Jessica Chastain’s Shoe Style: From Gucci Platforms to Stuart Weitzman Heels

When discussing modern red-carpet royalty, Jessica Chastain is frequently cited as the torchbearer for Old Hollywood glamour.

Whether she is attending the Met Gala in New York City or a premiere in Los Angeles, her style evolution consistently draws from the golden eras of cinema, ranging from the 1920s Art Deco “Vamp” to the 1950s Technicolor starlet.

By pairing period-inspired gowns with modern, architectural footwear, Chastain bridges vintage opulence and contemporary sophistication.

1. Gilded Glamour Perfected: Jessica Chastain’s Oxblood Gucci Gown & Platform Power Play

When the Metropolitan Museum of Art hosted its 2022 Met Gala in New York City, the “Gilded Glamour” theme invited stars to reinterpret the opulence of late 19th-century high society.

While many struggled to strike the right chord, Jessica Chastain arrived in a custom Gucci ensemble that remains a definitive masterclass in thematic dressing.

Jessica Chastain in an oxblood Gucci silk all-over sequin gown at the 2022 Met Gala Celebrating “In America: An Anthology of Fashion” at the Metropolitan Museum of Art on May 2, 2022, in New York City (Credit: Startraksphoto / John Nacion)

Her oxblood silk gown, dripping with all-over sequins, featured a matching turban and a crystal snake motif that wound across the bodice—a nod to the era’s eccentric decadence.

However, for footwear enthusiasts, the real intrigue lies in how Chastain balances high-fashion volume with structural footwear.

Whether she is walking the Met steps or the Academy Awards carpet, her choice of platforms and high-reaching heels often dictates the silhouette of her entire look.

Jessica Chastain wears a Gucci gown featuring a central opening and winding crystal snake embroidery (Credit: Jennifer Graylock / INSTARimages)

Adorning the gown was a crystal serpent wrapped around her body, giving a dark vibe to the ensemble.

Jessica Chastain wears Gucci High Jewelry earrings in 18kt white gold, pink spinels, and diamonds (Credit: PA IMAGES / INSTARimages)

Though we can’t imagine anyone from the Gilded Age wearing this look, Chastain still met the theme by evoking the opulence and grandeur of the wealthy class of the time.

2. Oscar Night Royalty: Jessica Chastain’s Pink-and-Gold Gucci Gown & Stuart Weitzman Discoplatform Heels

In March, Jessica Chastain capped awards season with a Best Actress win for The Eyes of Tammy Faye, adding to earlier Oscar nominations for The Help (2012) and Zero Dark Thirty (2013). For the ceremony, the petite actress stepped onto the red carpet in a pink-and-gold Gucci gown, accompanied by her husband, Gian Luca Passi de Preposulo.

Beneath the gown’s cascading lilac organza ruffles, Chastain relied on a tried-and-true red-carpet essential: Stuart Weitzman’s metallic gold “Discoplatform” sandals, which we’ve also spotted on Selena Gomez.

A signature style of the season, the design was engineered for voluminous gowns, delivering a dramatic five-inch lift balanced by a substantial 1.5-inch platform for stability.

Gian Luca Passi de Preposulo and Jessica Chastain in a pink and gold Gucci ensemble attend the 94th Annual Academy Awards at Hollywood and Highland on March 27, 2022, in Hollywood, California (Credit: Abby Grant / Cover Images / INSTARimages)

In her acceptance speech, she addressed “discriminatory and bigoted legislation that is sweeping our country with the only goal of further dividing us,” and she paid tribute to the LGBTQ community.

3. Modern Screen Siren: Elie Saab’s Glittering Column Dress & Statement Red-Carpet Heels

Jessica Chastain arrives at the AFI Fest screening of Molly’s Game in a black, subtly shimmering gown that channels classic Hollywood elegance with a modern edge

In November 2017, all eyes were on Jessica Chastain. She turned heads on the red carpet when attending an AFI Fest screening of her American biographical crime drama film Molly’s Game.

A side view highlights the gown’s thigh-high slit and sheer paneling, revealing the architectural lines that give the look its quiet sensuality

She looked stunning in a glittering black gown that seemed simple from the front, but the flirty sheer panel and dramatic slit added a sexy element.

The Academy Award winner wore a Resort 2018 gown by Elie Saab, featuring a high neckline, a floor-skimming hem, and a sleeveless design.

Jessica Chastain smiles with a statement Piaget necklace at the screening of “Molly’s Game” during the AFI Fest Closing Night Gala held at the TCL Chinese Theatre in Hollywood, California, on November 16, 2017 (Credit: FayesVision / WENN)

Leg-Length Illusion Mastery: Paul Andrew Platform Sandals Steal the Spotlight

The thigh-high slit showed off her enviable pins and sexy Paul Andrew heels.

A close-up captures Chastain’s strappy black platform sandals, adding height and drama beneath the gown’s fluid hem

Her flawless beauty look featured old-Hollywood glam waves, shimmering eye makeup, and soft pink lips. A statement necklace rounded out Jessica’s elegant red carpet look.

Her Paul Andrew platform sandals gave her glamorous red carpet ensemble a sultry edge. These shoes feature multiple slender toe bands, crisscross ankle straps, and thin high heels. 

From the back, the sleek Paul Andrew stiletto heels and crossed ankle straps underscore how strategic footwear elevates the gown’s red-carpet silhouette

Jessica Chastain’s Enduring Shoe Legacy: Where Old Hollywood Meets Modern Architecture

From sculptural platforms to razor-sharp stilettos, Jessica Chastain’s red-carpet style consistently proves that footwear is never an afterthought—it’s the structural foundation of her look. Whether she’s leaning into vintage glamour or embracing contemporary minimalism, her shoe choices reveal a masterclass in proportion, balance, and intentional design.

For a deeper dive into how Chastain uses heels to shape her signature silhouette—across premieres, festivals, and fashion weeks—explore her most memorable shoe and fashion moments below.