Lindsay Lohan in Confessions of a Teenage Drama Queen (2004)

Lacey Chabert, Lindsay Lohan, Rachel McAdams, and Amanda Seyfried in Mean Girls (2004)

Lindsay Lohan, Patrick Redmond, Wish, and Maddie Kelly

Lindsay Lohan and Ed Speleers in Irish Wish (2024)

Daniel Franzese and Lindsay Lohan in Mean Girls (2004)

Lizzy Caplan, Daniel Franzese, and Lindsay Lohan in Mean Girls (2004)

Lindsay Lohan and Chord Overstreet in Falling for Christmas (2022)

Lindsay Lohan in Falling for Christmas (2022)

Lindsay Lohan, William 'Bus' Riley, Chord Overstreet, and Olivia Perez in Falling for Christmas (2022)

Lindsay Lohan in Saturday Night Live (1975)

Lacey Chabert, Lindsay Lohan, and Rachel McAdams in Mean Girls (2004)

Alan Rickman, Reese Witherspoon, Adam Sandler, Jack Black, and Lindsay Lohan in "The IMDb Show" On Location Goes Back to School (2019)

Lindsay Lohan and Justin Long in Herbie Fully Loaded (2005)

Fred Armisen, Rachel Dratch, Jimmy Fallon, Lindsay Lohan, Amy Poehler, and Horatio Sanz in Saturday Night Live (1975)

Lindsay Lohan, Ian Harding, and Jon Rudnitsky in Our Little Secret (2024)

Jamie Lee Curtis and Lindsay Lohan in Why Jamie Lee Curtis Called Disney to Make 'Freakier Friday' With Lindsay Lohan (2024)

Lindsay Lohan and Herbie in Herbie Fully Loaded (2005)

Jared Leto and Lindsay Lohan in Chapter 27 (2007)

Meryl Streep and Lindsay Lohan in A Prairie Home Companion (2006)

Tommy Lee Jones, Kevin Kline, Woody Harrelson, Virginia Madsen, John C. Reilly, Meryl Streep, Lily Tomlin, Garrison Keillor, Lindsay Lohan, and Maya Rudolph in A Prairie Home Companion (2006)

Alicia Silverstone, Lacey Chabert, Stacey Dash, Brittany Murphy, Lindsay Lohan, Rachel McAdams, and Amanda Seyfried in Clueless (1995)

Lindsay Lohan and Chris Pine in Just My Luck (2006)

Jane Fonda, Felicity Huffman, and Lindsay Lohan in Georgia Rule (2007)