WGN’s Outside the Loop 1000th Show @ Fitzgerald’s (Berwyn, IL)

On Saturday, November 22, 2025 at 3:00 p.m., the long-running weekly radio show and podcast Outside the Loop, airing on WGN Radio, marks a major milestone — its 1,000th episode — with a live-audience taping at the historic Fitzgerald’s Nightclub, located at 6615 Roosevelt Rd., Berwyn, IL. Doors open at 2:30 p.m. for this free RSVP event (21+, minors admitted with guardian).

As Chicago’s “almost-above-ground audio magazine,” Outside the Loop brings listeners stories from the city’s creative, civic, and cultural edges. Host Mike Stephen will be joined by Chicago historian Dominic Pacyga, who will discuss his latest book on city politics; Chicago underground music guru Steve Krakow (aka Plastic Crimewave); and the co-founders of SHFT Behavioral Health—Chicago’s first urgent care center for mental health—Genia Yovankin and Holley Brandchaft-White. Live local music will be provided by singer-songwriter AJ Rosales.

You may also like the following events from AJ Rosales:

• Next Tuesday, 11th November, 07:30 pm, AJ @ Bourbon & Brass Speakeasy (Des Plaines, IL) in Des Plaines

Also check out other Health & Wellness events in Berwyn, Music events in Berwyn.