Introduction
Fall 2025 is all about bold, effortless street style that blends comfort, individuality, and trend-forward aesthetics. Street style allows you to showcase personality through layering, unique textures, and statement pieces while keeping practical for daily life. From oversized coats to chic sneakers, fall outfits can be both functional and fashion-forward. In this guide, we’ve curated 18 trendsetting street style outfits that capture the essence of urban fashion for the season. Whether you’re exploring the city, meeting friends, or attending casual events, these ideas will inspire you to mix textures, play with proportions, and stand out confidently in your fall wardrobe.
1. Oversized Coat + Skinny Jeans + Sneakers
An oversized coat paired with skinny jeans and sneakers is the ultimate street style staple. It balances comfort with effortless chic.
Why Try It: This look is versatile, urban, and ideal for unpredictable fall weather.
Style Suggestion: Add a crossbody bag and layered necklaces to elevate the outfit.
2. Leather Jacket + Graphic Tee + Cargo Pants
Combining a leather jacket with a graphic tee and cargo pants creates a bold, edgy street style vibe.
Why Try It: Perfect for casual outings with a trendy urban twist.
Style Suggestion: Pair with chunky sneakers and a beanie for extra street cred.
3. Trench Coat + Hoodie + Straight-Leg Jeans
Layering a hoodie under a trench coat adds dimension while keeping it practical. Straight-leg jeans keep the outfit grounded.
Why Try It: It’s cozy, layered, and effortlessly stylish for city walks or coffee runs.
Style Suggestion: Complete with ankle boots or sneakers for a modern look.
4. Puffer Jacket + Leggings + Statement Boots
A puffer jacket over leggings provides warmth without compromising street style aesthetics.
Why Try It: Functional, edgy, and perfect for chilly fall days.
Style Suggestion: Add bold boots and a mini backpack to make it pop.
5. Oversized Blazer + Turtleneck + Wide-Leg Pants
An oversized blazer layered over a fitted turtleneck and wide-leg pants creates structured yet relaxed street style.
Why Try It: It’s chic, urban, and perfect for both work and casual outings.
Style Suggestion: Add loafers or pointed boots and statement earrings for polish.
6. Denim Jacket + Hoodie + Mom Jeans
A classic denim jacket layered over a hoodie with mom jeans delivers a retro street style look.
Why Try It: Casual, comfortable, and effortlessly stylish.
Style Suggestion: Pair with sneakers and a crossbody bag for weekend vibes.
7. Oversized Sweater + Pleated Skirt + Combat Boots
Mixing an oversized sweater with a pleated skirt and combat boots creates a bold, feminine-urban look.
Why Try It: Balances edgy and soft textures, perfect for fall fashionistas.
Style Suggestion: Add a structured tote and layered chains for street-smart chic.
8. Faux Fur Coat + Leather Pants + Sneakers
A faux fur coat over leather pants is cozy, luxurious, and fashion-forward.
Why Try It: Perfect for making a statement while staying warm in the city.
Style Suggestion: Pair with high-top sneakers and bold sunglasses for maximum impact.
9. Oversized Shirt + Biker Shorts + Ankle Boots
Layering an oversized shirt over biker shorts creates a modern streetwear silhouette.
Why Try It: It’s trendy, comfortable, and perfect for casual city strolls.
Style Suggestion: Add chunky boots and a belt bag for a contemporary edge.
10. Cropped Sweater + High-Waist Jeans + Sneakers
A cropped sweater paired with high-waist jeans is casual yet fashionable street style.
Why Try It: It highlights proportions while keeping outfits playful and urban.
Style Suggestion: Complete with white sneakers and a small backpack for a youthful vibe.
11. Longline Cardigan + Graphic Tee + Straight-Leg Jeans
Layering a longline cardigan over a graphic tee and jeans creates effortless street style layering.
Why Try It: Perfect for casual yet polished everyday outfits.
Style Suggestion: Add loafers or sneakers and a bucket hat for street flair.
12. Utility Jacket + Hoodie + Joggers
A utility jacket with a hoodie and joggers is the ultimate casual streetwear outfit.
Why Try It: Comfortable, practical, and on-trend for fall 2025.
Style Suggestion: Finish with chunky sneakers or combat boots and a crossbody bag.
13. Oversized Sweater + Leather Skirt + Ankle Boots
Pairing an oversized sweater with a leather skirt and boots blends cozy with edgy street style.
Why Try It: It’s chic, urban, and perfect for casual events or outings.
Style Suggestion: Add hoop earrings and a statement bag for added flair.
14. Hoodie Dress + Sneakers + Mini Backpack
A hoodie dress styled with sneakers and a mini backpack is minimal yet trendy street style.
Why Try It: Effortless, comfortable, and versatile for fall weekends.
Style Suggestion: Layer with a denim or leather jacket for cooler days.
15. Oversized Cardigan + Tank Top + Mom Jeans
A cozy cardigan layered over a tank and mom jeans is relaxed street style.
Why Try It: Comfortable and stylish for coffee runs or casual workdays.
Style Suggestion: Pair with sneakers and statement sunglasses for an urban vibe.
16. Trench Coat + Sweater + Culottes
A trench coat layered over a sweater and culottes creates a polished street style look.
Why Try It: Perfect for city commuting or casual business settings.
Style Suggestion: Add heeled boots and minimal jewelry to elevate the ensemble.
17. Bomber Jacket + Turtleneck + Jeans
A bomber jacket paired with a turtleneck and jeans adds sporty, chic street style.
Why Try It: Casual yet fashion-forward for daily wear.
Style Suggestion: Add ankle boots or sneakers and a beanie for city-ready vibes.
18. Oversized Hoodie + Biker Shorts + Chunky Sneakers
An oversized hoodie with biker shorts and chunky sneakers is the ultimate relaxed street style outfit.
Why Try It: Perfect for casual errands, travel, or weekend lounging while staying trendy.
Style Suggestion: Add a belt bag and statement sunglasses to complete the look.
Conclusion
Street style for Fall 2025 is all about effortless layering, mixing textures, and bold silhouettes. These 18 trendsetting street style outfits showcase versatility, comfort, and urban chic flair, proving you can be stylish while staying practical. By experimenting with oversized pieces, statement outerwear, and layering techniques, you can curate a street-ready wardrobe that stands out in any city setting. Embrace these ideas to elevate your fall looks, mix patterns and textures, and make a confident fashion statement wherever you go.