Jessica Chastain’s Best Shoe Moments: Dior, Gucci, and Louboutin on the Red Carpet

Born on March 24, 1977, in Sacramento, California, Jessica Chastain has established a career marked by acclaimed roles in films such as The Tree of Life, The Help, Interstellar, and Zero Dark Thirty. Beyond her acting talent, the Oscar-winning star is equally admired for her sophisticated style.

Jessica often gravitates toward classic and timeless shoe silhouettes—think sleek pumps, strappy sandals, and elegant platforms. She frequently turns to luxury powerhouses like Christian Louboutin, Saint Laurent, and Gucci, using their elevated heels to lengthen her 5 feet 3 ¾ inches (161.9 cm) frame. Whether she’s on the red carpet or at a film festival photocall, her footwear choices consistently reflect a polished, refined aesthetic that balances glamour with wearability.

2011 was a turning point for Jessica Chastain’s career. She received several different nominations and won awards at several major award shows, notably including a 2012 Oscar nomination for Best Performance by an Actress in a Supporting Role for The Help.

After years of balancing acting acclaim with red-carpet elegance, Jessica continued to showcase her polished style during promotions for The Eyes of Tammy Faye.

Jessica Chastain Radiates in Dior Plaid With Sleek Stiletto Pumps

Jessica Chastain was spotted in New York City heading to a special screening of the film, where she radiated in a Christian Dior Fall 2021 red-and-white plaid dress and matching jacket.

The coordinated look highlighted her love for classic tailoring with a modern twist, perfectly in line with the sophisticated fashion choices that have defined her public appearances.

Jessica Chastain looked radiant in a red-and-white Christian Dior Fall 2021 plaid dress and jacket, styled with burgundy pointed-toe stiletto pumps, at a special screening of The Eyes of Tammy Faye in New York City on December 2, 2021 (Credit: MEGA / WENN)

Continuing her stylish promotional run for The Eyes of Tammy Faye, Jessica Chastain made a glamorous appearance at the Rome Film Festival, where she embraced a more classic red-carpet mood.

Jessica Chastain Stuns in a Classic Gucci Gown at Rome Film Festival

Jessica Chastain lit up the red carpet at the Rome Film Festival premiere of The Eyes of Tammy Faye on October 14, 2021, wearing a sleeveless Gucci gown featuring a shimmering blue bodice and an embroidered red lace skirt (Credit: KIKA / WENN)

Although Jessica Chastain is a household name, she remains private about her personal life. Her husband, Gian Luca Passi de Preposulo, an accomplished Italian fashion executive, shares her refined lifestyle and public presence.

Jessica Chastain stunned in a strapless yellow tulle gown while posing with her husband Gian Luca Passi de Preposulo, who looked sharp in a navy tuxedo with a satin lapel and bow tie (Credit: WENN)

Gian Luca Passi de Preposulo comes from a historic Italian family and has built his own career in fashion, serving in senior public relations roles at Armani and Moncler.

His refined background and work in luxury fashion made him a natural match for Chastain’s world of red carpets and designer style.

Jessica Chastain enjoyed a relaxed seaside stroll with husband Gian Luca Passi de Preposulo, wearing a black knit top, skinny jeans, straw hat, and oversized sunglasses, accessorized with a blush-pink handbag tied with a striped scarf (Credit: WENN)

With his executive career in luxury fashion, Gian Luca Passi de Preposulo was already familiar with the world of A-list events when he met Jessica Chastain.

The two were introduced on the same day she learned of her Oscar nomination for The Help, a milestone she later described as one of the most memorable days of her life. They began dating in 2012, and although Chastain was initially hesitant about marriage, their relationship grew into a lasting partnership.

Actress Jessica Chastain and her boyfriend Gian Luca Passi De Preposulo attend Day 1 of Ischia Global Film & Music Fest 2014 on July 12, 2014, in Ischia, Italy (Credit: WENN)

As their relationship deepened, Jessica Chastain shared with the Wall Street Journal in 2018 that her view of marriage had evolved, calling it a celebration of her partnership with Gian Luca Passi de Preposulo.

