Fall is the time when being cozy and stylish go together, and each outfit seems like a hug from your closest friend. Yet, sometimes, making the perfect early fall outfits is just like playing fashion Tetris. Do you want to feel the full pumpkin spice or keep your outfit casual enough for the warm weather? I’m going to share my favorite outfits, which are inspired by early fall styles that are also practical and can be used for any activity. Ready to build your dream wardrobe? Let’s get started!
Classic Cream Turtleneck & Tailored Brown Trousers
The combination of a cream turtleneck and high-waisted brown trousers is always classy and timeless. It reflects the style that is in between summer jeans and the outfits we wear in fall. The turtleneck’s thick and ribbed knit gives you warmth, and the wide-legged trousers create a neat look for work business casual days. I really like the caramel belt, as it unites the look and reminds us of the late summer feel we love.
For a more refined appearance, I’d pick brown leather loafers and a structured handbag to go with this look. The high waist of these trousers brings attention to the waist, which is why they look good on all types of women, including those with midsize or plus size bodies. It can be worn in an office in late summer and later at a relaxed dinner.
I believe that every woman who enjoys mixing different materials will love the combination of knit and tailored wool in this outfit. Eliza Huber from Refinery29 states that mixing different textures is a big trend for early fall, so women should try it out: “Blending knits and suits is a simple way to look fashionable, even when you’re not spending too much.” I couldn’t agree more. This outfit strikes that perfect balance.
If I were to change something, I would add a thin gold chain necklace or tiny hoop earrings to add a bit of glamour to the face. Otherwise, it’s a winner.
Rusty Orange Overshirt & Baggy Jeans
A relaxed overshirt in rusty orange, together with baggy jeans, is the perfect way to show off cozy chic. You can wear this outfit in the morning for a coffee and then again in the afternoon when you visit the farmer’s market. Opening the overshirt over a white tee makes me feel relaxed and still neat.
I like how your jeans are loose but still give off a mature look. You could complete this outfit by choosing classic black loafers for a little summer casual style. The crossbody bag with a large checkered pattern brings the whole outfit together and adds something fun. The outfit is ideal for women over 50 who want to look and feel comfortable.
In fact, I really enjoy wearing oversized pieces when the weather is not too hot or cold. They let you layer up (or down) depending on the temperature, which is ideal for early fall outfits late summer work days when the AC is blasting one minute and the sun is blazing the next. Kate Young advises that if you want to wear oversized, add something more fitted underneath to keep your look neat. This look totally nails that balance.
If you want to look a bit more daring, put on a statement necklace or a red lipstick to make the outfit stand out for a coffee date. The key is to use opposing colors and keep the look genuine.
Double Denim Dream
Denim on denim? Yes, please! It’s very cool to wear a classic denim jacket with high-waisted denim jeans when the two denim pieces have the same wash. This look is perfect for late summer, since it’s both easy to wear and prepared for any activity. The light tank top brings a feminine touch to the outfit, which matches the toughness of the denim.
For the warm weather, I would finish this outfit with some white sneakers and a crossbody bag for a casual look at the park or at work. A necklace or several gold chains would enhance the look and make it suitable for early fall outfits that women enjoy.
Even though denim on denim may seem difficult, I assure you it is much simpler than you think. Kristen Nichols from Who What Wear has said that wearing double denim is now a bold statement instead of something to avoid. I prefer actions that are as simple as slipping on your favorite pair of jeans.
I’d like to add a touch of color to this outfit, for example, with a scarf or some bright lipstick, to make the denim-on-denim look more interesting. It will make the look truly stand out and be unforgettable.
Striped Tee & Camel Coat Combo
Stripes are always a good choice, but with a long camel coat and cropped jeans, they become very Parisian. This outfit fits the fall fashion trend and is great for lazy weekends as well. The horizontal stripes help to lighten up the sophisticated look of the coat.
I’d finish this outfit with crisp white sneakers for an easy-breezy walk through the city or even a warm weather stroll in Europe (yes, it’s that versatile). The high-waisted jeans add structure while keeping things relaxed. Because of its classic cut and the coat’s vertical design, this outfit is perfect for midsize and plus size women.
