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40+ Old Money Expensive-Looking Fall Outfits for Grown Women to Look Classy, Chic, and Elegant

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Effortlessly chic and old-money vibes galore! Copy these 40+ expensive-looking fall outfits if your taste is rich luxury but on a budget, to elevate your style without breaking the bank for everyday, date night, work, casual weekend, and more.

As the leaves change colors and the air turns crisper, it’s time to elevate your fall wardrobe with luxurious styles that won’t break the bank.

Who says you need a hefty budget to look like a million bucks?

In this article, we’ve curated 40+ jaw-dropping fall outfits that exude sophistication, opulence, and sheer extravagance – all can be achieved without the designer price tags.

Whether you’re sipping pumpkin spice lattes in a cozy cafe or strolling through leaf-strewn streets, these affordable yet high-end looks will have heads turning wherever you go.

So if your taste is rich but your wallet is on a budget, get ready to dress like royalty without draining your bank account.

how to look expensive in fall outfits collage

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This post is all about expensive-looking fall outfits.


How to Look Expensive in the Fall?

Fall provides the perfect canvas to craft an expensive-looking wardrobe on a limited budget. Below are our favorite tips:

  • Opt for timeless pieces like tailored coats, faux leather pants, and cashmere pieces to elevate your outfit effortlessly.
  • Accessories play a pivotal role in achieving an upscale look during the autumn season. Invest in high-quality handbags with classic silhouettes or statement jewelry to add a touch of sophistication to your ensemble.
  • Mixing unexpected elements like pairing a chunky knit sweater with sleek trousers can create an illusion of opulence while staying true to your unique style aesthetic.

Scroll on to check out our favorite expensive looking fall outfits and affordable fashion finds for your fall wardrobe!


Old-Money Aesthetic Fall Outfit Ideas


Opt for a Simple Long Skirt

expensive looking fall outfits

expensive looking fall outfits

expensive looking fall outfits

Draping elegantly down to the ankles, the long skirt is a timeless piece that exudes sophistication and grace.

Whether styled with a fitted turtleneck for a classic look or paired with an oversized sweater for a cozy ensemble, this versatile garment can effortlessly transition from day to night.

The fluidity of the fabric and the elongating silhouette of the skirt create an illusion of height, making it flattering for all body types.


Classic Knee-High Boots

expensive looking fall outfits

expensive looking fall outfits

Classic knee-high boots are the epitome of timeless elegance and sophistication. From their sleek silhouette to their versatile styling options, these boots effortlessly elevate any fall outfit.

Whether paired with a cozy sweater dress or a tailored blazer and jeans, knee-high boots add a touch of glamour and polish that is unmatched.

What sets classic knee-high boots apart is their ability to transition seamlessly from day to night, making them a must-have in any fashion enthusiast’s wardrobe.

The structured design and high-quality materials of these boots exude luxury without the hefty price tag.


Monochromatic Looks Never Fail

expensive looking fall outfits

expensive looking fall outfits

expensive looking fall outfits


There is an undeniable elegance in the simplicity of a monochromatic look that never fails to exude sophistication and style.

The key to pulling off this timeless trend lies in playing with different textures and shades within the same color family.

By mixing fabrics like wool, leather, and silk in varying tones of black or beige, you can create a visually dynamic outfit that still maintains its sleek monochromatic appeal.

Monochromatic looks are also incredibly versatile, allowing you to easily transition from day to night by simply changing up your accessories or footwear.

Whether it’s a head-to-toe navy ensemble for the office or a chic all-white outfit for a weekend brunch, embracing monochrome effortlessly elevates any fall outfit.


Mini Pleated Skirt for a Fun Old-Money Preppy Vibe

expensive looking fall outfits


When it comes to achieving a fun old-money preppy vibe, the mini pleated skirt is a must-have for your fall wardrobe.

Pairing a mini pleated skirt with a crisp white button-down shirt and a structured blazer instantly elevates your look to give off an air of effortless chic.

Embrace versatility by pairing your mini pleated skirt with chunky knit sweaters for cozy fall days or layering it with tailored tops for more formal occasions.


