Suggestions by @atreides007

Michael Keaton

as Quentin Beck in SPIDER-MAN: No Way Home 2001

Stan Lee

as Stan Lee in SPIDER-MAN: Far From Home '99

Stan Lee

as Stan Lee in SPIDER-MAN: No Way Home 2001

Alan Silvestri

as Composer in SPIDER-MAN: No Way Home 2001

Chow Yun-Fat

as Wong in SPIDER-MAN: No Way Home 2001

Richard Pryor

as Julius Dell in SPIDER-MAN: No Way Home 2001

Frank Oz

as Roger Harrington in SPIDER-MAN: No Way Home 2001

Reese Witherspoon

as Betty Brant in SPIDER-MAN: No Way Home 2001

Anthony Michael Hall

as Eugene "Flash" Thompson in SPIDER-MAN: No Way Home 2001

R. Lee Ermey

as J. Jonah Jameson in SPIDER-MAN: No Way Home 2001

Matthew McConaughey

as Matt Murdock in SPIDER-MAN: No Way Home 2001

Dan Aykroyd

as Harold "Happy" Hogan in SPIDER-MAN: No Way Home 2001

Jeff Goldblum

as Curt Connors in SPIDER-MAN: No Way Home 2001

Nick Nolte

as Flint Marko in SPIDER-MAN: No Way Home 2001

Samuel L. Jackson

as Max Dillon in SPIDER-MAN: No Way Home 2001

Robert De Niro

as Otto Octavius in SPIDER-MAN: No Way Home 2001

Anthony Hopkins

as Norman Osborn in SPIDER-MAN: No Way Home 2001

Daniel Day-Lewis

as Stephen Strange in SPIDER-MAN: No Way Home 2001

Shaun Weiss

as Ned Leeds in SPIDER-MAN: No Way Home 2001

Thandiwe Newton

as Michelle Jones in SPIDER-MAN: No Way Home 2001