thawte to give you peace of mind.