Stripes remind me of a friend who is always ready for anything, is fun, and sometimes surprises us. Having a striped tee in your closet is a good idea all year round. According to InStyle’s fashion editor, stripes are a reliable and chic addition to any wardrobe during the change of seasons.
What I might add? You could try wearing a thin leather belt or a scarf with a pattern to show your style. So, this outfit will take you from early business meetings to evening dinners.
Soft Knit Cardigan & Straight-Leg Jeans
A cozy chic look is achieved when you put on a neutral knit cardigan over a crisp white tee and high-rise straight-leg jeans. This is an outfit that feels cozy, so it’s ideal for those early fall days when the weather is cool in the morning and warm in the afternoon.
Straight-leg jeans give the outfit a neat look, so it’s appropriate for a casual office or a brunch in the sun. If you want to make your outfit stand out a little, put on leopard print heels. Because the cardigan is slightly cropped, the whole outfit stays balanced and fashionable.
I’m a sucker for cardigans in the fall. They are the ideal item to add to your outfit in the morning, so you look polished by night. According to Brad Goreski, a cardigan is a trusty friend that helps you out whenever the weather is unpredictable. I couldn’t agree more.
If I wanted to change things, I could tuck my tee in or add a simple necklace to get a better-looking silhouette. Either way, this outfit is pure fall magic.
Effortless Parisian Stroll
I like that this outfit represents the easy-going style of early fall outfits. A maroon sweater with a soft hue goes well with high-waisted gray trousers, giving the outfit a European look. The scarf’s bright color makes the outfit feel Parisian, and the brown bag matches the whole look. The place is warm and inviting, giving off a Parisian fall atmosphere.
I always suggest using a maroon sweater in early fall outfits because it goes well with blazers and coats. High-waisted trousers are useful because they fit into both casual and business casual outfits. The playful scarf? This is the ideal early fall detail because it’s fashionable and keeps you warm.
Walking by small shops and cafés in late summer gives a special feeling to the air. I can practically hear the leaves crunching underfoot. Vogue suggests that adding a bright scarf makes it easy to brighten up a calm fall outfit, and I totally agree.
If it’s warmer, I’d choose loafers instead of the ankle boots, and I’d throw on a light trench for the cooler days. You should start layering your outfits early fall as summer comes to an end. The outfit could be completed with a necklace or earrings that are not too flashy, but sometimes it’s better to keep things simple.
Golden Hour Walk
The yellow and brown tones in this outfit reflect the special charm of autumn leaves. The combination of a cinnamon turtleneck and light wash jeans gives off a relaxed late summer look. It’s a classic and modern look that matches the days when fall starts to show up in late summer.
I always include a ribbed turtleneck in my early fall casual outfits. It is both comfortable and breathable, so you can either wear it alone or with other clothes. The light jeans are easy to wear, but the small bag makes the outfit look more stylish. To finish the outfit, put on flat loafers for comfort and style when it’s warm outside.
I have always thought that spending money on good denim is a smart decision. Light-colored jeans are expected to be the main trend this summer, says InStyle, and I can’t wait to wear them with thicker sweaters as we approach fall.
If it gets colder, I could change the loafers for ankle boots and add a plaid scarf to make the outfit more autumnal. Because they are versatile, these pieces are perfect for wearing in early fall or during late summer casual times.
Warmth in a Knit Dress
A chunky knit dress is always cozy, and it looks even better when worn with a black denim jacket. It’s a perfect choice for early fall outfits for women and plus size women, since it is both comfortable and fashionable. A pom-pom beanie gives the outfit a cheerful feel, and the black tights and combat boots make the look a bit tougher.
Knit dresses are great for summer workdays that can be worn straight to any after-office plans. The black denim jacket helps to shape your outfit without making it too busy. The chunky boots add a casual style to your look and give it a street feel, which is ideal for weekends in Europe.
I tend to wear these outfits when the days are shorter. In early fall, Harper’s Bazaar recommends using different textures, and this outfit made from knits, denim, and leather is a good example.
I could add a belt to the outfit to emphasize the shape of the waist and make the look more defined. A small crossbody bag could be useful too, since there are times when a big tote is not enough.
Neutral Layers in the City
I always reach for a trench coat in early fall, and this outfit is another example of that. The look of a beige trench, a cream sweater, and cuffed jeans is classic and also up-to-date. The white sneakers make the outfit casual, and the black bag adds a touch of formality, so it fits well for early fall and late summer days in a busy city.
