In 2025, celebrities with the best street style are setting trends and redefining what it means to be stylish on the go. Whether captured by paparazzi or posting candid looks online, these fashion-forward icons are worth watching. Street style goes beyond fashion—it’s a true expression of individuality and culture. It’s a thinking of persona, values, and self-assurance.
This guide explores the top 10 celebrities with the best street style and how you can elevate your own look by following their lead.
Top Iconic Celebrities With Best Street Style
- Hailey Bieber
- Zendaya
- Harry Styles
- Rihanna
- Timothée Chalamet
- Bella Hadid
- Kendall Jenner
- Dua Lipa
- A$AP Rocky
- Gigi Hadid
Why Follow Celebrities with the Best Street Style?
Style is More Than Just Clothes. Following celebrities with outstanding street style helps you:
- Stay updated on current fashion trends
- Discover new ways to wear staples
- Experiment with accessories and colors
- Gain confidence in your style journey
1. Hailey Bieber – Queen of Minimal Chic
Hailey Bieber rules street fashion with her elegant, easy-going artistic.
Signature Looks:
- Oversized blazers
- Biker shorts with cropped tops
- Clean sneakers and slicked-back hair
Her street style is a mix of extravagance and sporty simplicity. She shows how to keep it casual yet classy.
Try Hailey’s Look:
- Neutral colors like beige, white, and black
- Tailored outerwear with statement shoes
2. Zendaya – Effortlessly Trendsetting
Zendaya carries a bold, high-fashion verge to the streets.
Style Vibes:
- Wide-leg trousers
- Graphic tees
- Layered blazers with sneakers or boots
She effortlessly blends elegance with casual wear like no one else.
Fashion Tip:
Play with profiles and don’t be afraid of daring prints.
3. Harry Styles – Gender-Fluid Street wear Star
Harry Styles is known for blurring fashion boundaries.
His Signature Items:
- High-waisted trousers
- Vintage band tees
- Pearls and colorful knits
Harry’s style is fearless, expressive, and refreshingly retro.
Try It Out:
- Mix soft fabrics with bold colors
- Accessorize with rings, chains, or even pearls
4. Rihanna – Unapologetically Bold Fashion Icon
When talking about celebrities with the best street style, Rihanna is a must-mention.
Her Go-To Pieces:
- Oversized jackets
- Heels with track pants
- Bucket hats and sunglasses
Rihanna combines high fashion with streetwear better than anyone.
Fashion Tip:
Own your outfit with confidence—even if it breaks the rules.
5. Timothée Chalamet – Stylish Rebel of Menswear
Timothée takes classic menswear and turns it modern.
His Look Includes:
- Bold jackets
- Slim-fit jeans
- Chunky boots and colorful hoodies
His style balances high-end designer wear with youthful rebellion.
For Guys:
- Invest in one standout outerwear piece
- Mix neutrals with bold statement pieces
6. Bella Hadid – The 90’s Revival Queen
Bella Hadid’s looks are constantly on-trend and often ahead of the curve.
Street Style Staples:
- Cargo pants
- Tiny sunglasses
- Layered tanks and throwback sneakers
Her style is jumpy, random, and extremely partial by antique.
Style Hack:
Bust thrift shops for dependable 90s pieces.
7. Kendall Jenner – Effortless Model Off-Duty
Kendall tacks the “cool girl” vibe with marginal effort.
Must-Have Items:
- High-rise jeans
- Leather jackets
- Monochrome sets with sleek accessories
Kendall proves that simplicity can still make a strong statement.
Get the Look:
- Focus on fit
- Keep accessories simple and polished
8. Dua Lipa – Y2K Fashion Leader
Dua Lipa squeezes bouncy outlines, bright colors, and trial touches.
Style Moodboard:
- Metallics
- Mini skirts
- Chunky boots and crop tops
She’s bold and never boring, which is why her looks go viral.
Fashion Tip:
Experiment with bold accessories to elevate even simple outfits.
9. A$AP Rocky – King of Streetwear Luxury
A$AP Rocky combines rap culture with designer aesthetics.
Go-To Gear:
- Statement puffers
- Designer sneakers
- Bold layering and prints
He makes the streets his runway with artistic expression in every outfit.
For Streetwear Lovers:
Look into brands like Supreme, Gucci, and Raf Simons.
10. Gigi Hadid – Cozy Meets Couture
Gigi fetches a laxer, snugger sense to street fashion.
Signature Style:
- Tracksuits with designer bags
- Oversized coats and knitwear
- Chunky sneakers
She blends comfort and glamour perfectly.
Fashion Tip:
- Opt for neutral-toned loungewear
- Add luxury accessories to dress it up
Comparison Table: Street Style Breakdown
| Celebrity | Signature Style | Key Accessories | Fashion Vibe |
| Hailey Bieber | Minimal Chic | Sneakers, Blazers | Sporty & Classy |
| Zendaya | Bold Elegance | Wide-Leg Pants, Blazers | Trendy & Refined |
| Harry Styles | Retro & Fluid | Pearls, High-Waist Pants | Fearless & Fun |
| Rihanna | Rule-Breaking Chic | Heels, Streetwear | Bold & Unique |
| Timothée Chalamet | Designer Rebel | Colorful Jackets | Youthful Luxury |
| Bella Hadid | ’90s Edgy | Cargo Pants, Tiny Shades | Grungy & Cool |
| Kendall Jenner | Casual Luxe | Leather Jackets | Sleek & Simple |
| Dua Lipa | Y2K Nostalgia | Mini Skirts, Brights | Vibrant & Loud |
| A$AP Rocky | Luxe Streetwear | Puffers, Sneakers | Fashion-Forward |
| Gigi Hadid | Cozy & Chic | Knitwear, Chunky Shoes | Warm & Stylish |
Tips to Develop Your Own Street Style
Start with Basics
- White tees
- Neutral pants
- Clean sneakers
Add Signature Pieces
- Statement sunglasses
- A bold jacket
- Eye-catching shoes
Mix High and Low
- Pair designer pieces with fast fashion or thrift finds
Don’t Forget Confidence
Your attitude makes or breaks the outfit.
Final Words on Celebrities with the Best Street Style
The celebrities with the best street style don’t just follow trends—they create them. From Hailey Bieber’s simplicity to Rihanna’s bold choices, each one proposals a sole outline to follow.
If you’re looking to level up your daily look, take inspiration from these icons. Start small, build your essentials, and slowly evolve into your own version of fashion-forward.
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