Grace VanderWaal rose to global recognition as a preteen prodigy, but by early 2020, her career had entered a more deliberate, transitional phase—one that balanced creative maturity with youthful authenticity.
That evolution was on display in Los Angeles on March 11, 2020, when the singer-songwriter stepped out for Jimmy Kimmel Live! to promote her Disney+ film Stargirl. Adapted from Jerry Spinelli’s bestselling novel (available on Amazon), the coming-of-age romance marked VanderWaal’s acting debut ahead of its March 13, 2020, streaming premiere.
Rather than leaning into theatrical red-carpet dressing, she chose a restrained, age-appropriate look grounded by classic footwear—demonstrating an early understanding of how timeless shoes can quietly elevate a youthful silhouette without overpowering it.
Grace VanderWaal steps out for her appearance on Jimmy Kimmel Live! on March 11, 2020, wearing a relaxed blue V-neck sweater and wide-leg black trousers, finished with polished black Chanel pumps (Credit: Instar / WENN)
Standing 5ft 6 (167.6 cm) and wearing a US size 6.5, she was spotted outside the studio in a blue-collared V-neck sweater paired with loose-fitting black trousers—an understated look designed to let her classic pumps subtly refine the silhouette.
From behind, Grace VanderWaal lets classic black Chanel pumps anchor her wide-leg trousers, proving how polished heels can quietly sharpen a relaxed, youthful silhouette
Grace looked beautiful with her signature fringed bob hairstyle and age-appropriate makeup by Crystal Liz. Highlighting her features, she wore pink lipstick, matching eyeshadow, and a hint of blush.
Grace VanderWaal wears her signature fringed bob hairstyle with light pink makeup
The young star kept her accessories simple, wearing just a pair of gold hoop earrings and black Chanel pumps. Her pumps feature patent square toes and about 4-inch block heels.
Grace VanderWaal showed how polished Chanel pumps can elevate her youthful style. The French fashion house remains a go-to choice for stars seeking timeless elegance. To see more iconic moments featuring Chanel’s classic footwear, explore these curated YNS features:
Celebrity Style Highlights in Chanel Pumps
👠 Chanel Pumps & Chanel Shoe Moments on Your Next Shoes:
- 📏 Jessica Alba, Camila Cabello & Dakota Fanning’s Chanel Front Row Looks — features several classic Chanel pumps/slingback pumps with the CC logo, satin or tweed textures.
- 📏 Chanel Spring 2025: Must-See Celebrity Front-Row Looks & Shoes — includes Jennie’s two-tone platform pumps, black cap toes, and more Chanel footwear highlights.
- 📏 Nicky Hilton’s Iconic Chanel Two-Toned Pumps — a throwback focused on the timeless cap-toe slingback pumps from Chanel’s 2015 collection.
- 📏 Demi Moore & Scout Willis Stun in Chic Dresses & Slingback Pumps at BAFTA Pre-Party — spotlights chic Chanel pumps styled with elegant party looks.
A closer look at Grace VanderWaal’s classic black Chanel pumps, featuring glossy patent leather, a square toe, and sturdy block heels accented with the brand’s signature CC logo
To celebrate the release of Stargirl, Grace performed her original song, Today and Tomorrow, which serves as the movie’s end-credit track.
From her acting debut to her evolving red-carpet style, Grace continues to showcase a youthful yet polished fashion sense anchored by standout footwear choices.
More Grace VanderWaal Shoe & Style Highlights
👠 Explore Grace VanderWaal’s Best Shoe Moments:
- 📏 See Grace VanderWaal in Adaline Jeweled Suede Mary Jane Pumps — a whimsical round-toe design with a crystal buckle, worn at the 2018 Billboard Women in Music event.
- 🌟 Discover her bold Billboard Awards look pairing Chinese Laundry glitter sandals with socks for a playful twist on red-carpet glam.