Cooler Than Jeans and a T-Shirt—Everyone With Good Taste Will Wear These 15 Denim Outfits This Autumn
Denim is the cornerstone of so many excellent outfits, but I think it comes into its own in autumn. Here's is every stylish way to wear it for the season.

If you’ve ever felt that creeping sense of jeans fatigue midway through autumn, you’re not alone. After weeks of defaulting to denim, even the most loyal jeans lovers can hit a styling slump. The solution? A fresh rotation of outfit formulas that make your go-to jeans feel brand-new. I’ve been saving a handful of chic denim looks that are anything but tired, and trust me, they’ll revive your wardrobe in one scroll.
One of the easiest ways to reset your denim mindset is by swapping in unexpected layers. Think vests, structured coats, or polished bomber jackets paired with straight-leg jeans and sleek loafers. It’s a combination that feels styled but effortless—exactly the vibe for cool autumn days when you still want to look put-together without overthinking it.
Another foolproof formula involves playing with proportions. Slouchy wide-leg jeans balanced with fitted basics and pointed-toe boots instantly elevate the look. Add a sharp belt or a sculptural bag, and you’ve got a directional outfit that requires almost no effort. I’ve also been bookmarking cropped denim with statement heels and boxy outerwear as a chic go-to that’s both warm and wildly fun.
Last, don’t underestimate the power of denim on denim—but make it 2025. This season, it’s all about mixing washes or offsetting light-wash jeans with an inky indigo jacket. Paired with metallic accessories or a rich brown suede bag, the look feels luxe, modern, and very autumn. If you’re feeling uninspired by your denim drawer, these cool outfit combos might be exactly what you need to get back in the game.
See some of the coolest denim outfits for autumn 2025 below and shop the essentials along the way.
15 Denim Outfits to Wear This Autumn
The outfit combo: Oversize blazer + Light and loose jeans + A pair of fun heels
The outfit combo: Fitted black top + Vintage jeans + Non-basic black heels
The outfit combo: Button-down shirt (worn open) + White tank + Loose jeans + Flat sandals
The outfit combo: Striped shirt + High-rise skinny or straight jeans + Ballet flats
The outfit combo: Crisp white button-down shirt + Slightly loose jeans + Pointed-toe heels
The outfit combo: Polka-dot top + Low-rise baggy jeans + Structured mini bag
The outfit combo: Long polished jacket + Simple white tank + Perfectly loose jeans + Sleek belt + Silver accessories
The outfit combo: Waist-defining cardigan + Cropped jeans + Simple black sandals or flats
The outfit combo: Dramatic black top + Light-wash jeans + Open-toe heels
The outfit combo: Trench coat + Nice white T-shirt + Bootcut jeans + Accessories (belt, shoes, and bag) in a pretty, neutral color
The outfit combo: Silky white top + Perfectly cropped jeans + Pointed-toe neutral heels + Mini bag
The outfit combo: Cropped tan jacket + Long jeans + Brown suede bag + Heels
The outfit combo: Faux-fur jacket + Off-white button-down shirt + Light-wash jeans + Shiny heels
The outfit combo: Camel denim jacket + Cropped T-shirt + Low-rise baggy jeans
The outfit combo: Brown jacket + Something lace + Long jeans + Heeled sandals + White bag
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