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Chappell Roan Wore Another Pair of Steve Madden Boots — and They’re Almost Sold Out

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Chappell Roan has been experiencing an explosion of success this year, becoming a Billboard Hot 100 first-timer with her single “Good Luck, Babe!” as well as being one of four women — alongside Megan Thee Stallion, Taylor Swift and Billie Eilish — to land in the top five of the Billboard 200 in more than a year. Besides having a magnetic singing voice, Roan has captivated fans with her makeup looks and style choices.

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Her onstage costumes have been capturing attention, but when it comes to shoe choice, there’s one brand the “Casual” singer seems to keep returning to: Steve Madden. During her 2024 Austin City Limits Music Festival performance, Roan took to the stage wearing another pair of the footwear brand’s shoes, opting for a distressed white boot to complete her Western rocker look — and it’s almost sold out.

Chappell Roan

Chappell Roan performs onstage during weekend one, day three of the 2024 Austin City Limits Music Festival at Zilker Park on Oct. 6, 2024 in Austin, Texas.

Rick Kern/Getty Images

The 26-year-old presented a Western-rockstar vibe complete with Steven Madden’s Rocky White Distressed Boots, and you can still pick up a pair for $160. This marks the third pair that the 2024 VMAs best new artist winner has worn from the brand, following a tall, simple black style that’s on sale for less than $100, and calf-length boots adorned with similar buckles.

Keep reading to learn more and shop the shoes worn by Roan.

Steve Madden

Rocky White Distressed Boots

These tall boots aim to bring an industrial look to even your most casual outfits, using a wider opening and contrasting sole. While the base is an off-white shade, it’s paired with brown to give the boot a distressed and worn vibe, while the buckles running along the outside will give off a punk aesthetic you can pair with blue jeans, overalls or your favorite fishnets.

In addition to the Rocky boot, Roan sported another Steve Madden shoe back in August when she joined Olivia Rodrigo on stage during the latter’s Guts tour stop in Los Angeles. Rather than show off her usual punk style, the “Hot to Go” singer opted for a simple yet elegant pair of fitted black boots — and they’re on sale for 30% off.

Chappell Roan and Olivia Rodrigo

Chappell Roan and Olivia Rodrigo perform at the Olivia Rodrigo “GUTS” World Tour at the Intuit Dome on Aug. 20, 2024 in Los Angeles, Calif.

Christopher Polk

The Holly boots are currently being discounted down to $70 (regularly $100) during Steve Madden’s Friends & Family Sale that gets you 30% off almost everything on the site with the code FRIENDS. The Rocky boots are excluded from the promotion, but if you’re looking to save money while still channeling the pop star’s exact style, then make sure to add these to your cart ASAP.

Steve Madden

Holly Knee-High Boots

Dress up your outfits in these knee-high boots that come with a square-toe shape for extra toe space as well as a thick block heel for stability. The heel is 2.75-inches tall for extra height while the upper portion is complete with a half-zipper closure for a more defined calf look.

Her first appearance in a pair of Steve Madden shoes occurred during a teaser on July 10 for her appearance on influencer Drew Afualo’s podcast The Comment Section. The full outfit featured a rainbow skirt from Chopova Lowena and a Musinsa top (as reported by Chappell Roan fashion blogger @chappellroanstyle), portraying a more relaxed look than what she wore on The Tonight Show With Jimmy Fallon.

Just like the Rocky boots, this cowboy-inspired style is not eligible for the 30% off discount.

Astor Black Leather Boots

Steve Madden’s Astor Black Leather Boots come with a pebbled leather texture decorated with buckles on the heels and top hemline, which you can adjust to your liking. The sleeve of the boots come designed with a slight slouch for a more loose and casual look you can pair with anything from skirts to jeans to shorts.

Chappell isn’t the only singer to don Steve Madden boots — Beyonce wore a pair of denim-inspired boots from the brand this spring. And Madison Beer is a fan of the brand’s shoes as well, having been pictured in them on multiple occasions.

For more product recommendations, check out ShopBillboard‘s roundups of the best knee-high boots, pleated skirts and slip dresses.


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