10. Half Baked (1998)
Director: Tamra Davis
Cast: Dave Chappelle, Jim Breuer, Rachel True, Guillermo Díaz
Box office: $17.4 million
Plot: Chappelle plays two characters in this comedy about three stoners who try to get their friend out of jail. Chappelle went on to big success on Comedy Central's Chappelle's Show. Davis previously directed CB4 and Billy Madison.
9. How High (2001)
Director: Jesse Dylan
Cast: Method Man, Redman, Lake Voorhies
Box office: $31.1 million
Plot: Two Harvard students excel thanks to a homegrown strain of cannabis. How High 2, starring Lil Yachty ands DC Young Fly, was released in 2019. Dylan went on to direct American Wedding and Kicking and Screaming.
8. Pineapple Express (2008)
Director: David Gordon Green
Cast: Seth Rogen, James Franco, Danny McBride
Box office: $87.3 million
Plot: A stoner (Rogen) and his dealer (Franco) try to take down a vicious drug lord. It's one of several stoner films featuring Rogen, Franco, McBride, Jonah Hill and Craig Robinson, such as Your Highness, also directed by Green, (2011) and This Is the End (2013.
7. Harold & Kumar Go to White Castle (2004)
Director: Danny Leiner
Cast: Kal Penn, John Cho, Neil Patrick Harris
Box office: $18.2 million
Plot: Following the multi-culti Cheech & Chong buddy formula, two Asian Americans go on a munchies mission. It was so popular there were two sequels - Jon Hurwitz and Hayden Schlossberg's Harold & Kumar Escape from Guantanamo Bay (2008) and Todd Strauss-Schulson's A Very Harold & Kumar 3D Christmas (2011).
6. Friday (1995)
Director: F. Gary Gray
Cast: Ice Cube, Chris Tucker, John Witherspoon
Box office: $27.4 million
Cast: Smokey (Tucker) and Craig (Cube) like to sit on the porch and get stoned, but when Smokey's dealer threatens him, Craig helps resolve the problem. Like Harold & Kumar Go to White Castle, it was so popular there were two sequels - Steve Carr's Next Friday (2000) and Marcus Reboy's Friday After Next (2002). Gray went on to direct The Italian Job and Straight Outta Compton.