Angelina Jolie's Best Red Carpet Fashion, From 1998 Until Now
Though she had already been acting in made-for-television movies and shorts for nearly a decade, Angelina Jolie shot into the public eye in 1999 thanks to her performance in Girl, Interrupted. And also, in part because of her Golden Globes appearance that same year in a clingy sequined Randolph Duke gown. The look marked the actor as one to watch on the red carpet, and more than two decades later, it’s a status she maintains.
These days, Jolie’s red carpet appearances have been far fewer; every once in a while, she treats us and steps out in another classic Jolie look. The acor has perfected her style over the years, sticking with sleek silhouettes, neutral colors, and the motto, “When in doubt, call Donatella.” Versace has been her go-to for decades, and it’s easy to see why—their atelier team just knows how to show off Jolie, whether it’s by draping her in velvet or their signature metal mesh.
Of course, these days, Jolie is dipping her toe in the design world herself with her line, Atelier Jolie, which she hasn’t been afraid to wear on the step and repeat, either. Here, let’s take a look back at Angelina Jolie’s best red carpet hits, from 1998 to now.
Jolie looked like the richest of “Rich Moms” at the 2025 Cannes Film Festival in a cashmere Burnello Cucinelli dress.
Of course, Jolie figured out the most elegant way to partake in the nude dressing trend when she wore this Elie Saab number.
The actor and her daughter, Zahara Jolie, attended the 2025 Golden Globes in metallic McQueen looks.
Accompanied by her son Knox, Jolie attended the 2024 Governors Awards in a glittery vintage gown.
Armed with some wild hair, the actor donned a look from her Atelier Jolie label to the AFI premiere of Maria.
The actor suited up in a menswear Dolce & Gabbana look for the London premiere of Maria.
Jolie redefined vintage style in this historic white gown from 1950s designer from Madame Grès.
The actor channeled Maria Callas glamour at the 2024 Venice Film Festival in this fur-trimmed Tamara Ralph look.
Jolie looked ravishing in this Lady Liberty green look from Atelier Jolie at the 2024 Tony Awards.
Jolie was joined by her daughter, Vivienne, as well as Kristen Bell at the opening night performance of Reefer Madness: The Musical. The actor went fairly casual for the event, pairing a black suit with a tongue-in-cheek shirt featuring a trompe l’oeil tie.
For her first traditional step-and-repeat in over two years, Jolie opted to wear pieces of her own design, from the Chloé x Atelier Jolie collaboration—a bronze slip dress with a burnt orange cape on top.
The actor attended the White House State Dinner honoring South Korean President Yoon Suk Yeol with her son, Maddox, while wearing a vintage Chanel dress made specifically for her.
Jolie provided a unique, voluminous take on suiting in custom Valentino haute couture.
The actor returned to one of her favorite designers and wore Atelier Versace for the premiere of Eternals at the Rome Film Festival.
Jolie’s Eternals press tour was filled with great looks, including this draped Balmain resort 2022 dress.
Perhaps the magic of Disney got to her, because the custom Ralph & Russo couture gown Jolie wore to the Maleficent: Mistress Of Evil was a bit of a departure for the actor.
Jolie has proven she loves Versace’s metal mesh, so she wore a dress made out of the fabric yet again to the Maleficent LA premiere, setting it apart from the others with a scorpion broach placed on her hip.
Looking almost like a bride, Jolie stepped out in a slightly more demure look—a white Atelier Versace dress—for the Dumbo premiere.
While it is rare to see Jolie in white, she also embraced the color at the 2018 Critics’ Choice Awards, attending the event in a strapless, draped Ralph & Russo dress, decorated with a bust of feathers.
Jolie also tapped the Ralph & Russo team to dress her in a one-shoulder velvet gown for the BAFTAs.
The actor returned to her favorite color and designer for the Globes in 2018, wearing a black dress from Atelier Versace featuring a sheer top layer and feather details.
It’s rare to see Jolie in a classic ballgown silhouette, but the color and simplicity of this Dior fall 2017 couture dress places it squarely in the canon of Jolie’s personal style.
This silver silk Atelier Versace gown looks like it was poured right onto Jolie before she hit the red carpet.
Jolie almost never wears prints, so it was quite the surprise to see her in this Gucci Premiere black and white lace dress at the Unbroken premiere.
While this Atelier Versace dress may look to be made of leather, it was actually constructed out of rubberized silk.
Jolie embraced a bit more sparkle and wore a beaded Elie Saab fall 2013 couture gown to the 2014 Oscars.
