The Second City

The Second City in Chicago is a legendary comedy theater in the Old Town neighborhood, famous as the launchpad for many of the biggest names in sketch and improv. Its intimate stages, popular evening shows, and classes draw steady crowds of locals, tourists, and groups, so the surrounding streets can be busy, especially around showtimes and on weekends. With one of the city’s liveliest nightlife scenes just outside the doors, planning your arrival and parking in advance helps you spend more time enjoying the performance and less time circling the block.

Street parking in this area is typically metered, with time limits and active enforcement, and spaces can be hard to find close to curtain time, particularly along Wells Street and nearby residential side streets that may require permits. Many visitors choose to use nearby paid lots or garages, which can fill quickly for peak shows, making advance reservations a smart way to secure convenient, covered parking near The Second City and reduce last-minute stress. Always check the latest local parking rules, meter hours, and any updated city regulations before you travel so your visit to this Chicago icon stays focused on the comedy, not the car.