Since you clicked on this story, chances are you’re manifesting at least one or all three of the aesthetics I called out in the headline. But really, they’re all interconnected. The Row clearly draws inspiration from the minimalist look of the ’90s, and the top models of today, such as Kendall Jenner, regularly dress like ’90s supermodels, such as Cindy Crawford. If this low-key cool-girl vibe is what you’ll be going for in 2026, I support your goal, and to help you out, I’m naming nine key items to add to your wardrobe this year.
From pants to flat shoes to sweaters, these specific subtly trendy items are timeless and low-key cool. Having any or all of them in your wardrobe means chicer outfits throughout 2026 and beyond. So without further ado, keep scrolling to shop the key items that’ll give you that coveted ’90s/The Row/model-off-duty look.
Black Bootcut Jeans
The bootcut-jeans renaissance is upon us. For a look that’s most in line with The Row and the ’90s, opt for the subtly flared style in a sleek black wash.
Levi’s
725 High Rise Bootcut Jeans
Aligne
Mid Rise Slim Flare Jeans
Minimalist Ballet Flats
As Kendall Jenner regularly reminds us, the It ballet flats are minimalist and made of soft leather that molds to your foot. Any of The Row’s plethora of ’90s-inspired flats are a worthy splurge.
Reformation
Inez Ballet Flats
Skinny Faux-Fur Scarf
You can expect to continue to see faux-fur scarves in 2026, so don’t hesitate to add one to your wardrobe while it’s still chilly. I’m particularly fond of the skinny black one Carolyn Bessette Kennedy is wearing in the photo at the top.
Apparis
Kai Pluche Faux Fur Pull-Through Scarf
Pleated Trousers
Few things are as elegant as a pair of pleated trousers. Countless It girls of the ’90s and today know it, and it’s a pant silhouette that defines the Row look.
Aritzia
The Effortless Pants
Madewell
Slouchy Straight Pants in Brushed Twill
Big Trench
Slinking around in an oversize trench is something I find exceedingly chic
THE ROW
Lolana Shell Trench Coat
The Frankie Shop
Mavis Oversized Trench Coat
Anine Bing
Beige Rickie Maxi Trench
Layering Turtleneck
Even though they’re timeless basics, turtlenecks are having a moment. They’re the winter 2026 layering piece fashion people are reaching for again, as they provide both warmth and polish.
Lysse
Lyssentials Essential Long Sleeve Turtleneck Top
Wolford
Aurora Turtleneck
COS
Merino Wool Turtleneck Long-Sleeve Top
Khaki Pants
We didn’t leave khaki pants in 2025. The classic preppy style is very ’90s-supermodel-at-the-airport (always a good thing), and it’s a great swap for jeans.
THE ROW
Alfidis Pleated Brushed Cotton and Cashmere-Blend Twill Wide-Leg Pants
Levi’s
90s Straight Pants
Citizens of Humanity
Citizens of Humanity Cara Cropped Pleated Trousers
Column Slip Skirt
If you’re manifesting a look that’s best described as Gwyneth Paltrow in the ’90s in 2026, you’re going to need a silky column skirt—trust me. It’s a year-round piece that you can wear with tights now and kitten-heel sandals later.
Reformation
Layla Silk Skirt
ZARA
Satin Effect Midi Skirt
Anine Bing
Deep Brown Bar Silk Skirt
V-Neck Sweaters
V-neck sweaters are coming for your crewnecks. You can expect their explosive popularity to continue into 2026, with the most forward style being those with a subtle V-neck
J.Crew
Cashmere High V-Neck Sweater
Everlane
Cashmere Cropped High-V Sweater
Reformation
Beth Regenerative Wool V-Neck
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