As with all great trends, the skirt-over-trousers look has flip-flopped in and out of fashion since their inception. Ever-divisive, the layered ensemble remains a true Noughties relic - popularised by pop princesses such as Paris Hilton and Ashley Tisdale during the original Y2K era, when the words ‘Depop’ and ‘fairycore’ hadn’t yet entered the style lexicon.
Jump forward to 2026, with the style set still very much revelling in 00s nostalgia, and the tiered aesthetic is back on the agenda. Yet this time, it’s had an upgrade. Enter the skirt trouser - two compositions stitched together to create a one-and-done design. No faffy layering techniques required.
The 2-in-1 staple was quickly adopted by Gen Z muses including Kaia Gerber and Kendall Jenner, cementing the skirt trouser’s place on the sartorial map. According to New Look, google searches for ‘skirt layered trousers’ are up a staggering 875 per cent, with brands spanning Zimmermann, Bottega Veneta, Conner Ives, Fendi and Boss championing the silhouette on the runways.
© @kendalljenner
© Getty ImagesSimilarly, cool-girl brands hastily hopped on the bandwagon, with options courtesy of Susamusa, Gimaguas and Glassworks selling like hotcakes. From ethereal, sheer pairings to preppy, pleated combinations, skirt trousers came to dominate both street style and social media feeds.
© Launchmetrics
© Launchmetrics
© Launchmetrics
© Getty ImagesNow, it’s your turn to dabble in this doubled-up delight. Shop our favourite editor-approved skirt-trousers below and lean into Y2K style with ease this season.
Skirt trousers to shop for 2026:
Sasha Wrap Pant
Ruby
New Zealand-based brand Ruby is known for its trousers, so rest assured these options will fit like a glove. Made from a polyester/rayon blend, these wide leg lovers will drape beautifully and would look amazing with a sleek point-toe pump.
Black Flower Dream Lawn Skirt Cargo Pant
Collina Strada
Collina Strada never fails to interrupt the style scene with its subversive, inclusive designs. Possibly the coolest pair of skirt trousers we've ever laid eyes on, these floral-printed cargo hybrids are destined to be styled with Tabis and a black tank top.
Layered Skirt Trousers
Toteme
A luxury pick for designer fiends, Toteme's elegant black skirt trousers are crafted from 100 per cent wool, finished with a perfectly tailored straight-leg design for a classic touch.
Posey Pant
Bayse
Featuring a desperately chic silhouette and rich olive tone, Bayse's deliciously slouchy Posey Pant are primed for in-office days, off-site meetings and everything in between.
Low-Waisted Cupro Pants
Paloma Wool
If you fancy yourself a maximalist who loves a flash of vibrant colour, Paloma Wool's fresh green options are for you. Crafted from comfortable, stretchy cupro fabric, these mint-hued bottoms are a blissful pick for spring.
Black Smart Skirt Trousers
Glassworks
Hailing from cool-girl label Glassworks, these timeless black skirt trousers are a seasonless staple to keep on rotation throughout the year. Style yours with chunky silver jewellery, a tank top and ballet flats for the ultimate spring ensemble.
Fluid Wrap-Front Trousers
Cos
A pop of pink never hurt anyone, in fact, we have it on good authority that it improves wearers' moods instantly. These Cos options are made from 100 per cent TENCEL™ Lyocell, making for a lightweight, ethical add-to-bag moment.
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