Sure, tailored trousers and heels are a timeless pairing, but when I’m aiming for something a little more relaxed and, dare I say it, trendy, I’ll always reach for a flat. Comfortable and unfussy, flat shoes deliver an effortless quality that heels simply can’t replicate. And when styled with wide-leg trousers, they become the one shoe trend I know will look cool—every single time.
Proving my point, both Dakota Johnson and Jennifer Lawrence stepped out this week in tailored trousers, each opting for one of summer’s most impactful flat shoe trends. On an evening outing together, Johnson chose a light grey pair of wide-leg trousers and grounded her look with a glossy, square-toed loafer in black. With a similar throw-on ease, her trousers brought an easy elegance that was perfectly echoed by her chic choice of footwear.
Injecting colour and texture into her outfit, Johnson layered a warm brown blazer in a boxy cut over her ensemble, completing the look with The Row’s ‘90s leather tote and a long pendant necklace, the actor created a polished yet laid-back outfit that felt perfectly in sync with the relaxed energy of a summer evening.
Following a very similar styling formula for their shared evening out, Jennifer Lawrence opted for a pair of relaxed black tailored trousers, teaming them with sleek black, high-coverage leather flats. Her monochrome palette amplified the outfit’s sophistication, while a croc-print burgundy handbag added a subtle pop of colour and texture.
Together, grounded by the easy flat shoe and wide-leg trousers combination, their looks felt effortless and chic. For a two-piece foundation that guarantees polish without trying too hard, keep scrolling for our edit of the best wide-leg trousers and flat shoes to shop now.
SHOP WIDE-LEG TROUSERS AND FLAT SHOES:
In my opinion, every great wardrobe starts with a pair of tailored trousers.
Be quick, these are on their way to selling out.
Style with mary janes or dress this down with casual trainers.
These streamlined shoes will instil your styling with a sleek and polished edge.
With Nothing Underneath's Rampling Trouser are a fashion person's favourites.
Style with fresh white socks to give these shoes a preppy edge.
These feature a high waist cut for an elongating effect.
These also come in silver and yellow.
The cotton-crepe finish ensures plenty of movement and a comfortable, breathable finish.
These comfortable loafers for all day and all night styling.
Style these with the matching blazer or wear with a simple tee.
These look so much more expensive than they actually are.
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I Know You're a Fashion Person If You Wear This Classic Bag Color Instead of BlackIt's J.Law approved.
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I'm an NYC Shopping Editor—I Can't Stop Thinking About These 31 Rich-Looking Fall Finds From Nordstrom, Zara, and H&MDid I mention they're under $250?
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I Live in Murray Hill—Here Are the 8 Places I Like to Shop for a Fashionable Fall ClosetStylish sweaters and suedes ahead.
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These 32 Chic Zara Fall 2025 Shoe Finds Are the Key to Looking Like a Fashion Person—Good Luck Picking Just One PairPrepare for endless compliments.
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Here's What to Look For If You Want Ballet Flats That Scream 2026If you haven't upgraded your ballet flats by now, wyd?
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Nicole Richie's Anti-Trend Pants Look Good With Sandals, Boots, Flats, *and* SneakersIt's true.
