The “old money” aesthetic is one it took me a long time to warm up to. It always felt just a little too unapproachable, and well, expensive.
Figuring out how to create the look without breaking the bank was a big part of my hesitation too. There were so many old “rules” still bouncing around in my head, like believing you need designer labels to look elegant.
This guide will help you solve that wardrobe struggle and elevate your style for any occasion.
1. Chic Mini Skirt and Blazer
I am obsessed with this chic mini skirt and blazer combo for a stylish autumn look. Seriously, how cute is this? The mini skirt brings a fun, playful vibe, while the blazer adds a touch of polish and elegance.
This is the perfect outfit formula for a dinner date or any event where you want to feel a little more put together.
I’d style a plaid or even a solid-color mini skirt for that classic feel. Pair it with a blazer in a dark or neutral color to get that nice contrast. To finish the look, some ankle boots or heeled loafers add a little sophistication.
Oh, and don’t forget a cute crossbody bag to tie it all together!
2. Brown Coat and Knit Hat
A long brown coat is such a must-have for autumn. The warm fabric keeps you feeling so cozy and adds a layer of classic elegance to your look.
My advice is to find a coat that fits you well and hits around the knees for some extra warmth. To make it more fun and stylish, I love the idea of pairing it with a colorful knit hat.
For instance, a light brown coat would look amazing with a deep burgundy knit hat. Trust me, this combo not only looks great but will also keep you protected from those chilly winds. You could even add a matching scarf or gloves to complete your perfect fall outfit.
3. Blazer, White Shirt, Black Trousers
You really can’t go wrong with a classic blazer, white shirt, and black trousers for an autumn outfit. This look is perfect for work or for any special events you might have coming up.
I’d go for a blazer in a soft fabric like wool that has a great fit to keep things cozy. A crisp white shirt is a total staple, and you can choose one with long or short sleeves depending on the weather.
Pair them with some tailored black trousers that flatter your shape.
Accessories can totally elevate this look. Some simple earrings or a chic watch would be perfect. A pair of black ankle boots or some pointed flats will complete the outfit, making sure you look sophisticated and stylish all season long.
4. Grey Oversized Sweater
An oversized grey sweater is absolutely the perfect choice for those cool autumn days. It gives you both comfort and style in one go. You can wear it while you’re lounging around at home or for a casual day out with friends.
For a smart look, I’d pair this sweater with some skinny jeans or high-waisted trousers. Then, add some ankle boots or sneakers to finish off the outfit. And don’t forget to accessorize! A cozy scarf or a trendy hat would make this look even more stylish.
5. Elegant Light Brown Coat
Let me tell you, an elegant light brown coat is a total must have for the fall season. Its modern cut and soft color make it so stylish and easy to pair with just about anything.
I would totally wear this coat over a simple sweater and jeans or even a dress to instantly take the look to the next level.
Adding this coat to your wardrobe gives you warmth without having to sacrifice style. It’s a versatile piece that works for casual outings and more formal events.
To complete the look, try adding a cozy scarf and some cute ankle boots. This way, you’ll feel chic and comfortable all season.
6. Layered Sweater and Shirt Combo
A layered sweater and shirt combo is such a stylish way to stay comfortable this autumn. I’d start with a classic white button up shirt as the base. This piece is a wardrobe staple and looks great under any sweater.
Then, choose a sleeveless or lightweight sweater to layer over the top.
If you’re going for a trendy vibe, a v neck sweater paired with a patterned shirt is a great idea. Fall colors like navy, burgundy, or cream are just perfect for this.
This look keeps you warm on those chilly mornings but is easy to adjust for warmer afternoons. Adding some chic loafers or ankle boots will give you a polished finish!
7. Checkered Jacket and Shirt Combo
I love everything about this outfit. I mean, how cute is a checkered jacket worn with a classic button down shirt? This combination creates a stylish look that’s just perfect for both casual and semi formal occasions.
