This Post Contains Affiliate Links. Please Read Our Disclosure for Full Information.
When it comes to fall fashion, street style always sets the tone for what’s chic, wearable, and totally Instagram-worthy. The best part? You don’t need a stylist or a fashion team to nail the look — it’s all about mixing staples with a few trendy pieces.
Here are 15 street-style-inspired outfits for Fall 2025 that strike the perfect balance between effortless and chic.
1. Oversized Blazer + Wide-Leg Jeans
The oversized blazer trend isn’t going anywhere. Pair it with wide-leg jeans and a fitted tee for a cool-girl silhouette.
2. Leather Jacket + Sweater Dress
Edgy yet cozy — this combo is perfect for crisp fall days. Add ankle boots to finish the look.
3. Trench Coat + Midi Skirt
A timeless trench layered over a midi skirt instantly elevates your outfit to chic Parisian street style.
4. Chunky Sweater + Leather Pants
Balance cozy with edgy by styling an oversized knit with sleek faux-leather pants.
5. Denim on Denim (Canadian Tuxedo)
2025’s street-style favorite: a denim jacket layered over matching jeans. Pro tip: break it up with a statement belt.
6. Longline Cardigan + Midi Dress
Perfect for coffee runs and weekend strolls. Add knee-high boots for extra polish.
7. Bomber Jacket + Cargo Pants
Effortlessly cool and right on trend. Pair with chunky sneakers for that streetwear vibe.
8. Maxi Coat + Sneakers
Take a floor-sweeping maxi coat and pair it with sneakers for a casual but fashion-forward look.
9. Statement Sweater + Pleated Skirt
A bold knit with a feminine pleated skirt gives major Pinterest energy. Add ankle boots to finish.
10. Utility Jacket + Straight-Leg Jeans
Practical meets chic. A utility jacket looks great over jeans with loafers or boots.
11. Cropped Puffer + Leggings
The ultimate cozy-girl-on-the-go look. Throw on a cropped puffer with leggings and chunky sneakers.
12. Button-Down Shirt + Knit Vest
A fashion-forward layering trick. Style an oversized button-down with a sweater vest for a polished but relaxed look.
13. Cape Coat + Skinny Jeans
Give your outfit a dramatic twist with a cape-style coat — instantly chic and eye-catching.
14. Graphic Hoodie + Oversized Blazer
The unexpected combo that screams street style. Throw on your hoodie under a blazer and pair with trousers.
15. Slip Dress + Chunky Cardigan
The perfect blend of chic and cozy. A satin slip dress layered with a chunky cardigan works for day-to-night looks.
Final Thoughts
Street style is all about looking effortlessly stylish — like you just threw something on, but still turn heads. With these outfit formulas, you’ll be ready to serve chic vibes all season long.
