Lindsay Lohan’s Transformation: From ‘Parent Trap’ Child Star To Today — See Her Then & Now

'The Parent Trap' was the beginning of Lindsay Lohan's career. On the 23rd anniversary, we're taking a look back at her transformation from child actress to celebutante and now her comeback!

lindsay lohan
View gallery
Image Credit: Shutterstock

Lindsay Lohan’s life changed forever when she starred as twins Hallie and Annie in The Parent Trap. The movie was released on July 20, 1998, and became an instant Disney classic. Many thought Lindsay had a twin after watching The Parent Trap, but the talented young actress played both roles seamlessly.

lindsay lohan
Lindsay Lohan at the premiere of ‘The Parent Trap’ in 1998. (Shutterstock)

The Parent Trap was actually Lindsay’s big debut. The starlet quickly became a staple of the Disney family, and went on to star in the TV movie Get A Clue as well as the 2003 feature film Freaky Friday opposite Jamie Lee Curtis. There’s no denying that Lindsay has definitely gone through a major transformation since she first stepped onto the scene. But through all the ups and downs, Lindsay has endured as one of the many celebs that fans still root for!

The actress reaffirmed for audiences that she was a true talent with her comedic turn in the 2004 film Mean Girls alongside Rachel McAdams. Pretty soon, Lindsay’s music career began to take flight with hits like “Rumors,” “First,” and “Drama Queen (That Girl)” from her 2004 film Confessions of a Teenage Drama Queen. Following her turn in Herbie Fully Loaded, Lindsay’s career took a backseat to her intense lifestyle.

Lindsay started partying and going out quite often. She was constantly scrutinized by tabloids who followed her incessantly. Lindsay also gained a reputation of being rather hard to work with. Eventually, she made the decision to take a step away from Hollywood and recharge. Lindsay eventually resurfaced with her reality series Lindsay Lohan’s Beach Club, where she launched the Lohan Beach House on the Greek island of Mykonos.

Following years of recovery and finding inner peace, Lindsay decided to make 2020 her year for a comeback. She debuted her first single in nearly 12 years — “Back To Me” — and she started working out and sharing the results of her healthy lifestyle with fans on social media!

lindsay lohan
Lindsay Lohan at A Place at the Table: The Ali Forney Center’s Annual Fall Gala in New York City on Oct. 25, 2019. (Shutterstock)

Now, Lindsay seems poised to make 34 her year for a major comeback, and we cannot wait to see it unfold! The actress is set to make her return to acting in a new Netflix rom-com. Lindsay will play a “newly engaged and spoiled hotel heiress who finds herself in the care of a handsome, blue-collar lodge owner.” It’ll be great to see Lilo back on TV!

More From Our Partners