Effortlessly cool and undeniably versatile, the Autry Medalist Low sneakers have become a go-to for fashion lovers who appreciate retro aesthetics with a modern edge. Whether you’re channeling off-duty model vibes or elevating a casual ensemble, these sneakers blend seamlessly into any wardrobe.
From laid-back denim pairings to unexpected polished looks, there’s no shortage of ways to make them your own. If you’re ready to take your sneaker game to the next level, this guide will show you exactly how to style the Autry Medalist Low like a true pro.
1. Cozy-Chic with a Sporty Twist
A quilted jacket in a soft neutral shade adds warmth and effortless sophistication to this casual ensemble. Paired with a crisp white tee and relaxed-fit blue jeans, the look strikes the perfect balance between comfort and style.
The choice of modern sneakers introduces a sporty edge, making this outfit ideal for a day of errands, a coffee run, or a relaxed weekend outing. A simple crossbody bag adds practicality without compromising the overall aesthetic, proving that casual wear can still be polished and put together.
2. Effortless Cool with a Vintage Edge
A perfectly worn-in leather jacket adds a dose of vintage charm to this effortlessly cool ensemble. The crisp white tee provides a clean contrast, keeping the look fresh and balanced. Lightly faded straight-leg jeans elongate the legs, bringing in a timeless, casual ease.
White Autry sneakers ensure comfort while maintaining an urban-chic aesthetic, ideal for a stylish day on the go. A small black clutch subtly elevates the outfit, making it a seamless mix of nonchalant cool and understated elegance—ideal for coffee dates, city strolls, or spontaneous adventures.
3. Street Style in Monochrome Elegance
This look embodies effortless city chic with a sleek, all-black ensemble that oozes sophistication while staying comfortably casual. A long black coat drapes over an equally dark outfit, adding an element of mystery and refinement. The oversized fit and structured silhouette of the coat give a polished feel, while the navy sweater peeking underneath adds subtle depth.
A classic baseball cap and dark sunglasses enhance the off-duty aesthetic, adding a cool, incognito vibe. The beige handbag introduces a soft contrast, keeping the outfit from feeling too heavy. Completing the look, the Autry Medalist Low sneakers bring a fresh, sporty edge, proving that stylish comfort is key to mastering urban fashion.
4. Modern Charm
Soft neutrals and deep blues create an effortlessly chic contrast in this refined yet relaxed look. A crisp white blazer offers a polished touch, layered over slim-fit jeans that bring in a casual sophistication. The delicately draped headscarf lends a Parisian-inspired charm, while a structured denim handbag adds an unexpected textural element.
Fresh white sneakers keep the outfit grounded in comfort, making it an ideal choice for city strolls, casual brunches, or a day of exploring hidden gems. It’s a look that balances modern minimalism with a hint of timeless elegance.
5. Cool-Girl Street Style
This effortlessly chic outfit blends classic staples with a touch of modern edge. A black leather jacket adds a cool, rebellious vibe, perfectly layered over a simple white top for a crisp contrast. High-waisted, straight-leg jeans in a vintage wash create a relaxed yet put-together silhouette, elongating the legs while keeping things casual.
White Autry sneakers bring a sporty and comfortable finish, making the look ideal for all-day wear. Accessories elevate the ensemble—an orange handbag introduces a bold pop of color, while oversized sunglasses add a sophisticated, slightly mysterious touch. With a coffee in hand, this outfit is the epitome of casual, street-style elegance with a Scandinavian-inspired twist.
6. Classic Trench Style
A classic trench coat instantly elevates this casual yet refined ensemble, blending modern comfort with timeless style. Underneath, a cozy knit sweater adds texture, while relaxed blue denim keeps things effortlessly cool. Crisp white sneakers ground the outfit, offering both practicality and a touch of urban edge.
The sleek black handbag injects a minimalist contrast, tying the look together with understated sophistication. Whether it’s a casual coffee run or an afternoon stroll, this outfit strikes the perfect balance between polished and relaxed.
7. Bold Confidence in Leopard Print
Stepping out with a fearless edge, this look exudes confidence through a statement leopard-print coat that instantly transforms a simple outfit into something striking. The relaxed black jeans offer a sleek contrast, keeping the ensemble grounded while allowing the outerwear to shine. A crisp white tee adds a fresh, effortless touch, ensuring balance within the bold styling.
Chunky white Autry low sneakers introduce a sporty element, making the outfit comfortable and contemporary. Finished with gold accessories and a casually draped jacket, this look blends classic prints with modern street-style ease.
8. Airport Chic
A cozy, oversized coat drapes effortlessly over a fitted neutral top, creating an understated yet polished look. Light-wash distressed denim keeps the outfit casual and trendy, while crisp white sneakers provide the perfect mix of practicality and style.
The structured designer tote adds a touch of luxury, complementing the monochromatic tones of the outfit. With a coffee in hand and vibrant luggage in tow, this look is the epitome of stylish jet-setter energy.
9. Cozy Minimalism
This outfit embodies casual comfort with an effortlessly cool, understated aesthetic. A forest green oversized sweatshirt layers over a white tee, creating a relaxed yet intentional contrast. The wide-leg gray sweatpants add to the cozy, laid-back feel while maintaining a structured silhouette. A beige baseball cap keeps the look sporty and low-key, complementing the neutral tones of the outfit.
Autry sneakers ensure both comfort and versatility, grounding the ensemble in an easygoing, streetwear-inspired vibe. Finished with a cream canvas backpack, this look is perfect for cozy days, casual errands, or a relaxed weekend aesthetic.
10. City Chic with a Pop of Color
Timeless wardrobe staples come together in this elevated casual look. A classic beige trench coat drapes effortlessly over a crisp white tee and high-waisted cropped jeans, striking the perfect balance between relaxed and refined.
The Autry sneakers keep things practical and comfortable for an on-the-go day, while the structured woven yellow bag adds a bold, modern contrast. Oversized sunglasses complete the ensemble with an air of understated confidence, making this outfit a go-to for polished yet effortless city dressing.
11. Street-Style Cool with a Polished Edge
Laid-back meets structured in this effortlessly chic urban look. A tailored black blazer brings a refined contrast to the casual elements, like the relaxed light-wash jeans and vintage-inspired sneakers. The layered black scarf adds a cozy yet sophisticated touch, perfect for transitional weather.
Ribbed socks peeking above the sneakers lend an intentional, styled feel, while oversized sunglasses complete the look with a dose of cool. Carrying a laptop effortlessly signals a busy, modern lifestyle, blending fashion with function in the most stylish way possible.
12. Casual Chic with a Sporty Vibe
This effortlessly cool outfit strikes the perfect balance between casual and stylish. A classic striped long-sleeve top offers a timeless Parisian feel, while sleek black faux leather leggings add a modern, edgy touch. White sneakers with metallic details keep the look fresh and comfortable, making it ideal for everyday wear.
The dusty pink baseball cap adds a sporty, playful element and softens the overall aesthetic. Whether running errands or enjoying a relaxed stroll, this outfit is an easy go-to for laid-back sophistication with a hint of street-style charm.