13 Trending Fall Outfits for 2025: What to Wear This Season
Trending Fall Outfits for 2025 is redefining seasonal fashion think timeless silhouettes with bold textures, warm tones with elevated layers, and effortlessly chic combinations that mix old money elegance with modern edge. Whether you’re headed to the office, exploring the city, or cozying up at brunch, these trending fall outfits will have you styled to perfection.
From tailored vests to chunky boots, here’s what to wear this season, and exactly how to wear it.
1. Wool Blazer + Maxi Skirt + Loafers
Why it works: The classic blazer gets a feminine update when styled with a flowy maxi skirt. Opt for earthy tones camel, chocolate, or olive. A crisp button-down underneath and chunky loafers finish this timeless layered look.
Fall 2025 twist: Add tall socks, a structured top-handle bag, and tortoiseshell glasses for polished academia vibes.
2. Slouchy Knit Dress + Knee-High Boots
Why it works: Minimal effort, maximum style. Ribbed or cable-knit dresses in heather grey, rust, or oatmeal are ultra-cozy and curve-flattering.
Fall 2025 twist: Style with a leather belt to cinch the waist and pair with statement earrings for quiet luxury energy.
3. Oversized Trench Coat + Turtleneck + Baggy Jeans
Why it works: Parisian meets downtown cool. The oversized trench adds structure while the loose jeans keep it laid-back.
Fall 2025 twist: Choose a leather or waxed trench and add a baseball cap or sleek bun to give this classic combo a 2025 edge.
4. Color-Blocked Sweater + Pleated Mini Skirt + Tights
Why it works: Preppy is back and better. This outfit screams personality and polish, especially with bold knits.
Fall 2025 twist: Try chocolate and cranberry color mixes, add platform loafers, and finish with a wide fabric headband.
5. Tailored Vest + Trousers + Pointed-Toe Flats
Why it works: The power suit goes sleeveless. A vest-and-trouser set in charcoal, navy, or espresso looks ultra-sophisticated.
Fall 2025 twist: Layer over a sheer blouse or long-sleeve mesh top, and finish with sculptural jewelry and kitten heels.
6. Denim Midi Skirt + Slouchy Sweater + Boots
Why it works: A denim midi offers that perfect in-between of rugged and refined. Pair it with a chunky knit and slouchy boots.
Fall 2025 twist: Go for faded black denim and add a leather shoulder bag with vintage gold hardware.
7. Cropped Puffer + Cargo Pants + Sneakers
Why it works: Streetwear goes grown-up. The cropped puffer balances out baggy cargos, and keeps the silhouette interesting.
Fall 2025 twist: Choose matte, tonal puffers (think beige on beige) and sleek trainers or platform sneakers.
8. Bouclé Jacket + Slim Jeans + Ballet Flats
Why it works: Quiet luxury meets everyday wear. A textured bouclé jacket instantly elevates even the simplest jeans.
Fall 2025 twist: Add a silk scarf at the neck or tied onto your bag, and opt for red ballet flats for a pop of color.
9. Turtleneck Midi Dress + Wool Coat + Block Heels
Why it works: This look is effortlessly sleek and perfect for work-to-evening transitions. Monochrome styling enhances the effect.
Fall 2025 twist: Mix cool and warm neutrals taupe dress under a charcoal coat, styled with ivory or oxblood heels.
10. Matching Knit Set + Trench + Leather Bag
Why it works: A coordinated set in cashmere or merino feels put-together and cozy. Add a long trench and you’re fall-ready.
Fall 2025 twist: Choose sets with unexpected textures (ribbed or shaker knit), and pair with a bold colored leather crossbody.
11. Long Sleeve Maxi Dress + Ankle Boots + Wide Belt
Why it works: Feminine but grounded, a long sleeve dress in floral or abstract print pairs beautifully with boots.
Fall 2025 twist: Add a wide leather belt and stacked rings to create a cinched silhouette with modern elegance.
12. Plaid Shacket + Knit Tank + Corduroy Pants
Why it works: A modern rustic look that layers beautifully. Corduroy pants in brown or forest green add texture and warmth.
Fall 2025 twist: Opt for shackets with oversized buttons or shearling lining for an elevated outdoorsy vibe.
13. Leather Blazer + Satin Skirt + Ankle Boots
Why it works: This luxe mix of textures makes a major statement. The soft sheen of satin plays off structured leather.
Fall 2025 twist: Go tone-on-tone chocolate leather blazer with a mocha satin skirt and taupe boots for chic monochrome layering.
