The actor’s career began to take of with his role in ‘What’s Eating Gilbert Grape’ in 1993. At the Hollywood premiere he gave complete '90s layering style with opting for a black suede jacket, black t-shirt, under a black knit sweater, tucked into blue slacks with a tan cut belt.
DiCaprio stole the hearts of many teenage girls in a prom-ready black three-piece suit and colorless button-down shirt at the 51st Annual Golden Globes.
At his 1996 premiere for Romeo and Juliet, the actor turned heads as he walked the red carpet with his girlfriend and co-star Claire Danes. He looked cool and relaxed in a navy blue four-button satin suit with a plain white button down shirt, with the first few buttons left undone.
At the Hollywood premiere of his career-changing film Titanic, Leonardo DiCaprio debuted what would soon become his sartorial red carpet style. Dressed in a navy pantsuit, with a silver silk button-down and a dark grey tie, the actor looked dapper and fresh.
At the 55th Golden Globes, the actor went for a classic tuxedo, a vest, and a bow tie.
At the 2002 Gangs of New York premiere, DiCaprio not only debuted his new film but also a mature red carpet suit style. He opted for a charcoal grey tailored suit, white button-down and antique gold tie for a more “grown-up” look.
Off the red carpet, DiCaprio likes to keep his looks simple and comfy. At the New York premiere of George Butler’s Going Upriver: The Long War of John Kerry he paired his dark blue denim jeans with a white Kerry & Edward graphic T-shirt, black open shirt and a pair of grey Nike sneakers. He completed this relaxed look with a backward styled baseball cap.
A couple months later, the actor returned to his formal red carpet look at the premiere of his film The Aviator. He looked quit dashing styled in his go-to black suit look paired with a white button down and grey tie.
Exuding classic elegance in a black tuxedo look with perfectly coiffed hair, DiCaprio owned the red carpet of the 77th Annual Academy Awards.
Leonardo DiCaprio fused his relaxed off-duty style with his red carpet sartorial as he posed for the Body of Lies photocall in Paris in 2008. He made a navy blue V-neck sweater look super chic by pairing it with striped gray slacks and black leather dress shoes.
The actor looked incredibly handsome and well dressed in a black suit look with a polka dot blue tie, as he posed on the red carpet of the L.A. premiere of Revolutionary Road.
DiCaprio wore a patterned gray blazer, relaxed white button-down shirt and gray slacks for a more stylish look at the 12th Annual AFI Awards in 2012.
At the 2010 world premiere of his film Inception, Leonardo DiCaprio looks debonair dressed in yet another black suit paired with a black and white striped tie.
Spotted walking the streets of New York in October 2013, Leonardo DiCaprio reverts back to his basic street style. Pairing a navy crewneck sweater with light blue denim jeans, blue slip on sneakers and gray ivy cap, allowed him to stroll the city incognito.
At the 7th Annual Oceana’s Annual SeaChange party, DiCaprio added a pair of casual sneakers and a beard to a tailored black suit.
DiCaprio looked suave as he arrived to the 2015 premiere of his film The Revenant in a black suit paired with a white and black graphic polka dot tie.
The actor looked like Hollywood royalty dressed in an elegant black tux for the 88th Annual Academy Awards. He completed his look with a black bow tie and shiny patent leather oxfords--and an Oscar.