There’s no denying it: Autumn is almost here, as seen by the chillier evening air. This means that your wardrobe needs to change. The greatest fall ensembles allow us to experiment with transitional wearing while we begin to transfer our closets to more autumn-friendly pieces, even though we aren’t quite ready to pack away our sundresses and leather sandals just yet. For some people, dressing can become an annual source of stress when summer gives way to autumn and they have to consider what to wear. Thankfully, we’ve compiled all the street-style ideas you require to create fall outfit formulae that are guaranteed to beat the end-of-season melancholy.
Versatility is key to the greatest fall ensembles, but they also make sure there are plenty of timeless pieces. Simple combinations of maxi skirts and fundamental trouser pants with denim, clean shirting and khaki trench coats show that sometimes the best styles are the easiest to pull off. But there are also many of opportunities to experiment with colour. While trendier designs, like the summer’s pants hit, the capri, are proving they have staying power, especially when combined with the ever-popular Mary Jane shoe, espresso brown and cherry red are still very much in style, in our opinion.
Shop our selection of the top 20 street style-inspired fall clothes below, which range from classic white T-shirts and pantsuits to adaptable leather trench coats and knitwear sets. You can think of your fall wardrobe as complete.
1. The All-Over Knit Fall Outfit
The best transitional clothing effortlessly combines fashion and comfort, making transitioning between seasons a breeze. Wear a sleeveless knit vest to embrace the warmth; it’s ideal for layering and adding interest to your ensemble. Wear it with a thin scarf for a stylish finishing touch that adds warmth and polish to your appearance. Don’t be afraid to switch out your accessories as the weather changes; choose items that are easily climate-adapted. You may maintain your style without sacrificing comfort by wearing an underlayer. You can transition your wardrobe from summer to autumn with ease and comfort thanks to these adaptable pieces.
2. The Monochrome Fall Outfit
Transform to a greyscale, all-black appearance that radiates refinement and class. Accept the cosiness and texture of knitwear by wearing a long, flowy pleated skirt with a cardigan that is cosy. This combination adds to the overall depth of the ensemble while also producing a streamlined profile. Maintaining the same grey colour scheme for your foundation brings the entire ensemble together and creates a polished and harmonious appeal. The knit family’s interplay of textures provides depth without sacrificing a professional look. This monochrome ensemble is ideal for any setting and creates a chic, timeless, and sophisticated statement.
3. The “Shirting Hero” Fall Outfit
Maintain a classic look in your clothing with well-fitting, long-lasting clean cotton shirts. Adding some personality to your style, a creative combination of blue stripes is a refreshing take on classic white shirts. For those looking to add some flair to their timeless look, this design is ideal. A classy look that can be worn to any event is achieved by teaming the shirt with flowy trousers. Comfort is ensured without losing style thanks to the loose fit and lightweight fabric. This outfit makes it easy to seem put together and professional whether you’re heading out for brunch or the office.
4. The Khaki Trench Fall Outfit
Sophia Roe is the perfect example of how a voluminous single-button design can boost any ensemble, and every closet needs a decent khaki trench coat. This fashionable outerwear item beautifully exemplifies the charm of minimalism by turning even the most basic T-shirt and pants into a sophisticated combo. The trench coat protects you from those erratic autumn showers while also adding sophistication and utility. It is a seasonless essential because to its timeless colour and precise design. It provides for variety while keeping a polished appearance, making it ideal for layering. You may wear a khaki trench with confidence and style for any occasion.
5. The Capri Pants Fall Outfit
This ensemble shows how to wear capris into fall with ease, proving that they are here to stay. To add warmth and sophistication, start by layering a cosy cardigan or stylish blazer over a silky top. In addition to improving the appearance, the combination cuts a refined silhouette that is ideal for chilly days. Adding opulent ballerina flats to the ensemble will add comfort and style. This carefree ensemble demonstrates how summer’s biggest success can quickly turn into an autumn mainstay. Capris can be a versatile option that lets you embrace the season and still look stylish when paired with the appropriate accessories.
