1998
Lindsay at The Parent Trap premiere in Los Angeles.
1999
She's everywhere—even at the Anywhere But Here New York premiere in 1999.
2000
Coming of age with the help of Tyra Banks. The budding star posed for photos for Life-Size.
2001
Early aughts icon. Lindsay went classic Y2K for the Dinner With Friends New York screening.
2002
Remember the skinny scarves? Lindsay served at the Treasure Planet premiere.
2003
That girl was a an all-time teenage drama queen.
2004
The limit of Lindsay's serves does not exist—especially at the Mean Girls premiere in New York in 2004.
2004
Red carpet romance. Lindsay stepped out at the 5th Annual Latin Grammy Awards with her boyfriend at the time.
2005
Best friends forever. The iconic duo attended Allison Melnick's birthday party.
2005
Not her first revival. Lindsay attended the Herbie Fully Loaded premiere in Los Angeles.
2006
Radiant in red. Lindsay went bold for New York Fashion Week.
2006
Keeping up? Lindsay and Kim Kardashian served their 2006 best at a fashion event.
2007
Classic Linds. She opted for another white dress at the Georgia Rule premiere.
2008
Leggings, under a dress? Not so groundbreaking in 2008—but Lindsay was undoubtedly a trend setter.
2009
In her blonde era.
2010
L.L. in L.A.
2011
All business for the Gotti press conference in New York.
2012
Back to her roots for the Liz & Dick premiere party.
2013
Always the same old chic, even at Z100's Jingle Ball 2013.
2014
Lindsay in London, just before her major move to Dubai.
2015
This was the vibe at the time for London Fashion Week 2015.
2016
Red from head to toe for the Uno de 50 anniversary party in Madrid.
2017
Lindsay opted for grunge at the DailyMailTV Holiday Party.
2018
She's got sparkle. Lindsay glowed on the MTV EMAs red carpet.