I’d pick a jacket in an autumn color like dark green or navy for that classic vibe.
To keep things looking fresh, pair it with a solid white or other light colored shirt. For some added comfort, go with fitted jeans or tailored pants.
To complete the look, some elegant ankle boots or loafers are a must. This outfit isn’t just fashionable, it’s also so practical for chilly days.
8. White Blazer, Black Trousers Combo
A white blazer paired with black trousers is a go to for a stylish and sophisticated look. This combination is honestly perfect for both casual and more formal occasions. The contrast between the bright white and deep black is what really makes this outfit a showstopper.
For a trendy feel, you could choose an oversized blazer and pair it with some tailored, straight leg black trousers for a polished touch. I think adding a simple black turtleneck or a white blouse underneath would keep it looking super elegant.
To accessorize, I’d go with classic black pumps and a structured handbag. A pair of pearl earrings could also add that perfect hint of luxury.
9. Beige Trench Coat and Jeans
Pairing a beige trench coat with jeans creates such a stylish look that works for so many different occasions. This outfit just feels good, whether you’re heading to school, doing some shopping, or going out for lunch with friends.
My advice is to choose a classic beige trench coat that fits well. It really adds a polished feel to your outfit. Then, pair it with your favorite jeans. Skinny, straight, or even wide leg styles would all work depending on what you like.
For a finishing touch, I’d add some white sneakers or ankle boots. This look can easily take you from day to night just by swapping your shoes.
On chillier days, you can layer a cozy sweater underneath. Accessories like a simple scarf or an elegant handbag can make your outfit even more chic!
10. Green Blazer with White Pants
I am loving this combination of a green blazer with white pants for a stunning autumn look. This outfit really stands out because of its bold colors, which makes you feel so fresh and stylish.
The vibrant hue of the blazer adds a pop of excitement, while the white pants keep the whole look feeling classy.
To complete this outfit, I’d wear a simple white t-shirt or a light knit sweater underneath. For a touch of elegance, some gold jewelry would be perfect.
As for shoes, you could opt for tan ankle boots or flats to keep the outfit balanced. This is such a great combination for so many occasions, from brunch to a casual day at the office.
11. Short Coat and Wide Pants
A short coat paired with wide pants is such a stylish and comfy choice for the fall. This outfit creates a bold look that will definitely turn heads, all while keeping you warm. I would choose a tailored short coat in a color like deep green or classic navy to keep it feeling elegant.
For the pants, you could go with high waisted wide leg trousers made from a light fabric or soft cotton. White pants would create a crisp contrast and really brighten up the whole outfit.
To finish it off, add accessories like a chic scarf or some classic loafers for a polished appearance.
12. Chic Dark Dress with Boots
A chic dark dress paired with boots makes for a stylish and practical outfit for autumn. I’d choose a dress in a color like black, navy, or deep green. Look for one made from a thick fabric to stay warm on those chilly days.
To add some elegance, you can combine it with knee high or ankle boots. I think leather or suede boots would give it a sophisticated touch. You could pick boots in classic colors like black or brown, which are so easy to match.
For an extra layer of comfort, you could accessorize with a long cardigan or a trendy scarf. This look perfectly balances style and warmth, making it ideal for outdoor activities or cozy get togethers.
13. Beige Blazer and Black Trousers
Pairing a beige blazer with black trousers creates a timeless look that is just perfect for the fall. This combination isn’t just stylish; it also gives off an air of confidence and professionalism.
I’d choose a well fitted beige blazer that flatters your shape. You can team it up with black trousers that are tailored for a polished finish.
To complete the outfit, think about adding a crisp white blouse and some classic black pumps. A silk scarf could also enhance the elegance of this look.
This outfit is so versatile and works well for many occasions, from office meetings to fall social events. Embrace this chic combination to get that coveted old money style!
