Suggestions by @lordofsong

John C. McGinley

as J. Jonah Jameson in Web of Spider-Man

Taylor Russell

as Liz Allan in Web of Spider-Man

Caleb McLaughlin

as Randy Robertson in Web of Spider-Man

Mason Dye

as Eugene "Flash" Thompson in Web of Spider-Man

Melissa McBride

as Aunt May Parker in Web of Spider-Man

Gary Sinise

as Uncle Ben Parker in Web of Spider-Man

Emma Myers

as Gwen Stacy in Web of Spider-Man

Danielle Rose Russell

as Mary Jane "MJ" Watson in Web of Spider-Man

Percy Hynes White

as Harry Osborn in Web of Spider-Man

Lucas Jade Zumann

as Peter Parker in Web of Spider-Man