• Leonardo DiCaprio, in an open-necked shirt, attends the premiere of 'Romeo and Juliet' in Los Angeles, California, on October 27, 1996. Getty Images
    Leonardo DiCaprio, in an open-necked shirt, attends the premiere of 'Romeo and Juliet' in Los Angeles, California, on October 27, 1996. Getty Images
  • Leonardo DiCaprio, in a black suit and bowtie, and Kate Winslet attend the Golden Globe Awards in Beverly Hills, California, on January 18, 1998. Getty Images
    Leonardo DiCaprio, in a black suit and bowtie, and Kate Winslet attend the Golden Globe Awards in Beverly Hills, California, on January 18, 1998. Getty Images
  • Leonardo DiCaprio, in shades of navy, attends the premiere for 'The Beach' in Los Angeles, California, on February 2, 2000. Getty Images
    Leonardo DiCaprio, in shades of navy, attends the premiere for 'The Beach' in Los Angeles, California, on February 2, 2000. Getty Images
  • Leonardo DiCaprio, in classic suiting, and Martin Scorsese attend a screening of 'Gangs of New York' at the 55th Cannes Film Festival on May 20, 2002 in Cannes, France. Getty Images
    Leonardo DiCaprio, in classic suiting, and Martin Scorsese attend a screening of 'Gangs of New York' at the 55th Cannes Film Festival on May 20, 2002 in Cannes, France. Getty Images
  • Leonardo DiCaprio, in a lightly striped suit, arrives for the premiere of 'Gangs of New York' on January 7, 2003 in London, UK. Getty Images
    Leonardo DiCaprio, in a lightly striped suit, arrives for the premiere of 'Gangs of New York' on January 7, 2003 in London, UK. Getty Images
  • Leonardo DiCaprio, in a brown sheeny shirt, attends the premiere of 'Gangs of New York' at the Savoy Cinema on January 9, 2003 in Dublin, Ireland. Getty Images
    Leonardo DiCaprio, in a brown sheeny shirt, attends the premiere of 'Gangs of New York' at the Savoy Cinema on January 9, 2003 in Dublin, Ireland. Getty Images
  • Frank Abagnale, Leonardo DiCaprio, in a relaxed jacket, and Tom Hanks attend a press conference for 'Catch Me If You Can' on January 27, 2003 in London, England. Getty Images
    Frank Abagnale, Leonardo DiCaprio, in a relaxed jacket, and Tom Hanks attend a press conference for 'Catch Me If You Can' on January 27, 2003 in London, England. Getty Images
  • Leonardo DiCaprio, in grey tailoring, arrives at the premiere of 'The Aviator' at the Odeon West End on December 19, 2004 in London, England. Getty Images
    Leonardo DiCaprio, in grey tailoring, arrives at the premiere of 'The Aviator' at the Odeon West End on December 19, 2004 in London, England. Getty Images
  • Leonardo DiCaprio, in pinstripes, and Cate Blanchett arrive at the premiere of 'The Aviator' at the Warner Moderno Cinema on January 4, 2005 in Rome, Italy. Getty Images
    Leonardo DiCaprio, in pinstripes, and Cate Blanchett arrive at the premiere of 'The Aviator' at the Warner Moderno Cinema on January 4, 2005 in Rome, Italy. Getty Images
  • Leonardo DiCaprio, in brown suiting, and his grandmother, Helene IndenBirken, attend the premiere of 'The Aviator' at Palacio de la Musica Cinema on January 10, 2005 in Madrid, Spain. Getty Images
    Leonardo DiCaprio, in brown suiting, and his grandmother, Helene IndenBirken, attend the premiere of 'The Aviator' at Palacio de la Musica Cinema on January 10, 2005 in Madrid, Spain. Getty Images
  • Martin Scorsese and Leonardo DiCaprio, in a satin-trimmed jacket, attend the Baftas at the Odeon Leicester Square on February 12, 2005 in London, England. Getty Images
    Martin Scorsese and Leonardo DiCaprio, in a satin-trimmed jacket, attend the Baftas at the Odeon Leicester Square on February 12, 2005 in London, England. Getty Images
  • Leonardo DiCaprio, in a sharp black suit, and Gisele Bundchen attend the 77th Academy Awards at the Kodak Theatre in Hollywood, California, on February 27, 2005. EPA
    Leonardo DiCaprio, in a sharp black suit, and Gisele Bundchen attend the 77th Academy Awards at the Kodak Theatre in Hollywood, California, on February 27, 2005. EPA
  • Leonardo DiCaprio, in Armani, attends the Emporio Armani fashion show as part of London Fashion Week on September 21, 2006 in London, England. Getty Images
    Leonardo DiCaprio, in Armani, attends the Emporio Armani fashion show as part of London Fashion Week on September 21, 2006 in London, England. Getty Images
  • Martin Scorsese, Leonardo DiCaprio, in a striped tie, and Vera Farmiga attend the premiere of 'The Departed' at the Rome Film Festival on October 15, 2006 in Rome, Italy. Getty Images