6. The Head-to-Toe Red Fall Outfit
Bright colours are popular among It girls, from Bella Hadid to Emily Ratajkowski, and we’re as enamoured with them. Wear this fall’s vivid colour with a structured miniskirt and textured knit for an eye-catching yet comfortable ensemble. Wear tights to keep things practical as the temperature drops and to showcase your style. Whether they are flats or heels, closed-toe shoes will finish the look and keep you cosy when the first fall temperatures drop. This striking combination demonstrates how adding a flash of colour can make any fall day happier and help you stand out in all the right ways.
7. The Barn Jacket Fall Outfit
This is a novel way to wear the denim barn jacket you’ve been seeing all around. If it has an extended collar for a contemporary twist, bonus points. Wear it with crisp white undergarments, such as a traditional button-up shirt. Tight trouser pants complete the ensemble, which easily combines a sophisticated and laid-back atmosphere. The denim jacket, which is usually connected to a carefree rural vibe, becomes an essential item for the city and streets. This ensemble is sophisticated but carefree because to the combination of rigid and loose components. This outfit demonstrates how versatile your denim barn jacket is, making it ideal for switching from weekend excursions to more urban explorations.
8. The Espresso-Inspired Fall Outfit
It’s no secret that brown is fashionable, but autumn is when this colour really pops. An all-brown outfit that is inspired by the changing leaves perfectly embodies the spirit of the season. This earthy hue lends warmth and sophistication to any ensemble, whether you choose to wear a matching suit or just a shirt and trousers. The earthy, classic vibe that the deep hues of brown produce is ideal for the autumn and winter. It’s simple to incorporate this style into your regular outfit; it’s a really adaptable option that looks well with neutrals and richer autumnal hues. Adorn your wardrobe with brown to fully embrace the season.
9. The Nautically Inspired Fall Outfit
An ankle-length denim skirt gives preppy stripes a contemporary touch, making for an easygoing yet fashionable ensemble. To complete the look and give it a refined yet carefree vibe, add stylish flat shoes and cool shades. This ensemble is suitable for everyday wear because it hits the right mix between casual and stylish. When bad weather arrives, switch from flats to a stylish boot to keep your feet dry and warm without sacrificing the look’s coolness. This adaptable style demonstrates how simple it is to replace traditional patterns with contemporary accents.
10. The Ultra-Long Coat Fall Outfit
The maxi coat, an autumn wardrobe must, combines the strength of outerwear with the easiness of a maxi dress. As the focal point of any ensemble, this nearly floor-sweeping piece quickly elevates your appearance with little effort. Its dramatic, long silhouette adds style and comfort, making it ideal for chilly days. Whether worn layered over more fitted clothing or a basic dress, the maxi coat exudes style and sophistication. Because of its adaptability, you may dress it up or down and still look stylish all season long. Your fall outfit is transformed in an instant with a maxi coat.
11. The Cinched-Waist Classic Fall Outfit
When paired with the appropriate accessories, a white button-up elevates beyond its status as a timeless standard. Use a belt to cinch it around the waist to give the outfit instant structure and refinement. Playful accents, such as a fashionable neck scarf or tinted eyeglasses, may elevate an otherwise plain ensemble into something elegant. The outfit looks professional with the addition of strappy shoes, which makes it ideal for going from day to night. This method demonstrates how even the most basic things can appear current and stylish when accessorised appropriately. It’s all about the well considered finishing details.
12. The “Classic With a Twist” Fall Outfit
A well-styled jacket elevates an everyday item into a statement piece for fall and winter. You may stay warm and give the ensemble more depth and interest by wearing it layered over a longer sleeve. The ensemble is completed by matching the jacket to the must-have flat shoe of the season in a complementary hue, which combines comfort and flair. A clean, contemporary vibe is produced by combining casual layers with structured outerwear. This outfit, which is ideal for the office and weekends alike, demonstrates how a traditional blazer can have a distinctive look when matched with the correct accessories. It’s all about improving the fundamentals.
13. The Double-Denim Fall Outfit
Editors, celebrities, influencers, street stylers, and everyone in between have made the traditional “Canadian tuxedo” their go-to outfit. The current trend in double-denim fashions is modern twists, characterised by large shapes and sloppy low-rises. This new interpretation of denim on denim blends casual comfort with an edge that feels effortlessly cool. The updated cuts keep it modern, while the loose fits pay homage to the ’90s. This updated take on the Canadian tuxedo, appropriate for both smart and casual settings, is proof that denim never goes out of style and is always changing to be relevant in today’s fashion world. It strikes the ideal mix between the old and the new.
