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Lindsay Lohan Through the Years: Photos From Child Star Days to Now

By:
Elissa Anderson
July 2, 2023 9:00AM EDT
Lindsay Lohan gallery
Erik Pendzich/Shutterstock

Lindsay Lohan is living her best life as a new mom! The actress confirmed that she was expecting her first child with her husband, Bader Shammas, in March 2023 and later gave birth in July. The Disney alum has undergone such a transformation over the years. The starlet skyrocketed to fame after playing dual roles in the 1998 film ‘The Parent Trap.’ From there, she became a Disney darling, starring in films like ‘Get A Clue,’ ‘Freaky Friday,’ and ‘Herbie Fully Loaded.’ Lindsay seriously showed that she had talent and range in the 2004 comedy ‘Mean Girls,’ which has since become a classic among the millennial generation.

The actress also took to singing, with hits like ‘First,’ ‘Rumors,’ and ‘Drama Queen (That Girl)’ from her 2004 film ‘Confessions of a Teenage Drama Queen.’ But Lindsay’s life quickly took a turn when she started dabbling in a lot of parties and a hard lifestyle, which led to her taking a break from Hollywood.

While no longer acting, Lindsay started expanding her empire and opened the Lohan Beach House in Mykonos, Greece. The star documented the entire journey on her series ‘Lindsay Lohan’s Beach Club.’ After years away from the spotlight, she seems poised for a return, dropping her first single in 12 years ‘Back To Me’ in 2020. To see more images of Lindsay through the years, check out the rest of the gallery!

1 of 28

Lindsay Lohan Through the Years

Lindsay Lohan Through the Years
Stephen Lovekin/WWD/Shutterstock

Here, Lindsay Lohan blows a kiss at the camera while on the red carpet. She rocked a bright-pink lip and a gold sequined dress.

July 2, 2020, 11:08AM
2 of 28

Lindsay Lohan on the set of ‘The Parent Trap’

Lindsay Lohan on the set of ‘The Parent Trap’
Disney/Kobal/Shutterstock

Lindsay Lohan on the set of ‘The Parent Trap.’ She played dueling roles as twin sisters Hallie Parker and Annie James — and the film skyrocketed Lindsay to fame!

July 2, 2020, 11:10AM
3 of 28

Lindsay Lohan at the ‘Anywhere But Here’ film premiere

Lindsay Lohan at the ‘Anywhere But Here’ film premiere
Matt Baron/BEI/Shutterstock

Lindsay Lohan at the ‘Anywhere But Here’ film premiere in New York on Nov. 8, 1999. Lindsay looked super cute donning an all black ensemble!

July 2, 2020, 11:10AM
4 of 28

Lindsay Lohan at the HBO film premiere of ‘Dinner with Friends’

Lindsay Lohan at the HBO film premiere of ‘Dinner with Friends’
Matt Baron/BEI/Shutterstock

Lindsay Lohan attends the HBO film premiere of ‘Dinner with Friends’ in New York on July 28, 2001. Lindsay rocked camo pants and a black top for the outing.

July 2, 2020, 11:10AM
5 of 28

Lindsay Lohan at the LaLaine Record Release Party

Lindsay Lohan at the LaLaine Record Release Party
C Hatcher/BEI/Shutterstock

Lindsay Lohan poses for a photo at the LaLaine Record Release Party in Hollywood on Dec. 16, 2002. Lindsay kept things casual for the night out with a black shirt, jeans and a hat.

July 2, 2020, 11:09AM

More AboutLindsay Lohan

  • ‘Freakier Friday’: Everything You Need to Know, Including Cast, Trailer, & Release Date
6 of 28

Lindsay Lohan at the LA Premiere of ‘Freaky Friday’

Lindsay Lohan at the LA Premiere of ‘Freaky Friday’
Bei/Shutterstock

Lindsay Lohan looks gorgeous in a stunning green dress at the LA Premiere of ‘Freaky Friday’ on August 4, 2003. She starred in the film alongside Jamie Lee Curits and got to show off her singing talents! 

July 2, 2020, 11:09AM
7 of 28

Lindsay Lohan in a promotional photo for ‘Mean Girls’

Lindsay Lohan in a promotional photo for ‘Mean Girls’
Paramount/Kobal/Shutterstock

Lindsay Lohan in a promotional photo for the film ‘Mean Girls’ in 2004. She played Cady Heron in the now-classic millennial film. 

