a rear view photo of comedian david cross performing a comedy act on stage

About the Event

David Cross brings his acclaimed stand-up comedy to The Original Pittsburgh Winery in Pittsburgh, PA, on May 16, 2026, at 9:30 PM. Fans can anticipate an evening of his signature observational humor and satirical wit in the intimate setting of this unique Pittsburgh venue. This performance promises a night of sharp comedy from one of the industry's most respected voices at The Original Pittsburgh Winery.

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David Cross Live in Pittsburgh

David Cross is an Emmy Award-winning comedian, actor, and writer, widely recognized for his roles in "Arrested Development" and the sketch comedy series "Mr. Show with Bob and David." His stand-up performances are known for their biting social commentary, political satire, and distinct, often unconventional delivery. Audiences coming to The Original Pittsburgh Winery can expect a fresh set of material from this influential voice in comedy.

The Original Pittsburgh Winery Experience

The Original Pittsburgh Winery offers an intimate and unique backdrop for live performances in Pittsburgh. Known for its rustic charm and excellent acoustics, the venue provides a close-up view of artists like David Cross. For comedy shows at The Original Pittsburgh Winery, guests should note that seating is often general admission unless otherwise specified, so arriving early is recommended to secure your preferred spot. Buy your tickets now.