    Martin Scorsese, Leonardo DiCaprio, in a striped tie, and Vera Farmiga attend the premiere of 'The Departed' at the Rome Film Festival on October 15, 2006 in Rome, Italy. Getty Images
  • Leonardo DiCaprio, in a tweed blazer, attends a photocall to promote 'The Departed' on January 18, 2007 in Tokyo, Japan. Getty Images
    Leonardo DiCaprio, in a tweed blazer, attends a photocall to promote 'The Departed' on January 18, 2007 in Tokyo, Japan. Getty Images
  • Leonardo DiCaprio, in a purple tie, attends the premiere for 'The Departed' on January 19, 2007 at Roppongi Hills in Tokyo, Japan. Getty Images
    Leonardo DiCaprio, in a purple tie, attends the premiere for 'The Departed' on January 19, 2007 at Roppongi Hills in Tokyo, Japan. Getty Images
  • Leonardo DiCaprio, in a navy knit, attends a photocall for 'Body of Lies' on November 3, 2008 in Paris, France. Getty Images
    Leonardo DiCaprio, in a navy knit, attends a photocall for 'Body of Lies' on November 3, 2008 in Paris, France. Getty Images
  • Leonardo DiCaprio, in a black suit, and Kate Winslet arrive for the premiere of 'Revolutionary Road' at the Odeon Leicester Square on January 18, 2009 in London, England. Getty Images
    Leonardo DiCaprio, in a black suit, and Kate Winslet arrive for the premiere of 'Revolutionary Road' at the Odeon Leicester Square on January 18, 2009 in London, England. Getty Images
  • Leonardo DiCaprio, in a smart overcoat, attends the 59th Berlin International Film Festival at the Konzerthaus am Gendarmenmarkt on February 9, 2009 in Berlin, Germany. Getty Images
    Leonardo DiCaprio, in a smart overcoat, attends the 59th Berlin International Film Festival at the Konzerthaus am Gendarmenmarkt on February 9, 2009 in Berlin, Germany. Getty Images
  • Leonardo DiCaprio, in a grey blazer, attends a photocall for 'Shutter Island' at the 60th Berlin International Film Festival at the Grand Hyatt Hotel on February 13, 2010 in Berlin, Germany. Getty Images
    Leonardo DiCaprio, in a grey blazer, attends a photocall for 'Shutter Island' at the 60th Berlin International Film Festival at the Grand Hyatt Hotel on February 13, 2010 in Berlin, Germany. Getty Images
  • Leonardo DiCaprio, in a classic tux, attends the 60th Berlin International Film Festival at the Konzerthaus am Gendarmenmarkt on February 15, 2010 in Berlin, Germany. Getty Images
    Leonardo DiCaprio, in a classic tux, attends the 60th Berlin International Film Festival at the Konzerthaus am Gendarmenmarkt on February 15, 2010 in Berlin, Germany. Getty Images
  • Leonardo DiCaprio, in navy tailoring, and Marion Cotillard attend the premiere for 'Inception' at Gaumont Champs Elysees on July 10, 2010 in Paris, France. Getty Images
    Leonardo DiCaprio, in navy tailoring, and Marion Cotillard attend the premiere for 'Inception' at Gaumont Champs Elysees on July 10, 2010 in Paris, France. Getty Images
  • Leonardo DiCaprio, in a silver tie, arrives for the premiere of 'J Edgar' in Los Angeles, California, on November 3, 2011. Getty Images
    Leonardo DiCaprio, in a silver tie, arrives for the premiere of 'J Edgar' in Los Angeles, California, on November 3, 2011. Getty Images
  • Leonardo DiCaprio, in Saint Laurent, attends a photocall for 'The Great Gatsby' during the 66th Cannes Film Festival at the Palais des Festivals on May 15, 2013 in Cannes, France. Getty Images
    Leonardo DiCaprio, in Saint Laurent, attends a photocall for 'The Great Gatsby' during the 66th Cannes Film Festival at the Palais des Festivals on May 15, 2013 in Cannes, France. Getty Images
  • Leonardo DiCaprio, in a black three-piece suit, attends a Tag Heuer event In Pavillon Vendome on November 6, 2013 in Paris, France. Getty Images
    Leonardo DiCaprio, in a black three-piece suit, attends a Tag Heuer event In Pavillon Vendome on November 6, 2013 in Paris, France. Getty Images
  • Leonardo DiCaprio, in Giorgio Armani, attends the premiere of 'The Wolf of Wall Street' on January 9, 2014 in London, England.Getty Images
    Leonardo DiCaprio, in Giorgio Armani, attends the premiere of 'The Wolf of Wall Street' on January 9, 2014 in London, England.Getty Images
  • Leonardo DiCaprio, in Armani, attends the Baftas at The Royal Opera House on February 16, 2014 in London, England. Getty Images
