Hilary Duff’s Best Boot Moments: From Suede Knee-Highs to Velvet Stilettos

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From 2013 to 2017, Hilary Duff consistently championed knee-high and thigh-high boots. Here’s how her approach has evolved and why her looks remain fashion-forward today.

Hilary Duff’s Effortless Winter Chic: Suede Knee-High Boots & Denim Mini Skirt

In January 2017, Hilary Duff looked ready for a Los Angeles version of winter as she was spotted leaving Joan’s on Third in Studio City after having lunch with a friend.

Hilary Duff effortlessly shows how to wear suede knee-high boots with a cozy sweater and denim mini skirt for a chic and casual winter look.Hilary Duff effortlessly shows how to wear suede knee-high boots with a cozy sweater and denim mini skirt for a chic and casual winter look

The then-29-year-old actress showed off her layering prowess, wearing a scarf over a cream-colored knit sweater. She teamed the look with a denim mini skirt showcasing her shapely legs.

Hilary Duff lunches out with a friend at Joan's on Third in Studio City on January 9, 2017Hilary Duff lunches out with a friend at Joan’s on Third in Studio City on January 9, 2017 (Credit: WENN)

Hilary skipped the jewelry and completed the look with brown suede knee-high boots that visually elongated her petite 5-foot-1-inch (154.9 cm) frame.

She wore her ombré tresses in natural waves and added a bold pop of red lipstick for a polished finish.

To replicate Hilary Duff's outfit, pair a cream sweater with a black denim mini skirt and complete the look with suede knee-high boots and a cozy scarf for a versatile and stylish ensembleTo replicate Hilary Duff’s outfit, pair a cream sweater with a black denim mini skirt and complete the look with suede knee-high boots and a cozy scarf for a versatile and stylish ensemble

Hilary slipped into a pair of knee-high boots by Gianvito Rossi to complete her cold-weather look. These suede boots feature partial side zips, almond toes, and four-inch block heels. Similar styles from the same designer can be found at Farfetch.

Hilary Duff complements her casual chic outfit with soft, natural waves in her blonde hair, a radiant red lipstick for a pop of color, and minimal accessories to keep the look effortless yet polishedHilary Duff complements her casual chic outfit with soft, natural waves in her blonde hair, a radiant red lipstick for a pop of color, and minimal accessories to keep the look effortless yet polished

How Hilary Duff Styles Knee-High and Thigh-High Boots Effortlessly

For readers inspired by Hilary Duff’s chic knee-high boot ensembles, exploring how she effortlessly incorporates this footwear into her wardrobe can offer valuable style insights.

Notably, Hilary masterfully combines a mini dress with a cozy cardigan and thigh-high boots, exemplifying a balanced and fashionable look.

For a comprehensive guide on styling knee-high boots across various seasons, consider reading our article on mastering the art of knee-high boots.

Hilary Duff's Gianvito Rossi boots feature a luxurious tan suede finish, slouchy knee-high design, side zippers for easy wear, and chunky block heels for a comfortable yet stylish look

Hilary Duff's Gianvito Rossi boots feature a luxurious tan suede finish, slouchy knee-high design, side zippers for easy wear, and chunky block heels for a comfortable yet stylish lookHilary Duff’s Gianvito Rossi boots feature a luxurious tan suede finish, slouchy knee-high design, side zippers for easy wear, and chunky block heels for a comfortable yet stylish look

Explore More Celebrity Styles with Gianvito Rossi Boots

Hilary Duff’s choice of Gianvito Rossi knee-high boots elevates her ensemble and underscores the brand’s versatility and appeal among fashion icons. For instance, Kate Moss has been spotted in Gianvito Rossi’s signature Vamp boots, blending sophistication with edge.

Similarly, Olivia Palermo celebrated her 35th birthday in Gianvito Rossi’s Chester Chelsea boots, showcasing the brand’s ability to combine classic designs with contemporary flair.

These instances highlight how Gianvito Rossi’s footwear consistently complements diverse styles, making it a favored choice among celebrities.

