Retro Meets Street: Kendall Jenner’s Coachella Style in Denim Cutoffs and Converse

Back in 2014, denim cutoffs were once again a perennial Coachella favorite, a festival uniform that channeled the carefree cool of the ’90s while keeping things effortless in the desert heat.

While many stars leaned into the expected boho vibe, 18-year-old Kendall Jenner gave the staple a retro-meets-street twist that felt both nostalgic and fresh.

Kendall Jenner flaunts her belly in a tube top, denim cutoffs, and classic white Converse sneakers on day three of weekend one of the 2014 Coachella Music Festival in Thermal, California, on April 13, 2014 (Credit: WENN)

Kendall Jenner’s Retro Festival Look in Converse Chuck Taylor All Star Low Sneakers

At just 18, Kendall Jenner leaned into vintage nostalgia by pairing a belly-baring tube top and denim cutoffs with the ultimate festival staple—classic Converse Chuck Taylor All Star Low sneakers in Optical White.

Whether dressed up with retro flair or styled casually for travel days, Converse Chuck Taylors continue to prove their timeless versatility. Here are some of our favorite celebrity moments showing how the iconic sneaker has stayed relevant across decades and styles:

Channeling ‘60s icons, she topped off the look with a chic head wrap, oversized hoop earrings, and playful flower-decal sunglasses—accessories that turned her casual festival outfit into a retro-glam statement worthy of Coachella’s carefree runway.

Kendall Jenner styled her denim cutoffs with flower decal-embellished sunglasses and a head wrap

Kendall Jenner Elevates ’90s Denim Cutoffs With ’60s-Inspired Accessories

Typically, a tube top with denim cutoffs might feel a little too ‘90s on its own, but Kendall elevated the look by layering in retro-inspired accents that gave it authentic charm.

Her flower-power sunglasses and chic head wrap instantly transported the outfit back to the free-spirited ‘60s, proving how the right accessories can transform festival basics into timeless statements.

For the foundation of her look, Kim Kardashian’s little sister opted for a pair of cutoffs from Blank NYC:

Blank Denim Cutoff Shorts in Jland, $70.00

You can also get the rest of her coordinates here:

Kendall Jenner–inspired festival look featuring a Free People Honey Textured Tube, Converse Chuck Taylor low-top sneakers, and Gasoline Glamour floral sunglasses

Did Kendall Jenner’s retro-meets-street chic look appeal to you? Kendall Jenner’s take on festival fashion blended ‘90s street style with ‘60s retro accents, proving that Coachella is the perfect playground for experimenting with vintage-inspired looks.

But she’s not the only celebrity who has embraced nostalgic styles at the iconic music festival.

Retro Revival: Celebrities Embracing Vintage Styles at Coachella

Let’s take a look at other stars who have made retro footwear and fashion statements at Coachella:

As Coachella continues to evolve, one thing remains constant: its influence on fashion. Whether it’s Kendall Jenner’s playful mix of ‘90s and ‘60s styles or Dita Von Teese’s vintage elegance, the festival serves as a runway for reinventing classic fashion with modern flair. Which retro Coachella look is your favorite?