    Leonardo DiCaprio, in Armani, attends the Baftas at The Royal Opera House on February 16, 2014 in London, England. Getty Images
  • Leonardo DiCaprio, in Armani, arrives for the 86th annual Academy Awards at the Dolby Theatre in Hollywood, California, on March 2, 2014. EPA
    Leonardo DiCaprio, in Armani, arrives for the 86th annual Academy Awards at the Dolby Theatre in Hollywood, California, on March 2, 2014. EPA
  • Leonardo DiCaprio, in Armani, attends a Giorgio Armani event on April 30, 2015 in Milan, Italy. Getty Images
    Leonardo DiCaprio, in Armani, attends a Giorgio Armani event on April 30, 2015 in Milan, Italy. Getty Images
  • Leonardo DiCaprio, in Armani, attends the premiere of 'The Revenant' at Empire Leicester Square on January 14, 2016 in London, England. Getty Images
    Leonardo DiCaprio, in Armani, attends the premiere of 'The Revenant' at Empire Leicester Square on January 14, 2016 in London, England. Getty Images
  • Leonardo Dicaprio, in navy, attends the Baftas at the Royal Opera House on February 14, 2016 in London, England. Getty Images
    Leonardo Dicaprio, in navy, attends the Baftas at the Royal Opera House on February 14, 2016 in London, England. Getty Images
  • Leonardo DiCaprio, in Armani, arrives for the 88th annual Academy Awards at the Dolby Theatre in Hollywood, California, on February 28, 2016. EPA
    Leonardo DiCaprio, in Armani, arrives for the 88th annual Academy Awards at the Dolby Theatre in Hollywood, California, on February 28, 2016. EPA
  • Leonardo DiCaprio, in Armani, attends the screening of 'The Traitor' during the 72nd annual Cannes Film Festival on May 23, 2019 in Cannes, France. Getty Images
    Leonardo DiCaprio, in Armani, attends the screening of 'The Traitor' during the 72nd annual Cannes Film Festival on May 23, 2019 in Cannes, France. Getty Images
  • Leonardo DiCaprio, in jeans, and Brad Pitt attend the 'Once Upon a Time … in Hollywood' photocall at The Corinthia Hotel on July 31, 2019 in London, England. Getty Images
    Leonardo DiCaprio, in jeans, and Brad Pitt attend the 'Once Upon a Time … in Hollywood' photocall at The Corinthia Hotel on July 31, 2019 in London, England. Getty Images
  • Quentin Tarantino and Leonardo DiCaprio, in a stone bomber jacket, attend a press conference for 'Once Upon a Time ... in Hollywood' on August 26, 2019 in Tokyo, Japan. Getty Images
    Quentin Tarantino and Leonardo DiCaprio, in a stone bomber jacket, attend a press conference for 'Once Upon a Time ... in Hollywood' on August 26, 2019 in Tokyo, Japan. Getty Images
  • Leonardo DiCaprio, in blue tailoring, attends the premiere of 'Once Upon a Time ... in Hollywood' on August 26, 2019 in Tokyo, Japan. Getty Images
    Leonardo DiCaprio, in blue tailoring, attends the premiere of 'Once Upon a Time ... in Hollywood' on August 26, 2019 in Tokyo, Japan. Getty Images
  • Leonardo DiCaprio, in Armani, arrives for the 92nd annual Academy Awards at the Dolby Theatre in Hollywood, California, on February 9, 2020. EPA
    Leonardo DiCaprio, in Armani, arrives for the 92nd annual Academy Awards at the Dolby Theatre in Hollywood, California, on February 9, 2020. EPA

Fashion

37 photos that chart Leonardo DiCaprio's style journey: From titanically oversized suits to Wall-Street-ready tailoring

The Hollywood regular hasn't always had his red carpet game so fine-tuned

Emma Day
Emma Day

October 21, 2020

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He is one of Hollywood's most bankable stars, but Leonardo DiCaprio's style choices haven't always been quite as dependable as his taste in scripts.

The American actor, producer and keen environmentalist has transformed from teen star to Oscar winner in his three-decade career, after making his cinematic debut in 1991's Critters 3.

Since then, he has gone on to star in some of the industry's most acclaimed works, including Titanic, The Wolf of Wall Street, The Departed and Inception.

And, as his filmography has evolved, so too has his wardrobe.

DiCaprio, 45, depended on typically Nineties oversized tailoring when promoting the likes of Romeo and Juliet, clad in muted shades of black, navy and brown.

However, he has embraced sleeker lines, more adventurous patterning and relaxed smart-casual ensembles in recent years.

Here, we take a look at how the star's style has evolved throughout his time in the spotlight.

Scroll through the gallery above to see more images of Leonardo DiCaprio through the years.

Fashion