I find that this trench coat is perfect for any time of year because it’s light but still warm enough. There is a soft, breathable knit sweater underneath, which works well when layering or worn alone. The jeans are cut short enough to expose the sneakers, giving a modern touch to the usual work business casual outfit.
This outfit helps me look polished without putting in a lot of effort. Elle mentioned that trench coats are essential for women’s early fall outfits, and I completely agree. They bring an effortless polish that’s hard to beat.
You could add a silk scarf for some color or a fedora for some character to this outfit. The possibilities are unlimited because you can work with these classic pieces.
Modern Classic in a Blazer
A blazer that fits well can easily be worn in early fall as part of your work outfits. The outfit includes a double-breasted camel blazer, a striped blouse, black trousers, and some trendy sneakers. The well-structured black bag gives a professional look, so it is great for late summer days at work.
I always go for the camel blazer whenever I want something versatile. You can wear it with a suit, but it also goes well over a sweater when the weather is chilly. With its stripes, the blouse gives the look of early fall, and the black trousers are a must-have for late summer work in early fall. And those sneakers? These accessories are what make this outfit appear current.
I believe that blending formal and informal outfits is what helps me stay fashionable. Who What Wear points out that sneakers can now be worn for work, not only for weekends.
I could make this outfit look more sophisticated by changing the sneakers to loafers or ankle boots. To be honest, I enjoy the laid-back feeling the sneakers give—it matches my outfits for early fall and for days when I’m running around late in the summer.
Chic Plaid Shacket & Leather Leggings Combo
I basically wear a plaid shacket and leather leggings all fall. It’s just right for the time between late summer and early fall, so it’s a favorite for easy-to-wear outfits. The beige hoodie gives a casual look, but the black quilted bag and chunky boots make the outfit trendy like the ones found on Pinterest.
All the elements in this outfit help to achieve the layered effect I am after right now. The shacket is both warm and cozy, so it acts like a jacket, but feels just like your favorite flannel. Hoodies suit any color scheme, and those leather leggings are the perfect choice for any style. They’re a dream—stretchy, supportive, and so flattering. These boots are ideal for dealing with warm weather or a late summer day when you want to wear jeans.
I’m seriously into mixing high and low this season. Eliza Huber from Refinery29 says that mixing a quilted Chanel with casual clothes is an easy way to make any outfit look better. I totally agree—this outfit looks expensive but is also very affordable.
I could change the bag to have a crossbody strap, or swap the hoodie for one in an olive color to create a cozier look. Otherwise, I’d wear this on repeat.
Elevator-Chic: Green Leather Jacket & Bold Accessories
Talk about turning an elevator into a runway! The bright green leather jacket over a striped tee is a great way to look fashionable in early fall or late summer. The red scarf gives a splash of color, and the loose-fit jeans make the whole outfit more casual.
I would pair this outfit with white sneakers to add a new, fresh touch to the bold jacket. The green tote bag with a fun print goes well with the outfit and does not take away from the main piece. It reminds me of the late summer season, so it’s ideal for the office in a relaxed and chic style or for a casual Friday look.
To be honest, I believe the impact of color is clear in this outfit. Kate Young, a stylist, explained to Harper’s Bazaar that playing with colors is an easy way to make any outfit unique. And that’s exactly what’s happening here. This is for the women who like to combine prints and colors effortlessly.
If I wanted to change it, I would roll the cuffs of the jeans or add a small necklace to make the neckline more feminine. But truly, it’s already a total mood booster.
Relaxed Yet Refined: Black Denim Jacket & Wide-Leg Jeans
To me, late summer casual jeans are best represented by a black denim jacket and high-waisted wide-leg pants. The outfit is simple and stylish at the same time, so you can go from your daily tasks to a coffee date without missing a step.
The tank top with ribs gives the outfit some shape, and the brown crossbody bag and white sneakers make it look casual and stylish. This type of dress is perfect for midsize bodies since it is both loose and attractive. I would wear this for early fall looks, whether they are casual or for a weekend trip around Europe.
