Dave Chappelle Adds Second Madison Square Garden Show.

September 18, 2026

Dave Chappelle, who headlines the closing night of the inaugural Fastball Comedy Festival in Mesa, Arizona, on Sunday, October 18, today announced a second New York City show at MadisonSquare Garden on Saturday, November 7. The newly added date is part of the 22nd annual New York Comedy Festival, joining Chappelle’s previously announced opening-night performance at the festival on Friday, November 6.

The Fastball Comedy Festival will turn Sloan Park, one of baseball’s premier Spring Training venues, into a two-day comedy destination on October 17 and 18. Produced in collaboration with Bruce Hills Entertainment and Wrigley Field Events, the festival will feature a main stage in center field with a distinct lineup each night.

Before heading to Mesa, Chappelle will perform a benefit showon Friday, September 25, at historic DAR Constitution Hall in Washington, D.C.,supporting his alma mater, the Duke Ellington School of the Arts, andspecifically funding The Donal Leace Endowment for the Theater Department—theprogram Chappelle trained in as a student.

Internationally recognized for his trademark wit and fearless social commentary, Chappelle has reshaped stand-up by taking on subjects most comedians avoid, breaking industry records for both television and stand-up specials along the way.

UPCOMING SHOWS:

Sunday, October 18 – Mesa, AZ – Sloan Park(Fastball Comedy Festival) NEW DATE

Tuesday, October 20 — Nashville, TN —Bridgestone Arena

Wednesday, October 21 — Charlotte, NC —Spectrum Center

Friday, October 23 — Toronto, ON —Scotiabank Arena

Saturday, October 24 — Louisville, KY —KFC Yum! Center

Monday, October 26 — Austin, TX — MoodyCenter