Macaulay Culkin and Allison Miller in Kings (2009)

Macaulay Culkin, Eva Amurri, and Jena Malone in Saved! (2004)

Macaulay Culkin, Jena Malone, and Mandy Moore in Saved! (2004)

Macaulay Culkin, Eva Amurri, Patrick Fugit, and Jena Malone in Saved! (2004)

Macaulay Culkin and Eva Amurri in Saved! (2004)

Macaulay Culkin in Saturday Night Live (1975)

Macaulay Culkin, Joe Pesci, and Daniel Stern in Home Alone (1990)

Macaulay Culkin and Joe Pesci in Home Alone (1990)

Macaulay Culkin, Will Ferrell, and Jessica Camacho in Holiday Watchlist (2019)

Macaulay Culkin, James Rolfe, and Mike Matei in James & Mike Mondays (2012)

Macaulay Culkin and Daniel Stern in Home Alone (1990)

Macaulay Culkin and Victor Cole in Home Alone (1990)

Jim Carrey, Arnold Schwarzenegger, Macaulay Culkin, Billy Bob Thornton, and Will Ferrell in IMDb Originals (2015)

Macaulay Culkin in Michael Jackson: Video Greatest Hits - HIStory (1995)

Macaulay Culkin, Joe Pesci, and Daniel Stern

Macaulay Culkin, Jonathan Hilario, Jonathan Hyde, John Larroquette, Stephi Lineburg, Michael Maccarone, and Joel Robinson in Richie Rich (1994)

Macaulay Culkin and Ted Danson in Getting Even with Dad (1994)

Macaulay Culkin and Anna Chlumsky in My Girl (1991)

Macaulay Culkin, Eva Amurri, Patrick Fugit, Jena Malone, and Mandy Moore in Saved! (2004)

Macaulay Culkin, Anna Chlumsky, and Austin O'Brien in My Girl (1991)