The Second City

Even for those unfamiliar with the mechanics of improv, The Second City is a household name. This legendary institution effectively put sketch and improvisational comedy on the map, serving as the ultimate launchpad for icons like Bill Murray, Tina Fey, Steve Carell and Stephen Colbert.

While the Mainstage revues occasionally lean into tradition, the vast majority of the programming remains sharp, relevant, and top-tier. To stay ahead of the curve, the theater has modernized its lineup with eclectic offerings ranging from 420-themed revues to family-friendly shows designed for kids. For those inspired to step into the spotlight themselves, the famous Second City Training Center offers world-class classes in performing, writing and broadcasting.

For the quintessential experience, no visit is complete without a pilgrimage to the Old Town Ale House. Whether you’re stopping by for a pre-show pint or a post-performance post-mortem, this storied dive bar serves as the spiritual home of Chicago comedy. The atmosphere is steeped in history, with walls adorned by hand-painted portraits of famous alumni who still occasionally drop by for a drink when they are in town. Beyond its ties to the stage, the Ale House is a destination in its own right, widely regarded as serving one of the best Guinness pours in the entire city.