Before Hilary’s 2017 suede boot moment, she had already mastered fall footwear years earlier. Let’s take a look back at one of her most memorable autumn outfits that proves great style truly stands the test of time.

Fall Fashion Flashback: Hilary Duff Nails the Skirt and Thigh-High Boots Combo

Don’t you love fall fashion? One look we still adore over a decade later is the short skirt and thigh-high boots combo. Stylish, seasonal, and subtly sexy, it’s the perfect way to balance warmth with edge, especially when topped with a classic sweater or structured coat.

Back in October 2013, Hilary Duff was ahead of the curve. She was spotted leaving an interpretation class in Los Angeles wearing what is now a timeless fall outfit formula.

The then-26-year-old singer, actress, and new mom embraced cozy-chic style with a light brown sweater layered over a tribal-print Suno miniskirt, topped off with the pièce de résistance: a pair of Sam Edelman Kayla thigh-high velvet boots with stiletto heels.

Hilary Duff was spotted leaving an interpretation class in Los Angeles, California, on October 10, 2013Hilary Duff leaving an interpretation class in Los Angeles on October 10, 2013, wearing a sweater, printed mini, and thigh-high boots (Credit: WENN)

Even back then, Duff had a reputation for turning sidewalks into runways. A known footwear enthusiast, she often shared her favorite looks and shoe finds with fans on social media.

This throwback reminds us that great fall fashion has no expiration date. Whether running errands or stepping out for brunch, a thigh-high boot styled with a mini and cozy knit remains an effortlessly elevated look.

Hilary Duff rocking a trendy fall look with a miniskirt and thigh-high boots with very high stiletto heelsHilary Duff shows how to work a fall staple: stiletto-heeled thigh-high boots paired with a short skirt

Hilary Duff’s Standout Boot & Heel Moments

Hilary Duff consistently showcases her impeccable footwear choices, from chic heels to stylish boots. Here are some of her most memorable shoe moments:

Western-Inspired Giuseppe Zanotti Ankle Boots

  • Event: Cher Concert in Los Angeles
  • Outfit: Hilary embraced a Western vibe with Giuseppe Zanotti’s cowboy-style ankle boots, featuring side pull tabs and concealed wedge heels.
  • Footwear: The boots’ pointed toes and stacked block heels added a unique twist to her ensemble.
  • Read more: Hilary Duff Rocks Giuseppe Zanotti Boots at Cher Concert

Chic Schutz Pumps for a Casual Date

  • Event: Lunch Date with Jason Walsh
  • Outfit: Hilary paired moss green Schutz “Gilberta” pumps with a short-sleeved Topshop shirt and AMO “Babe” denim jeans.
  • Footwear: The pumps added a touch of elegance to her casual look.
  • See more: Hilary Duff’s Chic Schutz Pumps

Bold Red Christian Louboutin ‘Bianca’ Pumps

  • Event: 25th Birthday Celebration
  • Outfit: Hilary celebrated with bright red Christian Louboutin “Bianca” pumps, dark cropped skinnies, and a printed blouse.
  • Footwear: The vibrant pumps added a pop of color to her ensemble.
  • Discover more: Hilary Duff Shines in Christian Louboutin Heels

Signature Belle by Sigerson Morrison Wedge Boots

  • Event: Studio City Outing
  • Outfit: Hilary styled bold red skinny jeans with a faded denim jacket and her go-to Belle by Sigerson Morrison wedge ankle boots.
  • Footwear: The beige wedge boots complemented her casual yet chic look.
  • Explore her style: Hilary Duff’s Favorite Wedge Boots

Elegant Gucci ‘Angel’ Platform Pumps

  • Event: ‘Younger’ Season Promotion
  • Outfit: Hilary donned a blush-colored mini dress with asymmetrical sleeves and beige Gucci “Angel” platform pumps.
  • Footwear: The pumps elevated her promotional look with sophistication.
  • See her look: Hilary Duff’s Gucci ‘Angel’ Pumps

These moments highlight Hilary Duff’s versatile shoe choices, reflecting her ability to seamlessly blend comfort with style.