At the National Board of Review Awards Gala held on January 7, 2014, at Cipriani 42nd Street in New York City, Jessica Chastain provided a masterclass in color coordination.
Defying a winter chill in the city, she opted for a vibrant yellow Oscar de la Renta dress featuring a plunging ballerina neckline and a classic draped skirt.

While the silhouette was timeless, her footwear styling transformed the look into a modern editorial statement.
By matching her gown to high-contrast accessories, Chastain highlighted how a bold primary palette can remain sophisticated on the red carpet.

Jessica clearly brought sunshine to the scene, but her dress wasn’t the only highlight of the outfit. Her Oscar de la Renta pumps are simply to die for!

The “Kenzie” pumps come from Oscar de la Renta’s Spring 2014 collection, a season celebrated for its romantic take on classic femininity.
Crafted in blue grosgrain with contrasting yellow suede straps, the pointed-toe heels echoed the collection’s refined color palette and historicist elegance, while mirrored silver leather stilettos—measuring approximately four inches—added a modern, high-shine finish worthy of the New York Fashion Week runway.
To see another highlight from the collection, see how Katy Perry styled a dotted Oscar de la Renta Spring 2014 sheer tulle gown, speckled with colorful embroidered flowers at the 2013 AMAs.

Overall, Jessica Chastain was flawless!


Why This Jessica Chastain Moment Still Resonates in Red-Carpet Shoe History
More than a decade later, this National Board of Review Awards appearance remains a defining example of how Jessica Chastain uses footwear to elevate classic silhouettes into modern fashion statements.
From her thoughtful color coordination to her consistent embrace of designer heels, Chastain’s red-carpet style reflects a long-running dialogue between timeless elegance and directional shoe choices—one that continues to evolve across designers, decades, and major fashion moments.
👠 Jessica Chastain & Oscar de la Renta Fashion Highlights:
- 👡 Jessica Chastain’s Timeless Shoe & Fashion Moments — a deep dive into her classic heels, iconic red-carpet shoes, and how she crafts memorable footwear looks.
- ✨ Jessica Chastain Dazzles in Gucci Mini and René Caovilla Gladiator Sandals — a standout shoe-centric appearance on the red carpet.
- 🎬 Jessica Chastain Shines in Saint Laurent Metallic Pumps — classic styling paired with sleek pumps and refined couture.
- 👗 Brie Larson’s Oscar de la Renta Velvet & Custom Sandals — a red-carpet moment anchored by Oscar de la Renta glamour.
- 💃 Brie Larson Honors Women’s Day in Red Oscar de la Renta — a bold gown elevated by polished heels.
- 👠 Leslie Bibb Flaunts Oscar de la Renta Mini Dress & Heels — fresh Oscar de la Renta fashion coverage with standout styling.