I’m really liking how the outfit manages to be cool without putting in too much effort. According to Vogue’s fashion editor Lisa Aiken, the key to making denim on denim look good is to balance the outfits with loose jeans and a more structured jacket. This outfit hits the nail on the head.
To give the look a bit more of a twist, I could add a statement earring. But really, this outfit speaks for itself.
Sophisticated Edge: Olive Blazer & White Trousers
An olive green blazer with a striped blouse and white tailored trousers is the best choice for early fall work style. Such a style is perfect for those who want to feel confident and sophisticated at work during the last days of summer. A blazer’s neat shape gives any look a polished look, and white trousers give the outfit a fresh touch.
The neutral bag gives the outfit a classic look, and the black and white sneakers bring in a fun twist that makes it more friendly. I would pick this for a big meeting or a day out in a European city, since we all enjoy the French style when we travel.
To me, a tailored blazer is the best piece to have in your transitional wardrobe. Brad Goreski, a stylist, says that a well-tailored blazer is like a secret tool for making your outfit look more polished. I couldn’t agree more. This piece is a game-changer.
If I wanted to make the outfit more formal, I would choose block-heeled boots instead of the sneakers. Either way, this outfit is all kinds of boss.
Cozy Rust Sweater & Distressed Skinny Jeans
A rust sweater, distressed skinny jeans, and beige ankle boots give off the perfect cozy fall look. The outfit fits the autumn mood and is great for both brunch and a casual day at work. The big fit of the sweater makes my early fall outfits look stylish and relaxed.
The thin jeans give the outfit a strong look to match the softness of the sweater. You could wear this with just a few pieces of jewelry and a casual bag for going out or meeting people. This is an early fall outfit that looks great on plus size people and can be changed by using different cuts of jeans.
This style seems like a warm hug when I’m feeling cold. Celebrity stylist Rachel Zoe says that skinny jeans are always fashionable and can be worn in many ways. I couldn’t agree more.
If I wanted to take it up a notch, I’d include a felt fedora or a crossbody bag that is a different color. You should add little details to make the place feel like your own.
Mustard Cozy Knit & Denim Vibes
I’m very impressed by how this outfit represents the style of early fall with a fresh new look. Wearing a mustard turtleneck sweater with classic blue jeans makes you feel warm and stylish at the same time. With its flare cut, the jeans have a retro feel that is perfect for a walk or a simple lunch with friends. The tan suede booties and matching belt in the outfit make the whole look cozy and relaxed, just like early fall outfits.
Each piece here feels like a wardrobe hero. It’s important to have a chunky knit, and the high-rise flare jeans help create a long and elegant look. I am happy that the size of the brown leather bag is perfect for my daily needs, showing that being useful can still look stylish. It is perfect for wearing during the late summer and also during the early fall.
A style editor at Harper’s Bazaar recently pointed out that mustard is a great fall color for women, and I agree because it suits everyone and looks great with both denim and leather. You can make fall leaves’ golden colors your own by wearing them.
If I were to change anything, I’d add a plaid scarf or a beanie for the days that are especially chilly. In general, this look captures the classic and modern look that is perfect for early fall outfits.
Monochrome Chic with a Twist
This outfit is definitely sophisticated, thanks to the black blazer, striped tee, and cropped wide-leg jeans. It’s a simple yet laid-back outfit that reflects the start of fall and still looks cool. The black loafers and the big black bag both help complete the look and make it useful. I would wear this when going to the office on a Friday or for a brainstorming meeting at a coffee shop.
A black blazer is a great addition to any outfit that makes it more stylish. You can put a sweater or knit over this jacket if the weather gets colder. For me, the striped tee adds a bit of Parisian style, which is a great thing. The jeans are a great mix of loose jeans and updated design, perfect when you want to feel comfortable and stylish at the same time.
When it’s late summer and I’m at work, I usually choose striped clothes. Elle suggests that stripes are a great choice for transitional weather since they go with jeans, skirts, and trousers. They also give an outfit a special look that makes it stand out.
The outfit is perfect as it is, but if I wanted to add something, I’d choose a bright lip or a big necklace. What makes this look special is how simple it is, which can be all you want.
Denim on Denim Done Right
Denim jackets have always caught my eye, and I really like wearing them with a crisp white hoodie. The outfit is ideal for those who want to wear something casual in early fall. The big jacket in a light color looks perfect with the black jeans, and the white sneakers give a modern touch to the outfit. When you want a casual look for late summer or a weekend, this is your best option.