July 2, 2020, 11:09AM
8 of 28

Lindsay Lohan at the ‘Herbie Fully Loaded’ film premiere

Lindsay Lohan at the ‘Herbie Fully Loaded’ film premiere
Picture Perfect/Shutterstock

Lindsay Lohan glows on the red carpet at the ‘Herbie Fully Loaded’ Film Premiere in Los Angeles on June 19, 2005. Lindsay looked amazing in her orange maxi dress. 

July 2, 2020, 11:09AM
9 of 28

Lindsay Lohan at the Heart Truth Red Dress Collection 2006 show

Lindsay Lohan at the Heart Truth Red Dress Collection 2006 show
Dave Allocca/Starpix/Shutterstoc

Lindsay Lohan attends the Heart Truth Red Dress Collection in 2006. She wore a gorgeous red gown and styled her hair black and down for the event.

July 2, 2020, 11:09AM
10 of 28

Lindsay Lohan arrives at the 2007/8 Chanel Cruise Show

Lindsay Lohan arrives at the 2007/8 Chanel Cruise Show
Mark J Terrill/AP/Shutterstock

Lindsay Lohan, now donning blonde hair, arrives at the 2007/8 Chanel Cruise Show presented by Karl Lagerfeld in Santa Monica. She wore a little black dress and kept her newly-colored hair straight.

July 2, 2020, 11:11AM
11 of 28

Lindsay Lohan at the MTV Video Music Awards

Lindsay Lohan at the MTV Video Music Awards
Stewart Cook/Shutterstock

Lindsay Lohan looks fierece on the red carpet at the MTV Video Music Awards in Los Angeles on Sept. 7, 2008. Lindsay wore an eggplant-colored mini dress as she posed for photos with her hand on her hip.

July 2, 2020, 11:08AM
12 of 28

Lindsay Lohan at the Whitney Museum of American Art Gala and Studio Party

Lindsay Lohan at the Whitney Museum of American Art Gala and Studio Party
Henry Lamb/BEI/Shutterstock

Lindsay Lohan is photographed at the Whitney Museum of American Art Gala and Studio Party in New York on Oct. 19, 2009. She wore a comfortable pink coat and black heels.

July 2, 2020, 11:08AM
13 of 28

Lindsay Lohan leaving a Beverly Hills Courthouse

Lindsay Lohan leaving a Beverly Hills Courthouse
Unimedia/Shutterstock

Lindsay Lohan is seen exiting the Beverly Hills Courthouse in Los Angeles on Oct. 22, 2010 following some legal trouble. She wore sunglasses to remain incognito while leaving the building. 

July 2, 2020, 11:08AM
14 of 28

Lindsay Lohan at ‘Saints Row: The Third’ video game launch

Lindsay Lohan at ‘Saints Row: The Third’ video game launch
Matt Baron/BEI/Shutterstock

Lindsay Lohan looks super sexy at the ‘Saints Row: The Third’ video game launch in Los Angeles on Oct. 12, 2011. She once again rocked her blonde hair and a black draped dress with gold heels.

July 2, 2020, 11:08AM
15 of 28

Lindsay Lohan at the ‘Liz and Dick’ film premiere

Lindsay Lohan at the ‘Liz and Dick’ film premiere
Broadimage/Shutterstock

Lindsay Lohan attends the ‘Liz and Dick’ film premiere in Los Angeles on Nov. 20, 2012. Lindsay, who played the iconic Elizabeth Taylor in the TV movie, look beautiful in her silk dress.

July 2, 2020, 11:08AM
16 of 28

Lindsay Lohan attends Z100’s Jingle Ball

Lindsay Lohan attends Z100’s Jingle Ball
Charles Sykes/Invision/AP/Shutte

Lindsay Lohan at  Z100’s Jingle Ball presented by Aeropostale in New York on Dec. 13, 2013. She looked super cute with her high boots and a top that said ‘Same Old Chic.’

July 2, 2020, 11:08AM
17 of 28

Lindsay Lohan at the Sunday Times Style Christmas Party

Lindsay Lohan at the Sunday Times Style Christmas Party
Shutterstock

Lindsay Lohan shows off her radiant smile at the Sunday Times Style Christmas Party in London on Dec. 9, 2014. She looked festive for the outing in her red dress.  

July 2, 2020, 11:08AM
18 of 28

Lindsay Lohan at the Elle Style Awards

Lindsay Lohan at the Elle Style Awards
Beretta/Sims/Shutterstock

Lindsay Lohan poses in front of a group of fans at the Elle Style Awards in London on Feb. 24, 2015. Lindsay wore a stylish long black dress that she covered with her white coat.