14. Chic Oversized Turtleneck Ensemble
A chic oversized turtleneck is so perfect for autumn. I love the idea of pairing a cozy, neutral colored turtleneck with a high waisted black skirt for a classic look. This outfit will keep you warm while also looking stylish and elegant.
To elevate this outfit even more, you could consider adding some knee high boots. You can also accessorize with a simple gold necklace or some statement earrings for a little extra flair. This ensemble would be great for a day at the office or a casual brunch with friends.
15. Brown Skirt with Cricket Sweater
A brown skirt paired with a cricket sweater creates such a classic autumn outfit. This look blends tradition with comfort, which is perfect for those chilly days. I’d choose a long, flowing brown skirt because it’s stylish and also easy to move in.
For the top, you could opt for a cozy cricket sweater. Look for one with stripes or just a simple design. You can layer it over a button up shirt for some extra warmth and style.
To complete the look, accessorize with some elegant jewelry and comfortable ankle boots. This outfit is perfect for coffee dates, school events, or any casual outing!
16. Cozy White Sweater and Beige Pants
A cozy white sweater paired with beige pants is the perfect autumn outfit. The soft colors are not just warm and inviting, they’re also super stylish. I would look for a chunky knit sweater to add some texture and warmth, making it extra comfortable on chilly days.
To complete the look, choose some tailored beige pants that fit well. They can be straight leg or wide leg for a little extra elegance. Add some brown ankle boots and a light scarf in a matching tone.
This outfit is both fashionable and practical, which is ideal for a cozy day out or a casual get together.
17. Elegant White Long Coat Look
An elegant white long coat is honestly perfect for autumn. This look combines style and warmth, making it such a great choice for those chilly days. I’d choose a tailored coat that fits well and goes down to your knees or even longer to keep it classy.
You can pair your coat with a smart turtleneck sweater and some slim fit trousers. For a little pop of color, you might consider a bright scarf or beanie. To complete your outfit, add some ankle boots for a polished finish.
This combination helps you stand out while feeling cozy and chic!
18. Grey Sweater & Modern Skirt
A grey sweater paired with a modern skirt is such a perfect choice for autumn. This outfit strikes a great balance between comfort and style, which makes it suitable for both casual and dressier occasions.
For a more relaxed look, I would choose a chunky knit grey sweater and a flowy midi skirt. You could add ankle boots and a stylish scarf for some extra flair.
If you want something a little fancier, I’d opt for a fitted grey turtleneck and a sleek pencil skirt. Complete the outfit with heeled boots and some statement jewelry.
This combination offers so much versatility and understated elegance, making sure you look great no matter where you’re going!
19. Dark Coat with White Sweater
A dark coat paired with a white sweater creates such a stylish and classy look for the fall. This combination is perfect for cooler days and can be dressed up or down so easily.
I’d choose a long, tailored coat for an elegant vibe, or you could opt for a shorter style if you want a more casual feel.
To make this outfit really pop, you could consider accessories like a wide brim hat or a chic scarf. Boots also work really well here, whether you choose ankle length or knee high styles. This outfit lets you show off your personality while looking polished and put together.
20. Chic White Coat and Grey Trousers
A chic white coat and grey trousers create a stylish autumn look that’s so easy to put together. The white coat gives a fresh and clean look, which is perfect for cooler weather.
I would look for one with simple lines and a tailored fit. This timeless piece can elevate any outfit instantly.
Pair the coat with some tailored grey trousers. I’d choose a fabric that keeps you warm, like wool or a thicker blend. This combination is not only fashionable but also super practical.
You can add a cozy knit sweater underneath for extra warmth and finish it off with some classy ankle boots. This outfit will keep you feeling both comfortable and stylish all season long!
21. Blazer and Turtleneck Ensemble
A blazer and turtleneck ensemble is a perfect choice for autumn. I’d start with a tailored blazer in a rich color like burgundy or navy. Then, pair it with a cozy, fitted turtleneck sweater in a neutral shade, such as cream or gray.
