Comedy Icon Dave Chappelle Announces June 2026 Arena Dates in Baltimore, Detroit, Cleveland, Chicago & San Diego

KEY TAKEAWAYS

• General Onsale Begins Friday, June 5th at 12 PM Local at LiveNation.com

Today, Dave Chappelle— the award-winning American comedian, actor, screenwriter, and producer, and one of the most defining entertainers of his generation—announces a run of arena shows this June, with performances in Baltimore, Detroit, Cleveland, Chicago, and San Diego.

Internationally recognized for his trademark wit, fearless social commentary, and no-holds-barred approach, Chappelle has reshaped comedy by boldly tackling complex social issues while breaking industry records for both television and stand-up specials—delivering the kind of sharp humor and piercing insight that mark a master of the craft.

This upcoming series of arena shows arrives amid another landmark chapter in Chappelle’s career, following his standout appearances at Netflix Is A Joke Fest in Los Angeles. As he continues to deliver sharp, unfiltered stand-up to sold-out audiences across North America, each performance promises the incisive humor, cultural perspective, and unmistakable stage presence that have cemented his status as one of the most influential and celebrated comedians of all time.

General on sale begins Friday, June 5th at 12pm local time at LiveNation.com

UPCOMING SHOWS:

Fri Jun 12 – Baltimore, MD – CFG Bank Arena

Mon Jun 15 – Detroit, MI – Little Caesars Arena

Tue Jun 16 – Cleveland, OH – Rocket Arena

Fri Jun 19 – Chicago, IL – United Center

Sun Jun 21 – San Diego, CA – Viejas Arena

This event will be a phone-free experience. Use of phones, smartwatches, and accessories will not be permitted in the performance space. Upon arrival at the venue, all phones, smartwatches, and accessories will be secured in individual Yondr pouches that will be opened at the end of the event. Guests maintain possession of their devices at all times and can access them throughout the event only in designated Phone Use Areas within the venue. All devices will be re-secured in Yondr pouches before guests return to the performance space. Anyone seen using a device (phone, smartwatch, or accessory) during the performance will be escorted out of the venue by security. We appreciate your cooperation in creating a phone-free experience.

Pilot Boy Productions, Inc. and/or Dave Chappelle own all rights in the content and materials, including any jokes and sketches (the “Materials”), delivered during his performance. The Materials may not be copied, translated, transmitted, displayed, distributed, or reproduced verbatim (the “Use”), in whole or in part, in any form, media, or technology now known or later developed, without the express prior written consent of Pilot Boy Productions, Inc. Any Use of the Materials without the express prior written consent of Pilot Boy Productions, Inc. is strictly prohibited and shall be subject to all available legal remedies, whether in equity or at law, at the cost of anyone who violates this prohibition.

ABOUT DAVE CHAPPELLE

Dave Chappelle is recognized as one of the greatest comedians of all time. He is the 2019 recipient of the Kennedy Center’s Mark Twain Prize for American Humor and the 2025 NAACP President’s Award. Chappelle’s work in television and film includes his groundbreaking sketch comedy series “Chappelle’s Show,” which became the best-selling TV-on-DVD release of its era, multiple Netflix comedy specials, and memorable guest appearances on “Saturday Night Live.” He has earned five Emmy Awards, including three for his Netflix specials and two for hosting “Saturday Night Live,” where his 2025 17-minute monologue stands as the longest in the show’s 50-year history. Chappelle has won six Grammy Awards for Best Comedy Album, including his most recent for “The Dreamer” (2025).

ABOUT PILOT BOY PRODUCTIONS

Pilot Boy Productions, Inc., founded in 1992 by comedian and actor Dave Chappelle, is a film and television production company dedicated to producing thought-provoking, cutting-edge, and award-winning television, concert films, and live events. Chappelle jokes that the name “Pilot Boy” comes from the numerous pitches he made to television executives in his younger days. “I’d walk through the door and say, ‘Here comes Pilot Boy!’” Since then, Chappelle has self-produced six acclaimed concert films and has signed deals with both Netflix and Luminary to produce content for their streaming platforms.