Early fall outfits often feature a hoodie, which is both comfy and gives a touch of sports style to go with the denim jacket’s formality. You can choose jeans over baggy jeans; they are comfortable and still look good on you. And those white sneakers? I rely on them to make any look relaxed and stylish.
According to Who What Wear, oversized denim jackets are a perfect option for late summer days in the office that end with a dinner date, and I completely agree. They give you the right amount of structure and comfort you need when building up your outfit.
An easy way to change this look would be to add a bright scarf or a colorful bag. However, I believe this is a great choice for my everyday outfits as the weather gets cooler and the days are still casual.
Modern Layering with a Puffer Vest
I always link puffer vests to the cozy feeling of autumn. The modern twist comes from the cream-colored vest on top of the black ribbed top. When you wear it with light-colored baggy jeans and white sneakers, it’s perfect for any late summer day or a chilly morning. It reflects an early fall plus size look, providing an outfit that is both cozy and in style.
A puffer vest is a great layer to put on because it keeps you warm without being too heavy. The black ribbed top is a great choice, since it works well with both jeans and skirts. Casual and trendy, the baggy jeans are perfect, and the white sneakers give a summery feel that helps you move from one season to another.
I always like that Glamour suggests using different textures in outfits for early fall, as it instantly makes your look more stylish. In this case, the vest and ribbed knit together make this happen.
Adding a beanie or a scarf in a bright color would make the outfit even better. As a result, this outfit mixes casual and chic styles, so it’s perfect for early fall fans.
Soft Knits and Light Wash Denim
A cozy cream knit cardigan with big buttons is very refreshing, especially when matched with high-rise light-wash jeans. This outfit perfectly represents the early fall trend, as it looks good and feels comfortable at the same time. The chunky knit gives off a soft touch that suits you when you want to be stylish and still feel comfortable like you’re wrapped up in a blanket.
I’ve been wearing the oversized cardigan all the time for my early fall and late summer work outfits. You can put it over a tee for extra warmth or wear it by itself to look fashionable. The high-rise jeans are perfect for late summer, as they look casual and intentional at the same time.
InStyle reports that cream colors and warm knits are what women should wear for early fall this year. It’s great for the time when the weather is neither too hot nor too cold.
To finish the outfit, I would put on some small gold pieces or a standout ring. You could also add ankle boots to make the outfit more fancy. In any case, the outfit captures the late summer style and is always comfortable to wear.
Camel Coat Sophistication
I love that this outfit has that classic style that fits well for early fall. Wearing a camel coat with a plain sweater and mom jeans will make you look stylish and trendy. The combination of the tan boots and the structured handbag makes the outfit look great, while the sunglasses give it a little bit of city style.
I choose a camel coat when I want to look put-together early in fall or late in summer at work. The sweater below is soft and has a neutral color, which makes it perfect to wear as a layer. The jeans are casual but not too casual, so they add a relaxed feel that works well in warm weather.
Marie Claire advises making a camel coat your top choice for early fall outfits, and this advice is easy to understand. It always looks stylish and can make any outfit look better right away.
A silk scarf or a statement necklace could make this outfit more interesting, but it’s already quite perfect as it is. A true classic.
Cozy Gray Knit Simplicity
This outfit idea focuses on easy-going style for the early fall days when you want to keep it casual. A gray knit pulled over a light-wash pair of baggy jeans gives off a relaxed and trendy look. Wearing white sneakers makes your weekend activities or brunches with friends seem fresh and clean. The cozy atmosphere of being inside reminds us of the comfort we all look for as the weather gets colder.
I always suggest women wear an oversized sweater in early fall because it is both comfortable and fashionable. If you want something loose and comfortable, the jeans’ relaxed fit is the perfect choice. The bag with structure gives this outfit a touch of elegance.
Vogue says that gray knits are popular for plus size early fall outfits because they are both versatile and never go out of style. They look great with both jeans and skirts, so they are always a good choice to buy.
A gold pendant necklace or a beanie would be a good addition if I wanted to make anything else. To be honest, this outfit shows that early fall outfits can look both useful and elegant.
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