This combo looks so stylish and keeps you warm.
To accessorize, I’d go with a pair of classic loafers or ankle boots. You can add a simple gold necklace or earrings for a touch of elegance. This outfit is great for both work and social events, letting you feel polished and comfortable all day.
22. White Coat with Blue Shirt
A long white coat over a blue shirt creates a classic and elegant look that’s perfect for the fall. This outfit isn’t just stylish, it also provides warmth on those cooler days. I’d choose a light blue or denim shirt to keep the look feeling fresh and airy.
You can pair this outfit with some tailored trousers or fitted jeans for a polished appearance. Adding neutral toned boots or loafers would complement the outfit nicely. Don’t forget to accessorize with a simple scarf or a sleek handbag.
This combination makes a sophisticated statement while you stay comfortable.
23. Chic White Zip Sweater
A chic white zip sweater is the perfect way to add some style to your autumn wardrobe. This versatile piece looks great whether you’re going for a casual vibe or dressing up. The white color gives it a clean and elegant appearance that really stands out.
I’d pair it with high waisted jeans for a relaxed look or with tailored trousers for something more polished. You can also wear it over a collared shirt for a smart casual feel. Accessories like scarves or necklaces can brighten up your outfit even more!
24. Beige Cricket Sweater & Shorts
The beige cricket sweater is such a stylish choice for autumn. It adds a cozy vibe while keeping you looking fashionable. To create a balanced look, I’d pair it with shorts in a lighter color, like soft cream or light gray.
This combination works so well on warmer autumn days when it’s not too chilly yet.
For accessories, I would go with comfortable loafers or fashionable sneakers. You could also add a simple necklace or some gold hoop earrings to enhance your outfit.
This ensemble is perfect for casual outings, picnics, or a day in the park with friends. Enjoy the season while looking effortlessly chic!
25. Black Coat, Jeans, Blue Shirt
A long black coat paired with jeans and a blue shirt creates a stylish look that’s perfect for autumn. The black coat adds a touch of sophistication, while the jeans keep it feeling casual.
I’d choose dark wash jeans for a classic vibe or light wash jeans for a more relaxed feel. A bright blue shirt contrasts so nicely with the coat, making the whole outfit stand out.
You can accessorize this look with ankle boots and a simple scarf. This outfit works well for both casual outings and more polished events, which makes it super versatile!
26. Brown Coat with Blazer & Gloves
A long brown coat paired with a blazer gives a chic, sophisticated look for the fall. The brown color offers warmth and matches well with so many outfits. I would choose a fitted blazer in a complementary shade, like beige or cream, to really enhance the outfit’s elegance.
For a striking touch, you can add some vibrant gloves. Red gloves would work beautifully to pop against the earthy tones of the coat. This combo is perfect for a stroll in the park or lunch with friends, making your style stand out in any setting.
27. Black Jacket and Blue Jeans
A black jacket paired with blue jeans is a classic outfit choice for autumn. This combination is both stylish and practical. Whether you’re going to school, meeting up with friends, or enjoying a casual dinner, this look works well for almost any occasion.
I’d choose a tailored black jacket for a polished appearance or a cozy oversized one for a more relaxed vibe. Pair it with dark or light blue jeans, depending on your personal style. Adding a colorful top or a simple white t-shirt underneath can make the outfit pop.
Finish the look with comfortable boots or some trendy sneakers. And don’t forget cute accessories, like a simple necklace or a stylish bag, to complete your autumn ensemble!
28. Grey Cricket Sweater Ensemble
A grey cricket sweater is such a stylish choice for autumn. Its soft texture keeps you warm while giving you a chic look. I would pair it with tailored trousers or high waisted jeans for a sophisticated outfit.
You can accessorize with a simple necklace and some elegant loafers to complete your ensemble. This look works so well for lunch dates or casual outings. Adding a light scarf can enhance your style and provide some extra warmth.