The Parent Trap
In 1998, Lindsay Lohan got her big break with the remake of this Disney classic. In the film, she plays both Annie and Hallie Parker, twins who were separated at birth and raised by either their father or mother. The two meet at summer camp and make a plan to get their parents back together...by switching places.
Life-Size
Life-Size was a TV movie from 2000 that showed what happens when a girl who misses her dead mother tries to resurrect her but accidentally brings her doll Eve (Tyra Banks) to life instead.
Get a Clue
Thanks to Get a Clue, Disney Channel kids learned what it takes to become a spy...sort of. In the DCOM, Lohan plays Lexy Gold, a fashionable and wealthy student who teams up with her friends for the school newspaper to solve the case when their teacher goes missing.
Freaky Friday
With the success of The Parent Trap, Disney tapped Lohan again—this time to take on the 2003 update of the Jodie Foster body-swap flick that found the spunky 17-year-old successfully making us believe she really was Jamie Lee Curtis.
Confessions of a Teenage Drama Queen
In 2004, the starlet showed off her comedy chops as an adolescent dealing with such seemingly life-or-death challenges as popularity and getting the lead role in a high school play.
Mean Girls
So fetch! This 2004 hit film brought Lohan's fame to a whole different level and now girls (mean or nice) want to buy army pants and flip flops and channel their inner Cady Heron AKA the home-schooled jungle freak turned popular Plastics member.
Herbie Fully Loaded
Lohan returned to her Disney roots to help the studio revive its famous Love Bug franchise in 2005 and she looked good as a race car driver.
Just My Luck
After running into Jake (Chris Pine), a man down on his luck, Ashley (Lohan) realizes that her lucky streak has been transferred to him inadvertently, leaving her without any luck in this 2006 rom-com.
Georgia Rule
Rachel (Lohan) is sent to live with her grandma Georgia (Jane Fonda) by her mother Lilly (Felicity Huffman) for the summer and as she tries to follow her grandma's rules she also has to keep a secret that could ruin her family dynamic forever.
I Know Who Killed Me
The redhead star played a much darker role—or roles, rather—in this mistaken-identity thriller, showing her range as an actress.
Ugly Betty
In 2008, the New York City native appeared as a guest star on four episodes of Ugly Betty as Kimmie Keegan. Throughout her time on the show, Kimmie, Betty's (America Ferrera) high school bully and eventual assistant, proves she can't be trusted and burns a lot of bridges before being fired from Mode magazine.
Machete
Lohan showed off another side of her acting skills when playing April, a party girl dressed in a nun's outfit who can shoot to kill, in this action flick in 2010.
Liz & Dick
It was drama for days, darling, when Lohan as Elizabeth Taylor butted heads with Grant Bowler's Richard Burton in this Lifetime biopic.
Scary Movie 5
The actress played herself in the fifth installment of the Scary Movie franchise and her screams were on point.
The Canyons
In this 2013 thriller, Lohan played Tara in Christian's (James Deen) latest film project, who has a secret affair with his lead Ryan (Nolan Funk), which leads the film maker and trust-fund kid to use cruel mind games and violence in order to seek revenge.
Among the Shadows
This 2019 thriller features Lohan as the wife of a European president who enlists the help of a private investigator (Charlotte Beckett) to investigate a murder attempt on her husband. The thriller takes a supernatural turn when it is revealed that the investigator descended from a long line of werewolves, and Lohan’s character has a few secrets herself.
Lovestruck High
Lohan lends her voice to the U.K.-based reality show that forces watchers to reminisce about their teenage romances—especially the painfully awkward ones. The one-season series places 15 single people into a high school environment to relive their youth and find their high school sweethearts.
Falling for Christmas
Holiday spirit fills the air as this 2022 film follows Lohan’s character, an entitled heiress from the city, as she finds herself falling for a small-town single dad, who is played by Glee’s Chord Overstreet. Lohan’s character finds herself in an unexpected situation that pushes her to discover her true self.
Mean Girls: The Musical
The Mean Girls alum just couldn’t stay away and made a surprise cameo in the 2024 musical revival. With Angourie Rice playing Cady Heron and Renee Rapp playing Regina George in this version of North Shore High, Lohan made a nostalgic appearance as moderator of the Mathletes tournament.
Irish Wish
Maddie Kelly (Lohan) is a book editor who watches her best friend, Emma (Elizabeth Tan), fall in love with the man of her dreams—her boss. After a wish gone wrong and a chaotic meet-cute with an English photographer named James (Ed Speleers), Maddie realizes that her initial dreams may not have been her happily ever after.