Not Skinny, Not Bootcut—The Three Types of Jeans Stylish Individuals Are Pairing With Ballet Flats Now Through 2027.

Not Skinny, Not Bootcut—The Three Types of Jeans Stylish Individuals Are Pairing With Ballet Flats Now Through 2027.

      I've observed an increase in outfits featuring jeans and ballet flats, whether it's in real life on the subway or just scrolling through Instagram. This might be due to the approach of fall or perhaps we've grown weary of our summer ensembles and are returning to a timeless combination. Honestly, nothing is more stylish than a good pair of jeans paired with comfortable flats. However, being a classic doesn't mean it has to lack excitement. Drawing inspiration from fashion scenes in London and Stockholm, three denim styles are particularly noteworthy. Spoiler: they don’t include skinny jeans (though they’re making a resurgence) or bootcut styles (sorry, Gen Z; I know you appreciate a bit of flare). Each of these styles has the potential to become a wardrobe essential: versatile, timeless, and dependable. Brands like Agolde, Levi's, Khaite, and others are among my favorites. I've also highlighted the top ballet-flat trends from summer (shout-out to jelly sandals and mesh flats) along with chic color trends like light blues and soft pinks. And of course, some suede options that will be great for autumn. Now, without further delay, continue scrolling to discover the best jeans to pair with ballet flats.

      **The Best Jeans to Pair With Ballet Flats in 2026**

      **'90s Stovepipe**

      The '90s trend is here to stay, so if you've been hesitant, it's time to embrace it. A good starting point? A pair of '90s-inspired stovepipe jeans. This slim-to-straight silhouette may remind you of Jennifer Aniston's outfits in Friends, but it's become a must-have for 2026.

      - Gap: High Rise ’90s Slim Straight Jeans

      - Madewell: The Greta Ballet Flat

      - J.Crew: Jesse Relaxed Straight Jean

      - Levi's: 501 Original Fit Jeans

      - J.Crew: Verona Ballet Flats in Italian Leather

      - FRAME: Le Sleek Straight High-Rise Straight-Leg Jeans

      - AEYDE: Tiby Kid Suede Ballet Flats

      **Cuffed Dark-Rinse**

      I’m a fan of dark-rinse jeans, so I was already on board with that. But the cuff? That was another story. What convinced me about this folded style was its elegant charm. Doesn’t @fakerstrom look stunning in this VRG GRL double-denim outfit? Plus, the way the cuffed hem drapes over a pair of flats is adorable.

      - Loeffler Randall: Leonie Black Leather Ballet Flat

      - Khaite: Karo Mid-Rise Barrel-Leg Jeans

      - adidas: Stan Smith Lo Ballet Shoes

      **Relaxed and Baggy**

      Whether it’s barrel or mid-rise—the key quality is that it’s loose, relaxed, and oversized. This laid-back silhouette makes styling effortless. Pair it with a white T-shirt and a hint of leopard print, and you’re set.

      - Levi's: 501 '90s Lightweight Jeans

      - Franco Sarto: L-Oakes Flat

      - Madewell: The Low-Slung Baggy Jean in Airy Denim

      - Madewell: The Greta Glove Flat

      - VRG GRL: Lex Mid Rise Barrel Denim Jeans

      - Loeffler Randall: Ginger Leopard Velvet Mary Jane

      - Banana Republic: Mid-Rise 90s Classic Jean

      - J.Crew: Sophie Cap Toe Ballet Flats

      **Shop More Editor-Approved Jeans**

      - Reformation: Val 90s Mid Rise Straight Short Jeans

      - Toteme: Low-Rise Straight-Leg Jeans

      - Citizens of Humanity: The Taper Jeans

      - Agolde: 90's Pinch Waist Long High-Rise Straight-Leg Organic Jeans

      **Shop More Chic Ballet Flats**

      - Reformation: Bethany Ballet Flat

      - Sam Edelman: Michaela Mary Jane Flat

      - Tory Burch: Mellow Mary Jane Jelly Flats

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Not Skinny, Not Bootcut—The Three Types of Jeans Stylish Individuals Are Pairing With Ballet Flats Now Through 2027.

Neither skinny nor bootcut.