Julia Roberts
America's sweetheart took home Best Actress in a Leading Role for her instantly iconic performance in Erin Brokovich.
Jennifer Lopez & Cris Judd
At the time, J.Lo and her former backup dancer were just months away from tying the knot. They'd go their separate ways after less than a year of marriage.
Halle Berry
Only a year later, the A-lister would make history by becoming the first Black woman to win an Oscar in the Best Actress in a Leading Role category.
Ben Affleck
The Hollywood heartthrob brought his signature smolder to the 2001 Academy Awards.
Björk
It's not hard to see why the Icelandic artist's swan dress instantly became one of the most memorable red carpet moments of all time.
Rita Wilson & Tom Hanks
Power couple alert: Tom earned a nomination for Best Actor thanks to his unforgettable performance in Castaway.
Michelle Yeoh
The Crouching Tiger, Hidden Dragon star wowed in a stunning, black and gold beaded gown.
Kate Hudson & Chris Robinson
Kate, who brought her then-husband and The Black Crowes rocker to the ceremony, earned a Best Supporting Actress nomination for her performance in Almost Famous.
Renée Zellweger
The two-time Academy Award winner brought sunshine to the red carpet in this bright yellow ensemble.
Joaquin Phoenix
The 2001 Best Supporting Actor nominee and his late sibling, River Phoenix, made Oscars history as the first pair of brothers to receive acting nominations.
Angelina Jolie & Jon Voight
Dressed in an eye-catching white pantsuit, the actress brought her famous father as her plus-one.
Mark Ruffalo & Sunrise Coigney
Baby on board! The longtime couple was pregnant with their first child, a son they named Keen Ruffalo.
Zooey Deschanel
Who's that girl? It's the New Girl star without the brunette bangs she's been known for over the years.
Samuel L. Jackson & LaTanya Richardson
The Pulp Fiction star and his wife of more than four decades enjoyed a night out on the town.
Julia Stiles
Ten things we hate about this fashion flashback? Absolutely nothing.
Hilary Swank & Chad Lowe
The Million Dollar Baby star looked like a million bucks as she attended the Oscars alongside her former husband of less than a decade.
Benicio Del Toro & Marcia Gay Harden
It's the winners' circle! Benicio took home the Best Supporting Actor honor for his performance in Traffic, while Marcia was awarded Best Supporting Actress for Pollock.
Penélope Cruz
The Vicky Cristina Barcelona actress proved elegance never goes out of style in this stunning off-the-shoulder gown.
Winona Ryder
The two-time Oscar nominee attended the 2001 ceremony as a presenter.
Julia Roberts & Russell Crowe
Russell won his first Oscar for Gladiator in 2001.
Frances McDormand
Twenty years after receiving a nomination for Best Supporting Actress, Frances is up for her third Oscar win at the 2021 ceremony for Nomadland.