5 Must-Have Jackets to Wear This Fall — and How to Style Them

Fall 2025 is officially layering season, and this year’s street style MVPs are all about nostalgia, attitude, and texture. From vintage-inspired denim to rebellious bikers, these are the top 5 jackets defining fall outfits — and exactly how to wear them like a fashion insider.

1. The Bomber Jacket: Sporty Meets Sleek

Bomber jackets are back on the runway — and the sidewalk. Think satin finishes, varsity patches, or minimalist neutrals. They’re the perfect mix of cozy and cool.

Outfit idea: Pair a cropped khaki bomber with high-waisted trousers, a fitted white tank, and chunky sneakers. Add gold hoops and a messy bun for that effortless “didn’t try, but totally nailed it” vibe.

shop the styles

Topshop MA1 Bomber Jacket

Topshop Padded Seam Bomber Jacket

Reiss Juniper Bomber Jacket

2. The Denim Jacket: Always in Rotation

The denim jacket never left — it just got smarter. Oversized silhouettes and structured shoulders are taking over fall outfits, making this a closet essential.

Outfit idea: Layer a boxy light-wash denim jacket over a turtleneck mini dress and knee-high boots. Throw on a leather tote, and you’ve got an outfit that’s both casual and city-chic.

shop the styles

Topshop Denim Oversized Dad Jacket

ASOS DESIGN Boxy Fit Denim Jacket

JJXX Denim Jacket

3. The Barn Jacket: Rustic Goes Runway

Once made for the countryside, barn jackets are now redefining street style cool. With corduroy collars, utility pockets, and earthy tones, they bring a touch of practicality to polished looks.

Outfit idea: Style an olive barn jacket with a cream knit, dark straight-leg jeans, and loafers. Add a structured shoulder bag to balance rugged charm with urban sophistication.

shop the styles

Mango Cotton Mix Barn Jacket

ONLY Cropped Barn Jacket

H&M Jacket with Corduroy Collar

4. The Biker Jacket: The Rebel Classic

Leather never loses its edge, and the biker jacket proves it. Whether oversized or cropped, this piece injects instant attitude into any look.

Outfit idea: Go full contrast — pair a black leather biker with a silk slip dress and ankle boots. Add layered silver jewelry for that “cool without trying” finish.

shop the styles

ASOS DESIGN Oversized Leather Moto Jacket

Noisy May Oversized Moto Jacket

Noisy May Faux Leather Biker Jacket

5. The Varsity Jacket: Preppy with a Twist

The varsity jacket’s comeback is pure nostalgia with a side of street cred. Think bold patches, leather sleeves, and relaxed fits.
Outfit idea: Throw a varsity jacket over a pleated skirt and graphic tee. Finish with tall socks and loafers for an updated ‘90s collegiate aesthetic.

shop the styles

H&M Fleece Baseball Jacket

Topshop Suede Varsity Bomber Jacket

Edikted Varsity Bomber Jacket

Whether you’re chasing cozy neutrals or bold statement layers, these five jackets define fall 2025 street style. Each one tells a story — sporty, classic, or rebellious — and together, they make the ultimate cool-weather capsule.

street style shots

Photos:

• Valentina Frugiuele

• WWD/WWD via Getty Images

• Launchmetrics Spotlight

• Pierguido Grassano