Every actor has a Saint Laurent tux phase, and Jolie’s hit around 2014 when she wore this cool, relaxed take on menswear to the BAFTAs.
Thank to that leg, this black, velvet Atelier Versace dress may be Jolie’s most famous red carpet look of all time.
While this black dress with a draped neckline is Jenny Packham fall 2011, the metallic, liquid-like fabric almost makes it seem like another one of Jolie’s favorite Atelier Versace creations.
It isn’t often Jolie wears color on the red carpet, so even the pop of red on her Atelier Versace dress at the Globes in 2012 was a welcomed surprise.
Pre-2012, though, Jolie did embrace color just a bit more. Take this blood-orange, one-shoulder Jenny Packham dress she wore to The Tree of Life premiere.
Jolie looked gorgeous in a rich, chocolate brown Atelier Versace gown at The Tree of Life premiere during the Cannes Film Festival.
Seeing Jolie in this gorgeous, emerald green Atelier Versace dress has us wishing the actreess would start embracing color again.
Versace changed things up when it came to their fabric choice, and put Jolie in a white, cashmere dress for the premiere of her film, The Tourist.
A little black dress never goes out of style, and Jolie could easily wear this sequin Versace mini to an event today.
While originally, this Elie Saab dress was presented on the runway in white, Jolie had it made in black for the 2009 Oscars.
Jolie loves to throw just a hint of color into a look, and at the 2009 BAFTAs, she embraced neon yellow with the help of this Armani Privé midi dress.
While the front of this Max Azria dress was pretty simple, the open back provided some necessary intrigue and allowed the actor to show off her tattoos.
Jolie wore a silver Atelier Versace dress with a slit to the Globes in 2009.
A pregnant Jolie posed with her costar, Jack Black, at the premiere of Kung Fu Panda at the Cannes Film Festival in a green, Max Azria atelier gown, which showed off her baby bump.
Jolie’s love for vintage is nothing new. Back in 2008, she wore a strapless, vintage Hermes gown to the SAG Awards, which she attended with her then-boyfriend, Brad Pitt.
Jolie expanded her color palette to canary yellow with a St. John gown, upping the glamour with a train and dramatic half-up ‘do.
Once again in St John, Jolie attended the Globes, this time wearing a gray strapless dress with a matching shawl.
The actor added a bit of sparkle to her repertoire, attending the premiere of The Good Shepard in an embellished Reem Acra dress.
Clearly, Jolie was inspired by her character in Mr. and Mrs. Smith when she picked this leather, halter neck Versace dress for the premiere.
Jolie went for a more casual look for the Shark Tale premiere, pairing a cheetah print trench with jeans and red, pointed toe heels.
The actor enjoyed another classic suiting moment at the premiere of Shrek 2 in 2004.
Jolie has always had a penchant for the classic movie star silhouettes, and the Marilyn Monroe inspiration of this Marc Bouwer is undeniable.
The actor went simple for the premiere of the second Lara Croft film, attending the event in a brown, low-cut dress with a gathered bodice.
Jolie looked gorgeous in a green, satin halter neck Colette Dinigan dress at the BAFTAs in 2003.
Once again opting for a simpler look, Jolie attended the Globes in a black, strapless dress with her then-husband, Billy Bob Thornton.
Jolie really looked like Lara Croft when she attended the Tomb Raider premiere in a tank top and leather pants.
The actor’s exploration of menswear began years ago, when Jolie wore a white Dolce & Gabbana suit to the Oscars.
Similarly, Jolie’s love affair with Versace is decades old, and she’s been wearing the brand since at least the 2001 Globes.
Jolie once again went casual for a premiere, wearing a tee and leather pants while holding onto Thornton.
Looking very much like Morticia Addams, Jolie took home her first Oscar in a black, long-sleeved Marc Bouwer dress while on the arm of her brother, James Haven.
Jolie attended the premiere of her film, Girl Interrupted, in a long, blue-ish gray coat with her hair pulled back.
A blonde Jolie attended the SAG Awards in a white, off-the-shoulder dress.
Once again taking her brother as a date, Jolie attended the Globes in a sparkling Randolph Duke dress.
The actor also wore Randolph Duke to the Emmys the year prior, arriving in a nude dress with a sheer, embellished skirt detail.
Jolie took home her first Globe for her role in George Wallace while wearing a silver, one-shoulder midi dress.
The actor attended the BAFTA Awards in 1998 with her then-husband, Jonny Lee Miller, while wearing a simple black dress and sheer over-shirt.
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