



Black jacket, tee & blue jeans
£781*For cold days, about −5 to 5°C · Weekend · 4 pieces from £92*
Casual winter outfits: a warm knit or sweatshirt, a puffer or coat, jeans or easy trousers, and boots or trainers, put together without trying hard. 525 complete looks, each with why it works.
By Ivan Kachur · Updated October 2026 · How to dress casually in winter
525 looks
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For cold days, about −5 to 5°C · Weekend · 4 pieces from £75*
For cold days, about −5 to 5°C · Everyday · 4 pieces from £95*
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For cold days, about −5 to 5°C · Weekend · 4 pieces from £95*
For cold days, about −5 to 5°C · Everyday · 4 pieces from £65*
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For cold days, about −5 to 5°C · Everyday · 4 pieces from £70*
It's the outfit for errands, coffee, a long walk or a weekend away: comfortable, warm and still put together. The formula is simple: a soft top layer (a jumper, a sweatshirt or a flannel), easy bottoms (straight jeans, cords or relaxed trousers), a warm jacket and shoes you can walk in. What makes it look considered rather than thrown on is a coat that fits and colours that go together.
Start with the jacket. A puffer or a parka is the warmest for its weight; a shearling-lined trucker or a wool overshirt works on milder days. Add a beanie and a scarf before reaching for a thicker jumper: you lose a lot of heat through your head and neck. Lined jeans, or a thermal layer under regular denim, make a bigger difference on a long walk than a heavier coat.
Leggings under a long jumper or an oversized sweatshirt, wide corduroy trousers, or a knit midi skirt with tights and boots. All of them go with the same puffer or wool coat, so one coat carries the whole week.
Keep one piece sharper than the rest. A wool overcoat over a hoodie and jeans, or leather boots instead of running shoes, lifts the whole look. Avoid a sweatshirt, joggers and a puffer all from the same sportswear line; mix in denim, flannel or wool.
Boots whenever the pavement is wet: a lug-sole Chelsea or a lace-up boot goes with jeans, cords and leggings alike. Leather trainers are fine on dry, cold days. Keep canvas and mesh trainers for spring; they soak through in slush and salt marks them.
Fit and colour. A coat that ends at the hip or below the knee rather than mid-thigh over a long jumper; trousers that touch the shoe without pooling; and no more than three colours across the outfit. One leather piece, a bag, a belt or boots, makes knitwear and denim look finished.
A chunky cream jumper, straight blue jeans, a long camel coat or a black puffer, and brown or black ankle boots. Add a scarf and a crossbody bag, and it works for errands, lunch or a museum.
A grey or navy jumper over a tee, dark straight jeans, a parka or a chore coat, and brown leather boots. A beanie finishes it; swap the jumper for a flannel shirt on milder days.
Yes, as a middle layer: under a wool coat, a puffer or a shearling-lined jacket, a hoodie looks intentional. On its own it's only warm enough for short trips on mild days.
Regular leggings aren't, on their own, below about 5°C. Fleece-lined or thermal leggings are, especially with a long coat and boots that cover the ankle.
Counted from 27 of these looks.
Black, brown, green and grey come up most often across these looks, so they make an easy base to build on.
Most whole outfits here cost between £465 and £904; the typical one is £600. Swap any piece to change the total.
Most pieces come from ALDO, The Couture Club, Rothy's, Sunspel and Weekend Offender. Each look checks out on the stores' own sites, one store at a time.
Easy neutrals that all go together: navy, grey, cream, camel, olive and brown, with blue denim. Then the coat, the knit and the boots can be mixed every day without thinking.