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 perfect blend of comfort and street-style edge. The roomy coat adds drama and volume, while the skinny jeans create a sleek contrast that highlights your shape.
Add clean white sneakers for an effortless, modern finish. This combo is ideal for everyday outings where you want to stay warm but still look effortlessly put-together.
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
A leather jacket teamed with a graphic tee and cargo pants brings bold, rebellious energy to your street-style wardrobe. The structured jacket adds attitude, the graphic tee injects personality, and the cargo pants offer a functional, utilitarian vibe.
This look is great for anyone who wants to make a confident, edgy statement without sacrificing practicality or comfort.
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 classic trench coat gives your outfit instant dimension and a cool, urban twist. The trench adds sophistication, while the hoodie keeps things casual and cozy.
Straight-leg jeans ground the outfit with relaxed structure, creating a balanced, high-low aesthetic that works perfectly for transitional weather and city living.
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 worn over leggings is the ultimate mix of warmth and sleek comfort. Add statement boots—chunky, patterned, or brightly colored—to elevate the look from simple to standout.
This pairing is not only practical for colder days but also full of personality, making it a go-to choice for street style lovers who refuse to compromise on fashion while staying warm.
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 strikes the perfect balance between structure and ease. The tailored blazer adds polish, the turtleneck creates a smooth, chic base, and the wide-leg pants flow beautifully to elongate the silhouette.
This combination is refined yet relaxed, making it an excellent choice for modern street style that feels both powerful and effortless.
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 and paired with mom jeans creates the perfect retro-inspired street style look. The denim jacket adds timeless cool, while the hoodie brings warmth and a laid-back vibe.
Mom jeans complete the outfit with their relaxed, vintage silhouette, making the entire look feel effortlessly nostalgic yet modern. This combination is ideal for everyday wear, especially when you want comfort without sacrificing street-style appeal.
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
Pairing an oversized sweater with a pleated skirt and combat boots strikes the ultimate balance between soft femininity and urban edge. The oversized sweater adds cozy volume, the pleated skirt introduces graceful movement, and the combat boots ground the outfit with bold attitude.
This blend of textures and silhouettes creates a look that’s expressive, fashion-forward, and perfect for fall street style.
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 worn over leather pants instantly elevates your streetwear while keeping you warm and stylish. The coat brings a touch of luxury and drama, while the leather pants add sleek, edgy contrast.
Pairing the look with sneakers keeps it grounded and wearable for daily outings. This outfit is perfect for those who love to mix glam and comfort in one chic ensemble.
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 sharp, modern streetwear silhouette. The oversized shirt offers effortless movement and relaxed style, while biker shorts add a sporty, fitted base that highlights your legs.
Ankle boots bring structure and complete the outfit with a polished urban twist. This look is ideal for days when you want something comfortable yet unmistakably trendy.
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 delivers a casual yet fashionable street style aesthetic. The cropped top highlights the waist, while the high-rise jeans create a flattering, elongated silhouette.
Adding sneakers keeps the outfit youthful, energetic, and perfect for on-the-go days. This ensemble is easy to style and always manages to look cute and effortlessly cool.
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 straight-leg jeans creates an effortlessly cool street-style look with plenty of personality. The longline cardigan adds movement and warmth, giving the outfit a relaxed yet intentional feel.
A graphic tee brings in a pop of individuality, making the look feel expressive and youthful. Straight-leg jeans balance the silhouette with their clean, classic shape, making the outfit versatile for everyday wear. This combination is perfect for casual outings, coffee runs, or days when you want polished comfort.
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 layered over a hoodie and paired with joggers delivers the ultimate casual streetwear ensemble. The utility jacket adds structure, pockets, and a touch of rugged style, while the hoodie brings cozy warmth and a relaxed vibe. Joggers maintain comfort without sacrificing visual appeal, creating a balanced, sporty look.
Together, these pieces form an outfit that’s practical for daily errands yet still stylish enough for casual meet-ups. It’s the perfect combination for days when comfort is essential but you still want to look thoughtfully put together.
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 ankle boots creates a street-style outfit that’s equal parts cozy and edgy. The oversized sweater adds softness and ease, offering a comfortable contrast to the sleek, bold texture of the leather skirt.
Ankle boots elevate the look with structure and attitude, grounding the outfit with a touch of sophistication. This mix of relaxed and daring elements results in a dynamic, stylish ensemble ideal for fall or winter days when you want warmth without losing fashion-forward appeal.
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 creates a minimal yet fashion-forward street-style look perfect for on-the-go days. The hoodie dress offers comfort and ease with a sporty twist, while sneakers keep the outfit light, practical, and youthful.
Adding a mini backpack enhances the casual aesthetic and introduces a playful, functional accessory. This ensemble is ideal for busy schedules, city strolls, or casual hangouts, blending comfort with trendiness. It’s an effortless choice for those who appreciate laid-back style with a modern, urban edge.
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
Layering an oversized cardigan over a tank top and mom jeans creates a relaxed, effortlessly stylish street-style combination. The oversized cardigan provides warmth and a cozy, slouchy vibe, while the fitted tank top keeps the outfit balanced and flattering.
Mom jeans contribute a touch of retro charm with their high-rise, relaxed fit, creating a silhouette that feels comfortable and current. This outfit works perfectly for casual days, coffee dates, or weekend errands when you want a look that’s easygoing yet put-together.
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, contemporary street-style look with plenty of sophistication. The trench coat adds timeless structure and elegance, while the sweater brings warmth and relaxed comfort.
Culottes introduce a modern silhouette with their wide leg and cropped length, adding movement and dimension to the ensemble. Together, these pieces create a chic outfit suitable for transitional weather, city outings, or work-to-evening plans. It’s a refined yet comfortable combination that blends minimalist tailoring with everyday practicality.
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 creates a sporty-chic street-style outfit with a clean, modern edge. The bomber jacket adds structure and a cool, athletic vibe, while the turtleneck offers sophistication and warmth.
Jeans ground the ensemble with timeless ease, making it wearable for everyday activities. This combination blends comfort and attitude effortlessly, resulting in a look that’s perfect for casual gatherings, outdoor strolls, or weekend plans. It’s an ideal go-to outfit when you want something unfussy yet stylish and contemporary.
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 worn with biker shorts and chunky sneakers is the ultimate relaxed street-style look that blends comfort with bold, modern flair. The oversized hoodie creates a laid-back silhouette, while biker shorts balance the volume by defining the legs.
Chunky sneakers add height and a trendy, sporty aesthetic, making the entire outfit feel youthful and energetic. This ensemble is perfect for warm-to-cool transitional days, fitness-inspired streetwear moods, or casual weekend outings. It’s an effortless combination that prioritizes comfort while staying fashion-forward.
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.