Jessica Chastain’s Timeless Shoe & Fashion Moments: From Burberry Glamour to Louboutin Elegance

Please subscribe to our newsletter to receive updates from Your Next Shoes. This post may contain affiliate links. Please see our disclosure for more details.

Jessica Chastain has long been a red carpet favorite, seamlessly balancing Hollywood glamour with modern sophistication.

Standing 5 feet 3¾ inches (161.9 cm) tall and wearing a US shoe size 7.5, the Oscar-winning actress knows how to maximize her frame with carefully chosen gowns and statement heels.

From the sleek black Burberry corset gown she wore at the 2019 Golden Globes to the vibrant yellow Ralph Lauren chiffon dress at New York Fashion Week, Chastain consistently embraces bold colors and refined silhouettes.

She’s equally captivating in a striking red Akris sheath dress with classic black pumps on Broadway and timeless in a white Alexander McQueen peplum dress styled with crystal-embellished Christian Louboutin Strass heels. Together, these looks showcase why Chastain remains one of Hollywood’s most compelling—and consistently best-dressed—stars.

Golden Globe Glamour: Burberry Corset Gown & Piaget Jewelry

Back in January 2019, Jessica Chastain lit up the Golden Globe Awards red carpet at the Beverly Hilton Hotel in Beverly Hills.

The Oscar-winning actress arrived in a sleek Burberry corset gown by Riccardo Tisci, styled with Piaget jewelry and a polished high ponytail, radiating effortless glamour and confidence.

Jessica Chastain stunned in a sleek black Burberry gown with a beaded cape detail at the 2019 Golden Globe AwardsJessica Chastain stunned in a sleek black Burberry gown with a beaded cape detail at the 2019 Golden Globe Awards

The then-41-year-old Molly’s Game star looked fabulous in a custom Burberry corset gown styled with a sleek high ponytail and Piaget jewelry.

It was the first dress designed by Burberry’s new artistic director Riccardo Tisci since he took over the iconic British brand in 2018.

Jessica Chastain could not stop smiling at the 2019 Golden Globe AwardsJessica Chastain could not stop smiling at the 2019 Golden Globe Awards at the Beverly Hilton Hotel in Beverly Hills, California, on January 6, 2019 (Credit: Rob Rich / WENN / Joseph Marzullo)

Radiant in Yellow: Ralph Lauren Chiffon & Gold Platform Heels

Before her 2019 Golden Globes appearance, Jessica Chastain turned heads at one of New York Fashion Week’s most memorable evenings—the Ralph Lauren 50th Anniversary celebration at Bethesda Terrace in Central Park.

Attending with her husband, Gian Luca Passi de Preposulo, in September 2018, she brought a burst of color to the festivities in a radiant yellow gown.

Jessica Chastain dazzled in a strapless bright yellow chiffon gown paired with gold platform heels, while Gian Luca Passi de Preposulo opted for a classic navy tuxedo at Ralph Lauren’s 50th Anniversary show during New York Fashion Week on September 7, 2018Jessica Chastain dazzled in a strapless bright yellow chiffon gown paired with gold platform heels, while Gian Luca Passi de Preposulo opted for a classic navy tuxedo at Ralph Lauren’s 50th Anniversary show during New York Fashion Week on September 7, 2018

Broadway Bold: Akris Red Sheath Dress & Classic Black Pumps

Just a few months later, Jessica swapped vibrant yellow chiffon for bold Broadway glamour.

On December 13, 2018, she commanded attention at the opening night of To Kill a Mockingbird at the Shubert Theatre in New York City, showcasing her toned legs in a striking red Akris sheath dress paired with classic black pointy-toe pumps, a silhouette-sharpening choice known for its ability to visually elongate the legs and create a sleeker line from hip to toe.

Jessica Chastain radiated confidence in a fitted red sheath dress paired with classic black pointed-toe pumps at the opening night of ‘To Kill A Mockingbird’ at the Shubert Theatre in New York CityJessica Chastain radiated confidence in a fitted red sheath dress paired with classic black pointed-toe pumps at the opening night of ‘To Kill A Mockingbird’ at the Shubert Theatre in New York City on December 13, 2018

Red Dresses Styled With Black Heels

From runway minimalism to red-carpet glamour, pairing a red dress with black heels has become a timeless styling move. Here are some standout examples featured on Your Next Shoes:

👠 Explore Red-Dress + Black-Heels Style Moments on Your Next Shoes:

Old-Hollywood Elegance: Alexander McQueen Peplum & Louboutin Strass Pumps

Rewinding three years earlier, Jessica Chastain embraced old-Hollywood elegance at the 2015 National Board of Review Awards Gala.

Stepping onto the Cipriani 42nd Street red carpet in New York City, she turned heads in a white Alexander McQueen peplum dress styled with Piaget jewels and statement Christian Louboutin pumps.

Jessica Chastain at the 2015 National Board of Review Awards Gala held at Cipriani 42nd Street in New York City on January 6, 2015Jessica Chastain at the 2015 National Board of Review Awards Gala held at Cipriani 42nd Street in New York City on January 6, 2015

The then 37-year-old actress from A Most Violent Year donned a white peplum dress from Alexander McQueen, which received harsh reviews from fashion critics.

At the 2015 National Board of Review Gala, Jessica wore a white Alexander McQueen peplum dress styled with Piaget jewelry and Christian Louboutin heelsAt the 2015 National Board of Review Gala, Jessica wore a white Alexander McQueen peplum dress styled with Piaget jewelry and Christian Louboutin heels

She completed the look with Piaget jewelry and a pair of Christian Louboutin “Strass” pumps—one of the brand’s most glamorous designs, often described as the modern-day glass slipper.

Covered in hand-placed crystals that shimmer with every step, the Strass style comes in variations like the mesh-based Follies Strass and the suede-trimmed Kate Strass, both featuring Louboutin’s signature pointed toe, stiletto heel, and unmistakable red sole.

Her look was finished with Christian Louboutin pumps featuring an intricate green and gold metallic pattern on white leatherHer look was finished with Christian Louboutin pumps featuring an intricate green and gold metallic pattern on white leather

Jessica Chastain’s Style Legacy in Shoes & Fashion

From red carpet gowns to standout footwear, Jessica Chastain has consistently blended Hollywood glamour with bold style choices. As this article concludes, here are some of her most memorable shoe and fashion moments featured on Your Next Shoes.

👠 Explore Jessica Chastain’s Best Shoe & Fashion Moments: