Street style has evolved into a powerful fashion trendsetter, offering a mix of creativity, comfort, and individuality that appeals to people from all walks of life.
From minimalist chic to bold statement pieces, street style is about expressing personality while staying on-trend.
Whether you’re heading out for a casual day or looking to turn heads on the city streets, these 21 trendy street style looks are easy to recreate with items you likely already have in your closet.
Read on for inspiration on how to elevate your everyday wardrobe with these effortlessly cool ensembles.
1. Classic Denim on Denim
Pair a denim jacket with a pair of denim jeans for a timeless street style look. To avoid looking too uniform, opt for different shades or washes of denim, like a light-wash jacket with dark jeans.
Complete the outfit with a plain white tee and chunky sneakers or ankle boots for a casual yet stylish vibe.
2. Oversized Blazer and Biker Shorts
Combine the sharpness of a structured oversized blazer with the casual appeal of biker shorts. This unexpected pairing adds a touch of elegance while keeping the outfit relaxed and comfortable.
Finish off the look with a graphic tee and chunky sneakers for a modern, chic street style.
3. Graphic Tee with High-Waisted Trousers
A graphic tee paired with high-waisted trousers creates a perfect blend of casual and polished. Choose bold, statement-making graphics and tuck the shirt into tailored or wide-leg trousers. Accessorize with a belt bag and heeled boots or sneakers for an effortlessly stylish street look.
4. Slip Dress with an Oversized Sweater
A slip dress layered under an oversized sweater combines femininity with comfort. Choose a slinky, satin slip dress and layer it with a chunky knit sweater in a contrasting color. Finish the look with combat boots or sneakers for an edgy yet feminine street style vibe.
5. Monochrome Ensemble
Go for a head-to-toe monochrome look to make a bold fashion statement. Choose a single color and vary the shades and textures to add depth to the outfit. Complete the look with matching accessories and footwear to keep it cohesive and polished.
6. Wide-Leg Pants with a Cropped Top
Pair wide-leg pants with a fitted cropped top for a chic and balanced silhouette. This combination is perfect for highlighting the waist while adding a bit of drama with the wide-leg style. Complete the look with strappy sandals or sneakers and layered necklaces for a modern street style.
7. Leather Jacket and Floral Dress
Balance edgy and soft elements by pairing a leather jacket with a floral dress. The contrast between the tough leather and the delicate dress creates a dynamic street style look. Add ankle boots or chunky loafers to keep the outfit grounded and fashion-forward.
8. Belted Blazer with Straight-Leg Jeans
Transform a simple blazer into a statement piece by belting it at the waist and pairing it with straight-leg jeans. The belt adds structure and shape to the blazer, making the look both tailored and relaxed. Finish the look with loafers or ankle boots for a polished street style.
9. Athleisure with a Twist
Combine comfort and style with an athleisure outfit that’s elevated with a chic twist. Pair joggers or track pants with a sleek, fitted bodysuit and a longline coat. Complete the look with chunky sneakers and statement sunglasses for a contemporary street style.
10. Maxi Skirt with a Graphic Sweatshirt
Pair a flowy maxi skirt with a bold graphic sweatshirt for a playful and comfortable street style look. This combination adds an unexpected twist to both pieces, making them more versatile and fashion-forward.
Accessorize with platform sneakers and a crossbody bag to complete the ensemble.
11. Layered Knitwear
Create a cozy, layered street style look by combining different knits, like a turtleneck sweater under a knitted vest. Mix textures and patterns to add interest and depth to the outfit. Pair with high-waisted jeans and ankle boots to balance the layers.
12. Cargo Pants with a Fitted Tank Top
Cargo pants are back in style and pair perfectly with a fitted tank top for a relaxed yet trendy street look. Choose cargo pants in neutral tones and tuck in a simple tank or bodysuit. Finish the look with chunky combat boots or platform sneakers for added edge.
13. Maxi Coat with Skinny Jeans
A long, tailored maxi coat instantly elevates a basic outfit like skinny jeans and a plain top. Choose a coat in a bold color or pattern to add a statement element to the look. Complete the outfit with heeled ankle boots and a structured bag for a sophisticated street style.
14. Hoodie with a Slip Skirt
Mix casual and chic by pairing a comfy hoodie with a sleek slip skirt. The contrast between the laid-back top and the elegant skirt creates a balanced, trendy outfit. Finish with sneakers or ankle boots and add a crossbody bag for a polished street-ready look.
15. Trench Coat with Ankle Boots
A classic trench coat is a must-have for any street style enthusiast. Layer it over a simple tee and jeans or a dress for an effortlessly chic look. Complete the outfit with sleek ankle boots and a structured handbag to keep the look refined and stylish.
16. Double-Breasted Blazer with Wide-Leg Jeans
Pair a double-breasted blazer with wide-leg jeans for a modern take on classic tailoring. This combination creates a strong silhouette that’s both sophisticated and laid-back. Add a pair of pointed-toe heels or loafers to keep the look polished.
17. Statement Sneakers with a Midi Dress
Balance femininity and sportiness by pairing a flowy midi dress with bold statement sneakers. The sneakers add a casual edge to the outfit while keeping it comfortable for all-day wear. Finish the look with minimal accessories and a sleek bun or ponytail for a fresh, urban vibe.
18. High-Waisted Shorts with a Turtleneck
Combine high-waisted shorts with a fitted turtleneck for a chic, season-transitional look. This outfit is perfect for layering with tights or adding a long coat as the weather cools. Complete with knee-high boots or loafers for a versatile and trendy street style.
19. Leather Pants with an Oversized Shirt
Elevate a simple oversized button-down shirt by pairing it with sleek leather pants. This mix of casual and edgy creates a balanced and stylish street style look. Add pointed-toe ankle boots and a statement bag to elevate the outfit further.
20. Knit Dress with Chunky Sneakers
A knit dress paired with chunky sneakers is a go-to street style combination that’s both comfortable and chic. The knit dress offers a flattering silhouette, while the sneakers add a sporty touch. Accessorize with a crossbody bag and sunglasses for an effortless yet polished look.
21. Denim Jacket with a Midi Skirt
A classic denim jacket paired with a flowy midi skirt creates a feminine yet laid-back street style outfit. Choose a graphic tee or a simple tank to wear underneath and complete the look with casual sneakers or ankle boots.
This versatile combination is perfect for almost any casual occasion.
