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  Table of content    
  1. Let's start with a cute baby photo of Leonardo DiCaprio
  2. Leonardo DiCaprio in 1989
  3. Leonardo DiCaprio in 1989
  4. Leonardo DiCaprio in Parenthood in 1990
  5. Leonardo DiCaprio in the '80s
  6. Leonardo DiCaprio on Growing Pains on Sept. 28, 1991
  7. Leonardo DiCaprio in 1993
  8. Leonardo DiCaprio at the 66th annual Academy Awards in Los Angeles on March 21, 1994
  9. Leonardo DiCaprio and Dennis Hopper at the Red Rock West party in 1994
  10. Leonardo DiCaprio in New York City in 1995
  11. Leonardo DiCaprio with Mark Wahlberg in 1995
  12. Leonardo DiCaprio in The Basketball Diaries in 1995
  13. Leonardo DiCaprio in Total Eclipse in 1996
  14. Leonardo DiCaprio at the premiere of Romeo + Juliet in Hollywood on Oct. 27, 1996
  15. Leonardo DiCaprio with Claire Danes in Romeo + Juliet in 1996
  16. Leonardo DiCaprio with Kate Winslet in Titanic in 1997
  17. Leonardo DiCaprio in The Man in the Iron Mask in 1998
  18. Leonardo DiCaprio in The Beach in 2000
  19. Leonardo DiCaprio at the Concert for New York City on Oct. 20, 2001
  20. Leonardo DiCaprio promoting Gangs of New York in Cannes, France on May 21, 2002
  21. Leonardo DiCaprio at the Catch Me If You Can Los Angeles premiere on Dec. 16, 2002
  22. Leonardo DiCaprio at the Gangs of New York premiere in Paris on Jan. 6, 2003
  23. Leonardo DiCaprio at the London premiere of Catch Me If You Can on Jan. 27, 2003
  24. Leonardo DiCaprio on Nov. 20, 2004
  25. Leonardo DiCaprio at The Aviator press conference in Los Angeles on Nov. 20, 2004
  26. Leonardo DiCaprio at the 57th annual DGA Awards Dinner in Beverly Hills on Jan. 29, 2005
  27. Leonardo DiCaprio with Gisele Bundchen at the 77th Academy Awards in Hollywood on Feb. 27, 2005
  28. Leonardo DiCaprio in Los Angeles on Nov. 16, 2006
  29. Leonardo DiCaprio with Jennifer Connelly at the Blood Diamond Los Angeles premiere on Dec. 6, 2006
  30. Leonardo DiCaprio at the premiere of The 11th Hour in Hollywood on Aug. 8, 2007
  31. Leonardo DiCaprio at the Paris premiere of Body of Lies on Nov. 3, 2008
  32. Leonardo DiCaprio with Kate Winslet at the Los Angeles premiere of Revolutionary Road on Dec. 15, 2008
  33. Leonardo DiCaprio at the 20th anniversary of the Palm Springs International Film Festival Awards Gala on Jan. 6, 2009
  34. Leonardo DiCaprio with Kate Winslet at the 66th annual Golden Globe Awards in Beverly Hills on Jan. 11, 2009
  35. Leonardo DiCaprio at the J. Edgar opening night gala at the AFI FEST 2011 in Hollywood on Nov. 3, 2011
  36. Leonardo DiCaprio with Tobey Maguire at the photocall for The Great Gatsby at the 66th annual Cannes Film Festival on May 15, 2013
  37. Leonardo DiCaprio with Kate Winslet in Beverly Hills on May 22, 2013
  38. Leonardo DiCaprio at the 71st annual Golden Globe Awards on Jan. 12, 2014
  39. Leonardo DiCaprio at the 86th annual Academy Awards in Hollywood on March 2, 2014
  40. Leonardo DiCaprio filming The Wolf of Wall Street in New York City on Sept. 25, 2012
  41. Leonardo DiCaprio at the Screen Actors Guild Foundation 30th Anniversary Celebration in Beverly Hills on Nov. 5, 2015
  42. Leonardo DiCaprio with former President Barack Obama at the White House on Sept. 25, 2016
  43. Leonardo DiCaprio with Brad Pitt at the Cannes premiere of Once Upon a Time in Hollywood on May 21, 2019
  44. Leonardo DiCaprio attends the 92nd Annual Academy Awards at Hollywood and Highland on February 09, 2020 in Hollywood, California.
  45. Leonardo DiCaprio is on his final day at #COP26
  46. Leonardo DiCaprio supports director Martin Scorsese as he wins Legend of Cinema Award at CinemaCon Daily Mail Online in April 2023

Leonardo DiCaprio Through The Years: From Child Actor To Hollywood Leading Man

Leonardo DiCaprio, a name that resonates with charisma, talent, and a captivating on-screen presence. From his humble beginnings as a blessed child actor to his meteoric rise as one of Hollywood's most revered leading men, DiCaprio's transformation is nothing short of awe-inspiring. In the vast landscape of Tinseltown, where dreams are both created and shattered, DiCaprio defied the odds and carved his own path to success. He first graced the silver screen as a cherubic-faced teenager, captivating audiences with his undeniable charm and raw talent.

