Best of the Second City-Up Comedy Club

Step into the legendary world of The Second City, the iconic Chicago comedy institution that has launched the careers of some of the biggest names in entertainment. The Best of The Second City is a curated showcase of the sharpest sketches, most brilliantly improvised moments, and standout performances that have defined generations of comedy — all brought to life on the intimate and electric stage of the UP Comedy Club on Chicago's North Side. With multiple performances running from May through summer 2026 — including weekend shows on May 9, June 20–21, June 23, and June 27 — there's no shortage of opportunities to catch this celebrated revue. Each performance delivers a rapid-fire mix of razor-sharp wit, fearless character work, and spontaneous improv that keeps every show fresh, unpredictable, and side-splittingly funny. Whether you're a longtime Second City devotee or a first-time visitor, the energy in the room is infectious from the very first laugh. The UP Comedy Club offers an intimate, cabaret-style setting where no seat is far from the action, making every punchline land with maximum impact. Nestled in the heart of Old Town, this is comedy at its most authentic — bold, Chicago-bred, and utterly alive. Grab your tickets, settle in with a drink, and experience the best that one of America's most storied comedy stages has to offer.