Hailey Bieber has mastered the “model-off-duty” style that’s effortlessly cool, chic, and versatile. Whether she’s rocking an oversized blazer, a cozy knit, or a sleek leather look, her outfits are stylish and easy to recreate. Here are five Hailey-inspired outfits with product suggestions to bring her look into your wardrobe—perfect for everything from brunch dates to casual outings!
1. Oversized Blazer & Biker Shorts
One of Hailey’s signature looks is the mix of structured and casual with an oversized blazer and biker shorts combo. This outfit is polished yet laid-back, making it perfect for brunch or running errands in style. Start with the ANINE BING Women's Quinn Blazer—its oversized fit creates a chic, boxy silhouette that adds sophistication.
Pair it with Alo Yoga High-Waist Biker Shorts in black for a comfortable yet form-fitting look. Underneath, add a simple white crop top like Skims Cotton Rib Tank for a fresh, clean base. Finish the outfit with Nike Air Force 1 Sneakers, adding a sporty vibe, and accessorize with Bottega Veneta’s Mini Jodie Bag in black and Ray-Ban Oval Flat Lens Sunglasses. This combination channels Hailey’s cool, effortless style.
2. Baggy Jeans & Cropped Tank
For a more laid-back, casual outfit, Hailey often goes for the classic baggy jeans and cropped tank look. It’s simple but has that cool, off-duty feel. Start with Levi’s 501 Original Fit Jeans, known for their loose, relaxed fit, which adds that Hailey-approved edge. Pair them with The Drop Ribbed Cropped Tank—a basic that you’ll reach for time and time again.
Add New Balance 550 Sneakers in a neutral color for that casual, streetwear vibe. Top off the look with Alo Yoga’s Utility Zip-Up Hoodie for warmth and a Prada Re-Edition 2005 Nylon Bag in black for a touch of designer flair. This outfit is perfect for a day out or a relaxed lunch with friends.
3. Leather Jacket & Mini Skirt
Hailey is a fan of bold, edgy pieces, and a leather jacket paired with a mini skirt is a classic combination she pulls off with ease. Choose AllSaints Balfern Leather Biker Jacket for that rock-and-roll vibe, adding structure and edge. For the skirt, go with Good American Vegan Leather Mini Skirt, which complements the jacket for a sleek, cohesive look.
Style it with Dr. Martens 1460 Pascal Boots for a slightly grungy touch that Hailey loves. Complete the outfit with Wolford’s Berlin Bodysuit in black for a fitted, seamless look, and add Saint Laurent’s Monogram Leather Wallet on Chain for a refined finish. This is the perfect look for a night out or a concert!
4. Sweatsuit with Statement Coat
For those days when comfort is key, Hailey’s go-to look is a chic sweatsuit paired with a statement coat. Start with a cozy matching set like Anrabess Hoodie and Sweatpants in a neutral tone for a relaxed yet put-together vibe. Add a statement coat, such as the Apparis Miller Short Coat in an eye-catching color or pattern, to elevate the outfit.
Slip into a pair of UGG Ultra Mini Boots or Adidas Yeezy Slides for that casual, laid-back feel. Finish off the look with Balenciaga’s Hourglass XS Top Handle Bag for a touch of luxury. This outfit is perfect for travel days or laid-back outings, where comfort meets style.
5. Slip Dress & Sneakers
Hailey often balances feminine pieces with sporty elements, and a slip dress with sneakers is one of her go-to looks. Opt for The Drop Lana Maxi Slip Dress in a solid color or subtle print—it’s both chic and versatile. Pair it with Vans Old School Sneakers for that perfect mix of dressed-up yet casual.
Add a Frankie Shop Quilted Oversized Jacket for a cozy layer on chillier days, and finish with a JW Pei Gabbi Bag in a bright hue for a fun pop of color. For accessories, try Mejuri’s Bold Hoops, which add a simple but elegant touch. This look is ideal for a casual dinner, a day out with friends, or even a date.
These Hailey Bieber-inspired outfits are easy to recreate and perfect for nearly any occasion. With a mix of sporty, chic, and edgy elements, you can channel her iconic style effortlessly. Whether you’re off to a coffee date, running errands, or going out for the evening, these looks offer the perfect blend of fashion and function!
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