Despite the current trend for baggy and wide-leg jeans, the classic ’90s straight-leg style remains a timeless favorite. The evidence? Just look at this season’s best-dressed lists and fashion collections. These jeans have an effortless appeal—they’re not as tight as skinnies nor as loose as baggy styles, striking the perfect balance between relaxed and polished. A go-to for supermodels and actresses of the era, this silhouette still feels fresh and stylish today.
They were a standout in the Spring/Summer 2025 collections too, appearing at brands like Coach, The Row, Bally, and Diesel. Versatile enough for daytime wear, they adapt to any personal style—whether minimalist, sporty, or preppy. And while they pair well with any footwear, this spring, we’re loving them with flats for an effortlessly chic look.
Take inspiration from ’90s icons like Julia Roberts and Kate Moss, who proved that straight-leg jeans are the ultimate solution to the “what to wear” dilemma. Whether you’re jet-setting or strolling through the city, they work for any occasion—and with any shoe. They look just as polished with sneakers as they do with booties, showcasing their versatility. But they also pair beautifully with trending styles like Mary Janes, ballet flats, and loafers—all runway-approved, of course. Need styling ideas? Here’s how to wear ’90s straight-leg jeans with flats in 2025.
### With Mary Jane Flats
Just like in the ’90s, straight-leg jeans are back as a street-style staple, perfectly complementing Spring/Summer 2025’s top shoe trends. White Mary Janes, with their schoolgirl charm, add a sophisticated touch—especially in neutral tones for a more refined look. Brands like Alaïa and Totême offer elegant options, while Massimo Dutti and Zara provide affordable alternatives. For a polished outfit, match your Mary Janes to your jacket when wearing blue jeans.
### With Classic Ballerinas
Denim and ballet flats are a foolproof combo—just ask Katie Holmes, Gigi Hadid, or Lily Collins. Opt for jeans with a folded cuff or roll up the hem to showcase your flats. A sleek black pair in leather or satin is all you need for a winning outfit. Pair them with a white tee and an oversized blazer for a look that works anywhere—from the office to a casual coffee date.
### With Sneakerinas
Dua Lipa isn’t the only one loving the “sneakerina” trend—street-style stars are obsessed too. These hybrid shoes give a modern edge to ’90s-inspired denim, whether in classic medium washes or faded finishes. For an ultra-cool vibe, try metallic or sporty styles to elevate your straight-leg jeans.
Straight-leg jeans are a wardrobe essential that never goes out of style—effortlessly chic, endlessly versatile, and always on-trend.Styling Straight-Leg Jeans: 5 Chic Ways to Wear Them
1. The Grunge-Inspired Look
Pair your straight-leg jeans with a classic Adidas sneaker and a simple or graphic tee for an effortlessly cool vibe with a touch of grunge.
– Nili Lotan Otis Curved-Leg Jeans ($430 at Saks Fifth Avenue or Nordstrom)
– Adidas Taekwondo Metallic Sneakers ($100 at Adidas, Luisa Via Roma, or Net-a-Porter)
2. The Timeless Loafers Combo
Straight-leg jeans are universally flattering—their clean cut shapes the body perfectly. Keep it polished with a tailored button-down and loafers for a look that’s both refined and relaxed. Think Julia Roberts or Linda Evangelista in the ’90s.
– Levi’s Wedgie Bootcut Jeans ($98 at Levi’s)
– Vince Naomi Loafers ($350 at Nordstrom)
3. The Sporty Retro Twist
Dark-wash jeans aren’t just for fall—they work year-round. Style them with retro sneakers (like Adidas Sambas), a black tee, a thin belt, and a leather bomber for a laid-back, tomboyish edge. Models Loli Bahia and Alex Consani love this trend.
– Joe’s Jeans The Charlie High-Waist Skinny Jeans ($188 at Nordstrom)
– Adidas Samba OG Sneakers ($100 at Net-a-Porter)
4. The Statement Flat Moment
‘90s minimalism is still going strong. Take inspiration from Anya Taylor-Joy by pairing light-wash straight-leg jeans with split-toe Tabi loafers, a sleek blouse, and a fitted leather jacket. Finish with a baseball cap for a modern, head-turning look.
– Mother Dazzler Mid-Rise Ankle-Fray Jeans ($228 at Saks Fifth Avenue)
– Maison Margiela Tabi Split-Toe Loafers ($1,150 at Net-a-Porter)
5. The Classic Soccer Sneaker Pairing
Straight-leg jeans and sneakers are a timeless duo. Opt for a clean, structured silhouette and let your shoes—like sleek Adidas styles—steal the show.
Which look is your favorite?