With each role he embraced, DiCaprio shed the skin of his former self, fearlessly stepping into diverse characters that challenged his abilities and expanded his range. From a baby cute child to a red-carpet gentleman, from the enigmatic Jack Dawson in "Titanic" to the relentless Jordan Belfort in "The Wolf of Wall Street," DiCaprio transformed himself into an embodiment of cinematic brilliance, capturing the hearts of millions around the globe. Scroll down as we delve into Leonardo DiCaprio's remarkable journey, tracing his evolution from a child actor to a Hollywood leading man who continues to redefine excellence on the silver screen.

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#1. Let's start with a cute baby photo of Leonardo DiCaprio

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#2. Leonardo DiCaprio in 1989

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#3. Leonardo DiCaprio in 1989

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#4. Leonardo DiCaprio in Parenthood in 1990

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#5. Leonardo DiCaprio in the '80s

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#6. Leonardo DiCaprio on Growing Pains on Sept. 28, 1991

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#7. Leonardo DiCaprio in 1993

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#8. Leonardo DiCaprio at the 66th annual Academy Awards in Los Angeles on March 21, 1994

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#9. Leonardo DiCaprio and Dennis Hopper at the Red Rock West party in 1994

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#10. Leonardo DiCaprio in New York City in 1995

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#11. Leonardo DiCaprio with Mark Wahlberg in 1995

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#12. Leonardo DiCaprio in The Basketball Diaries in 1995

Source: GETTY IMAGES
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#13. Leonardo DiCaprio in Total Eclipse in 1996

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#14. Leonardo DiCaprio at the premiere of Romeo + Juliet in Hollywood on Oct. 27, 1996

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#15. Leonardo DiCaprio with Claire Danes in Romeo + Juliet in 1996

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#16. Leonardo DiCaprio with Kate Winslet in Titanic in 1997

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#17. Leonardo DiCaprio in The Man in the Iron Mask in 1998

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#18. Leonardo DiCaprio in The Beach in 2000

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#19. Leonardo DiCaprio at the Concert for New York City on Oct. 20, 2001

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#20. Leonardo DiCaprio promoting Gangs of New York in Cannes, France on May 21, 2002

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#21. Leonardo DiCaprio at the Catch Me If You Can Los Angeles premiere on Dec. 16, 2002

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#22. Leonardo DiCaprio at the Gangs of New York premiere in Paris on Jan. 6, 2003

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#23. Leonardo DiCaprio at the London premiere of Catch Me If You Can on Jan. 27, 2003

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#24. Leonardo DiCaprio on Nov. 20, 2004

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#25. Leonardo DiCaprio at The Aviator press conference in Los Angeles on Nov. 20, 2004

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#26. Leonardo DiCaprio at the 57th annual DGA Awards Dinner in Beverly Hills on Jan. 29, 2005

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#27. Leonardo DiCaprio with Gisele Bundchen at the 77th Academy Awards in Hollywood on Feb. 27, 2005

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#28. Leonardo DiCaprio in Los Angeles on Nov. 16, 2006

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#29. Leonardo DiCaprio with Jennifer Connelly at the Blood Diamond Los Angeles premiere on Dec. 6, 2006

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#30. Leonardo DiCaprio at the premiere of The 11th Hour in Hollywood on Aug. 8, 2007

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#31. Leonardo DiCaprio at the Paris premiere of Body of Lies on Nov. 3, 2008

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#32. Leonardo DiCaprio with Kate Winslet at the Los Angeles premiere of Revolutionary Road on Dec. 15, 2008

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#33. Leonardo DiCaprio at the 20th anniversary of the Palm Springs International Film Festival Awards Gala on Jan. 6, 2009

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#34. Leonardo DiCaprio with Kate Winslet at the 66th annual Golden Globe Awards in Beverly Hills on Jan. 11, 2009

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#35. Leonardo DiCaprio at the J. Edgar opening night gala at the AFI FEST 2011 in Hollywood on Nov. 3, 2011

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#36. Leonardo DiCaprio with Tobey Maguire at the photocall for The Great Gatsby at the 66th annual Cannes Film Festival on May 15, 2013

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#37. Leonardo DiCaprio with Kate Winslet in Beverly Hills on May 22, 2013

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#38. Leonardo DiCaprio at the 71st annual Golden Globe Awards on Jan. 12, 2014

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#39. Leonardo DiCaprio at the 86th annual Academy Awards in Hollywood on March 2, 2014

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#40. Leonardo DiCaprio filming The Wolf of Wall Street in New York City on Sept. 25, 2012

Source: JAMES DEVANEY
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#41. Leonardo DiCaprio at the Screen Actors Guild Foundation 30th Anniversary Celebration in Beverly Hills on Nov. 5, 2015

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#42. Leonardo DiCaprio with former President Barack Obama at the White House on Sept. 25, 2016

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#43. Leonardo DiCaprio with Brad Pitt at the Cannes premiere of Once Upon a Time in Hollywood on May 21, 2019

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#44. Leonardo DiCaprio attends the 92nd Annual Academy Awards at Hollywood and Highland on February 09, 2020 in Hollywood, California.

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#45. Leonardo DiCaprio is on his final day at #COP26

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#46. Leonardo DiCaprio supports director Martin Scorsese as he wins Legend of Cinema Award at CinemaCon Daily Mail Online in April 2023

Source: Chris Pizzello/Invision/AP
Which year version of Leo is your favorite? Let's share your thoughts in the comments below!
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