14. The Transitional Fall Outfit
Particularly up until mid-October, autumn weather can be erratic, with sudden decreases in temperature, sudden downpours of rain, and sudden heat waves. How should we approach these changes? Simple layers. The ideal blend of fashion and functionality can be achieved by wearing a lightweight silky tunic under a cream blazer. This blend allows you to breathe during warmer weather while keeping you dry during those unexpected downpours. These pieces’ adaptability lets you make adjustments while you’re out and about, ensuring comfort in any situation. These easy-to-wear layers will let you effortlessly navigate the unpredictable temperature swings of October.
15. The Leather Trench Fall Outfit
Particularly up until mid-October, autumn weather can be erratic, with sudden decreases in temperature, sudden downpours of rain, and sudden heat waves. How should we approach these changes? Simple layers. The ideal blend of fashion and functionality can be achieved by wearing a lightweight silky tunic under a cream blazer. This blend allows you to breathe during warmer weather while keeping you dry during those unexpected downpours. These pieces’ adaptability lets you make adjustments while you’re out and about, ensuring comfort in any situation. These easy-to-wear layers will let you effortlessly navigate the unpredictable temperature swings of October.
16. The Comfy-Yet-Chic Fall Outfit
Like Tina Kunakey’s beautiful suit, the ultimate autumn ensemble strikes the perfect balance between comfort and style. Start off your ensemble with a striking, deconstructed poplin top that gives it a contemporary spin. Perfect for changing climates, pair it with a seamless turtleneck for warmth without losing elegance. Combine this look with bold designer jeans to uplift the ensemble and give it an appearance of effortless sophistication. This combination of forms and textures results in a functional yet stylish attire that is visually appealing. You may look effortlessly stylish and traverse autumn days with confidence if you follow this foolproof method.
17. The Streetwear-Inspired Fall Outfit
Fashionistas love this street style-inspired combination because it’s edgy, sleek, and classy all at once. A long leather coat combined with roomy white shorts, whether worn by Sophia Geiss or Bella Hadid, radiates an easy elegance that is difficult to match. The structured leather and the loose-fitting shorts combine to create a dynamic equilibrium that makes the ensemble seem both daring and inviting. This ensemble demonstrates how layering can turn an ordinary mix into something incredibly eye-catching. You can easily personalise this look with the appropriate accessories, including striking jewellery or hefty boots. It’s the epitome of how to combine luxury appeal with ease of wear.
18. The Sans-Pants Fall Outfit
No problem without trousers, especially for those who follow the latest styles. For milder fall days, the large shacket is the ideal transitional piece since it provides comfort and style without being overly bulky. It offers an effortlessly cool style that’s perfect for casual occasions when paired with a stylish footwear. Just throw it on top of your preferred long-sleeve shirt or turtleneck as the weather drops for extra warmth and style. With this versatile look, you can embrace the season without sacrificing comfort or style. You can confidently and simply negotiate the changing autumn weather when you have the shacket in your wardrobe.
19. The Matching Set Fall Outfit
Even though the temperature may drop, there are still plenty of occasions to show off your legs in a micro-mini length in September and early October. As the seasons change, you may show off your confidence with this bold look that is both stylish and playful. Wear an updated bomber jacket to give your ensemble a contemporary edge and necessary warmth while being just warm enough. This flirtatious mini and structural bomber combo strikes a perfect mix between bold and sensible. For an effortlessly cool vibe, finish the look with chic trainers or knee-high boots. Accept the transitional season by combining bold clothes with warm layers to create a stylish ensemble.
20. The Off-Duty Fall Outfit
Busy off-duty models rushing between backstage and castings popularised yet another failsafe 90s-inspired ensemble. This style, which seamlessly combines comfort and style, has become a go-to for both summer and autumn. As the weather starts to change, start with a longer-sleeved T-shirt for warmth and versatility. For a refined yet carefree look, team it with a denim skirt or high-waisted jeans. Finish the look with some chunky trainers or ankle boots to really capture the ’90s vibe. This throwback ensemble is ideal for running errands or getting out with friends, demonstrating how timeless looks are always trendy.
