Last year, fans speculated that there was bad blood between the two stars after noticing an “awkward” interaction during one episode. In January 2024, Chappelle made a surprise appearance on an SNL episode that was hosted by Madame Web star Dakota Johnson with musical guest Justin Timberlake.

Dave Chappelle hosted Saturday Night Live over the weekend and delivered a 17-minute-long monologue that touched on a variety of topics, including Sean

Even Los Angeles isn’t safe from Dave Chappelle’s comedy. The Emmy winner, 51, mocked the wildfire evacuations during his second skit hosting “Saturday Night Live” this weekend. In the sketch, Chappelle plays the dad of a family that receives an alert telling them they have to flee their home due to the blaze.

Dave Chappelle took aim at Sean "Diddy" Combs‘ alleged freak-off parties during Saturday Night Live‘s first episode of 2025. The veteran comedian, returning to SNL for his fourth time as host on Jan.

Dave Chappelle returns to SNL with a explosive monologue, pushing comedy boundaries and sparking intense conversations about fame, politics, and culture.

Dave Chappelle spoke directly to President-elect Donald Trump and urged him to have "empathy" during a 17-minute "Saturday Night Live" monologue.

Comedian Dave Chappelle gave a powerful SNL monologue that tackled the Los Angeles wildfires, Jimmy Carter's legacy, Gaza and Trump.

Comedian Dave Chappelle took aim at President-elect Donald Trump during his "Saturday Night Live" monologue on Saturday, wishing the incoming president good luck, and calling on him to "do better next time.

Netflix specials Dave Chappelle has put out in the past decade feel less like polished bits than highlights from a theoretical Dave Chappelle podcast. However, one venue he appears to take more seriously than Netflix’s stand-up vertical is the SNL stage in the immediate aftermath of a Donald Trump election — a forum he presided over in 2016 and 2020.

Allen Iverson referenced an iconic Dave Chapelle skit while describing his first meeting with Michael Jordan at his Hall of Fame speech.

Now you see that? That right there – that’s why I hate poor people,” comedian Dave Chappelle said during his “Saturday Night Live” monologue on Jan. 18.