July 2, 2020, 11:08AM
19 of 28

Lindsay Lohan at Caudwell Children’s Butterfly Ball

Lindsay Lohan at Caudwell Children’s Butterfly Ball
Can Nguyen/Shutterstock

Lindsay Lohan looks like a real-life princess at Caudwell Children’s Butterfly Ball in London on June 22, 2016. She smiled on the carpet in her blush pink gown and silver heels.

July 2, 2020, 11:08AM
20 of 28

Lindsay Lohan at amfAR’s 24th Cinema Against AIDS Gala

Lindsay Lohan at amfAR’s 24th Cinema Against AIDS Gala
Matt Baron/Shutterstock

Lindsay Lohan dons a radiant ball gown at amfAR’s 24th Cinema Against AIDS Gala at the 70th Cannes Film Festival on May 25, 2007. Lindsay showed off her sweet smile as she posed for a photo at the event.

July 2, 2020, 11:08AM
21 of 28

Lindsay Lohan at the Saint Laurent show

Lindsay Lohan at the Saint Laurent show
Jean-Marc HAEDRICH/SIPA/Shutters

Lindsay Lohan attends the Saint Laurent show during Paris Fashion Week on Sept. 25, 2018. She looked gorgeous in her all black ensemble from Saint Laurent.

July 2, 2020, 11:08AM
22 of 28

Lindsay Lohan at A Place at the Table: The Ali Forney Center’s Annual Fall Gala

Lindsay Lohan at A Place at the Table: The Ali Forney Center’s Annual Fall Gala
Stephen Lovekin/WWD/Shutterstock

Lindsay Lohan steals the show at A Place at the Table: The Ali Forney Center’s Annual Fall Gala in New York City on Oct. 25, 2019. Lindsay glistened in her glittering dress as she posed on the red carpet.

July 2, 2020, 11:08AM
23 of 28

Lindsay Lohan at ‘Lindsay Lohan Beach Club’ Premiere

Lindsay Lohan at ‘Lindsay Lohan Beach Club’ Premiere
Andrew H. Walker/Shutterstock

Lindsay Lohan attends the premiere of her MTV show ‘Lindsay Lohan’s Beach Club’.  The show ran for one season in 2019.

June 30, 2022, 10:11AM
24 of 28

Lindsay Lohan At Melbourne Cup Day

Lindsay Lohan At Melbourne Cup Day
SCOTT BARBOUR/EPA-EFE/Shuttersto

Lindsay Lohan sits at the Birdcage during Melbourne Cup Day at Flemington Racecourse in Melbourne, Australia in Nov. 2019. She wore a lacy dress and stunning headpiece.

June 30, 2022, 10:11AM
25 of 28

Lindsay Lohan Attends the Melbourne Cup Day

Lindsay Lohan Attends the Melbourne Cup Day
Chris Putnam/Shutterstock

Lindsay Lohan attends the Melbourne Cup Carnival in Australia in 2019. She wore a flirty dress as she posed for photos at the event.

June 30, 2022, 10:11AM
26 of 28

‘Good Morning America’ TV Show, New York, USA – 08 Nov 2022

‘Good Morning America’ TV Show, New York, USA – 08 Nov 2022
MediaPunch/Shutterstock

Lindsay Lohan seen exiting GMA
‘Good Morning America’ TV Show, New York, USA – 08 Nov 2022
Wearing Akris Same Outfit as Kate Walsh

March 14, 2023, 12:57PM
27 of 28

Lindsay Lohan at NYFW

Lindsay Lohan at NYFW
Charles Sykes/Invision/AP/Shutte

Lindsay Lohan attended the Christian Siriano Fall/Winter 2023 show at Gotham Hall in NYC during New York Fashion Week on Feb. 9, 2023, when she wore this baggy bronze silk outfit featuring a ruffled blouse & matching wide-leg trousers.

March 14, 2023, 12:57PM
28 of 28

Lindsay Lohan

Lindsay Lohan
Erik Pendzich/Shutterstock

Lindsay dazzled on the red carpet at the premiere of the 2024 ‘Mean Girls’ film. While attending the premiere in New York City, LiLo rocked a cut-out black dress and classic Hollywood curls. She completed the look with black pumps and droplet earrings.

January 8, 2024, 9:16PM
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