Golden Globe Nominee Leonardo DiCaprio’s Shoe Moments Through the Years: Jimmy Choo Loafers, Nike Shox Sneakers and More

Leonardo DiCaprio was recently nominated for a Best Performance by a Male Actor in a Motion Picture – Drama Golden Globe award for his leading role in the newest film by Martin Scorsese, “Killers of the Flower Moon.”

This is DiCaprio’s 14th Golden Globes nomination after being nominated for and winning several awards including Best Performance by an Actor in a Motion Picture – Musical or Comedy for his role in “The Aviator” and Best Performance by an Actor in a Supporting Role in any Motion Picture for his role in “What’s Eating Gilbert Grape.”

In 2024, he will compete against Bradley Cooper for “Maestro,” Cillian Murphy for “Oppenheimer,” Colman Domingo for “Rustin,” Andrew Scott for “All of Us Strangers” and Barry Keoghan for “Saltburn.”

Throughout DiCaprio’s lengthy career, he has acquired a rich history of memorable shoe moments. To celebrate DiCaprio’s recent nomination and to showcase his red-carpet style, FN is reflecting on some of the actor’s most iconic shoe moments ahead of the Golden Globes on Jan. 7.

2004 “Going Upriver: The Long War Of John Kerry” Premiere

Leonardo DiCaprio, red carpet, film premiere, award show, shoes, sneakers, boots

Leonardo DiCaprio attends the premiere of George Butler’s “Going Upriver: The Long War of John Kerry.”Getty Images

To attend the premiere of George Butler’s “Going Upriver: The Long War of John Kerry,” DiCaprio wore a pair of Nike Shox TL sneakers. The $759.90 style is the perfect mix of athletic and casual.

2010 Lakers Game

Leonardo DiCaprio, red carpet, film premiere, award show, shoes, sneakers, boots

Leonardo DiCaprio and Kevin Connolly attend Game 2 of the NBA Finals between the Los Angeles Lakers and Boston Celtics.Getty Images

To a 2010 Lakers basketball game, DiCaprio wore a pair of black and gray Nike sneakers. The shoes were simple and casual, with a small pop of cherry red for additional visual interest.

2014 Oceana’s Annual SeaChange Summer Party

Leonardo DiCaprio, red carpet, film premiere, award show, shoes, sneakers, boots

Leonardo DiCaprio attends Oceana’s Annual SeaChange Summer Party.Getty Images

DiCaprio arrived at the 2014 Oceana SeaChange Summer Party wearing a pair of brown lace-up sneakers. The casual flat shoe featured a black cap-toe and matching black laces.

2015 Giorgio Armani 40th Anniversary Event

Leonardo DiCaprio, red carpet, film premiere, award show, shoes, sneakers, boots

Leonardo DiCaprio attends the Giorgio Armani 40th Anniversary event.Jacopo M. Raule

DiCaprio attended the Giorgio Armani 40th Anniversary event wearing a pair of sleek Giorgio Armani dress shoes. The elegant style featured a square toe and a glossy black finish.

2016 Golden Globes

Leonardo DiCaprio, red carpet, film premiere, award show, shoes, sneakers, boots

Leonardo DiCaprio attends the 73rd Annual Golden Globe Awards.Getty Images
To attend the 2016 Golden Globes, DiCaprio wore a pair of Jimmy Choo penny loafers. The classic shoe was the perfect pairing to the actor’s simple tailored suit.

2018 CinemaCon Presentation

Leonardo DiCaprio, red carpet, film premiere, award show, shoes, sneakers, boots

Leonardo DiCaprio promotes the upcoming film “Once Upon a Time… in Hollywood” at the Sony Pictures Entertainment presentation during CinemaCon.Getty Images for CinemaCon

DiCaprio attended the 2018 CinemaCon presentation of “Once Upon a Time… in Hollywood” wearing a pair of simple white low-top sneakers. The clean and classic shoe was a great casual pick for DiCaprio’s look of jeans and a black t-shirt.

2019 “Once Upon A Time…In Hollywood” London Photocall

Leonardo DiCaprio, red carpet, film premiere, award show, shoes, sneakers, boots

Leonardo DiCaprio attends the “Once Upon A Time…In Hollywood” photocall in London.Tim P. Whitby/Getty Images for S

Leonardo DiCaprio attended the 2019 “Once Upon A Time…In Hollywood” photocall in London wearing a pair of lace-up sneakers. The black leather shoes featured a thick white platform and were styled with a pair of straight-leg dark-wash jeans.

2020 Acadamy Awards

Leonardo DiCaprio, red carpet, film premiere, award show, shoes, sneakers, boots

Leonardo DiCaprio attends the 92nd Annual Academy Awards.Getty Images

To attend the 2020 Acadamy Awards, DiCaprio wore a pair of simple black loafers. The classic shoe, done in a shiny black patent leather, looked great next to the actor’s sharply tailored suit.

2023 Cannes Film Festival

Leonardo DiCaprio, John Lobb, shoes, oxfords, dress shoes, black shoes, leather shoes, mens shoes, lace up shoes, cap toed shoes, formal shoes, suit, brown suit, polo, polo shirt, black polo, Cannes, Cannes Film Festival, red carpet, celebrity red carpet, premiere

Leonardo Dicaprio attends the “Killers of the Flower Moon” photocall at the 76th annual Cannes Film Festival.Andreas Rentz/Getty Images

To attend the 2023 Cannes Film Festival, DiCaprio wore a pair of John Lobb Moorgate oxfords. The $2,390 lace-up style featured capped toes and paneled black leather uppers.

The Golden Globes will air on CBS on Jan. 7 at 8 p.m. ET.