The couple married on June 10, 2017, at his family estate in Carbonera, Italy, with guests including Anne Hathaway, Emily Blunt, and Edgar Ramirez.

(L-R) Gian Luca Passi de Preposulo, Jerri Chastain, Michael Hastey, actress/honoree Jessica Chastain, Marilyn Herst, Laci Smoot, and Daniel Hastey pose for a photo at Jessica Chastain’s Hand and Footprint Ceremony at TCL Chinese Theatre on November 3, 2016, in Hollywood, California (Credit: FayesVision / WENN)

Since their wedding, Jessica Chastain and Gian Luca Passi de Preposulo have welcomed two children, born via surrogacy in 2018 and 2020.

Reflecting on her marriage in 2019, Chastain told People that, despite being warned the first year would be challenging, she found it to be “incredible.”

For the Rome Film Festival photocall of The Eyes of Tammy Faye, Jessica turned to Gucci for a striking ensemble that combined bold color with sharp tailoring.

Jessica Chastain Brightens the Rome Photocall in Electric Blue Gucci

She wore a blue satin blazer with a matching pleated skirt and a black top, styled by Elizabeth Stewart, with her hair styled by Christian Wood and makeup by Mary Greenwell.

Completing the look, she stepped into a pair of classic black Christian Louboutin pumps with the brand’s signature red soles, which added polish and height to her vibrant outfit.

Jessica Chastain brought bold color to the Rome Film Festival photocall for The Eyes of Tammy Faye on October 14, 2021, wearing an electric blue satin Gucci blazer and pleated skirt with a black top, styled with classic black Christian Louboutin stiletto pumps that added height and polish to the look (Credit: MEGA / WENN)

While her most recent appearances confirm her enduring sophistication, her red-carpet evolution has been a long journey.

To appreciate how consistent her style has remained, let’s rewind to 2013, when Jessica delivered back-to-back standout shoe moments in New York City.

Rewinding to 2013: Jessica Chastain’s Back-to-Back Heel Highlights

She first chose the elegant “Camail” sandals by Rupert Sanderson, followed the next evening by the striking “Lady Gres” peep-toe pumps from Christian Louboutin.

1. Rupert Sanderson “Camail” Sandals With Antonio Berardi Cobalt Blue Dress

The American actress paired her Rupert Sanderson heels with a bright cobalt blue dress by Antonio Berardi, which perfectly complemented her skin tone and hair color.

Jessica Chastain turned heads in a cobalt blue fitted dress paired with towering black platform sandals while arriving in New York City for a guest appearance on “The Late Show with David Letterman” on January 7, 2013 (Credit: WENN)

She finished her look with a red manicure and matching pedicure.

A close-up of Jessica Chastain’s feet in black platform sandals with thick block heels and ankle straps, adding dramatic height to her sleek look (Credit: WENN)

2. Christian Louboutin “Lady Gres” Peep-Toe Pumps and Oscar de la Renta Lace Dress

Jessica styled her Louboutins with a Pre-Fall 2013 black lace dress by Oscar de la Renta that had a very ladylike and vintage-inspired feel.

Jessica Chastain dazzled with a bold berry lip and a sparkling crystal necklace while attending the premiere of Mama on January 8, 2013, at the Landmark Sunshine Theater in New York City (Credit: WENN)

She paired the knee-length dress with a diamond bib necklace and wine-colored lipstick.

The actress looked elegant in a black lace cocktail dress paired with statement jewels at the Mama premiere (Credit: WENN)

She switched up her nail polish color, matching her black pedicure to the black Louboutins.

A close-up of Jessica Chastain’s feet in black Christian Louboutin “Lady Gres” peep-toe pumps with the brand’s signature red soles (Credit: WENN)

From Dior plaid to Gucci glamour and Louboutin classics, Jessica Chastain’s red-carpet style is as captivating as her film career. Her shoes strike the perfect balance of timeless elegance and bold statement-making.

Even her early 2010s looks prove that her love of classic yet daring heels has been a signature throughout her career.

More Jessica Chastain Shoe and Red Carpet Fashion Highlights