Pair Your Denim Jeans with Heeled Shoes

expensive looking fall outfits

Pairing your trusty denim jeans with heeled shoes is a foolproof way to elevate any look effortlessly.

The simple act of slipping on a pair of heels instantly elongates your legs, adding a touch of sophistication to even the most laid-back denim ensemble.

Opt for sleek stilettos or chic block heels to complement the relaxed nature of denim and create a balanced aesthetic.

Whether you’re aiming for an off-duty model vibe or aiming for casual elegance, don’t hesitate to incorporate heeled shoes into your denim rotation this fall.


Add a Pair of Black Tights to Look Elegant and Classy

expensive looking fall outfits


expensive looking fall outfits

Adding a pair of black tights to your fall outfit can instantly elevate your look, giving you an aura of elegance and class that is hard to ignore.

Black tights are a versatile and timeless piece that seamlessly transitions from day to night, allowing you to effortlessly go from work meetings to dinner reservations with style.

Whether paired with a chic mini skirt or a sophisticated midi dress, black tights add the perfect touch of sophistication while keeping you warm during the colder months.

By choosing high-quality black tights with subtle details like sheer panels or delicate patterns, you can add an element of interest to an otherwise simple ensemble.


A Classic Trench Coat

expensive looking fall outfits

expensive looking fall outfits

expensive looking fall outfits


The allure of this iconic piece lies in its ability to effortlessly elevate any outfit, making even the most casual ensemble look refined and polished.

Whether cinched at the waist with a sleek belt or left open for a more relaxed look, this versatile piece has stood the test of time as a wardrobe staple for both men and women alike.

Its neutral color palette allows for endless styling possibilities, making it a go-to choice for those looking to achieve an expensive-looking aesthetic.


Timeless Wide Leg Trousers

expensive looking fall outfits

expensive looking fall outfits

Timeless in their allure, wide-leg trousers have long been synonymous with sophistication and refinement.

These trousers are not just a fashion statement; they are a sartorial choice that exudes confidence and poise.

The beauty of wide-leg trousers lies in their versatility – they can effortlessly transition from office attire to evening glamor with just a change of accessories.

Whether paired with a structured blazer for a professional look or dressed down with a cozy sweater for weekend brunches, wide-leg trousers make every ensemble look polished and put together.


Tan and Black Combo is Perfect for Fall

expensive looking fall outfits


Tan and black, the timeless duo that never fails to exude sophistication and class.

This pairing is a staple in every fashionista’s closet, effortlessly blending luxury with simplicity.

The warm earthy tones of tan beautifully complement the sleekness of black, creating an elegant yet understated look that screams high-end.


Black Blazer and Knit Maxi Dress for a Classy Date Night Look

expensive looking fall outfits


For a classy date night look that exudes elegance and sophistication, consider pairing a black blazer with a knit maxi dress.

The juxtaposition of structured tailoring with flowing knit fabric creates a dynamic and interesting silhouette that is perfect for autumn evenings.

Opt for a sleek and tailored black blazer to add polish to the outfit while the knit maxi dress provides comfort without sacrificing style.

When choosing accessories for this ensemble, think minimalistic yet impactful.

Consider adding statement jewelry pieces such as bold earrings or a chunky bracelet to elevate the look.

This chic combination strikes the perfect balance between classic sophistication and modern allure, ensuring you make a lasting impression on your date.


A Simple Short Leather Jacket for an Extra Luxury Feel

expensive looking fall outfits


expensive looking fall outfits

Picture this: a crisp autumn day, the leaves turning shades of gold and crimson, and you step out in a simple short leather jacket that exudes luxury with every stitch.

This piece is not just an accessory; it’s a statement of sophistication and refinement.

The buttery soft leather molds to your body, accentuating your silhouette while adding that touch of opulence to even the simplest outfit.

What sets this short leather jacket apart is its versatility – it can effortlessly transition from casual daytime wear to elegant evening attire.

Pair it with jeans for a laid-back chic look or throw it over a floral dress for a juxtaposition of edgy and feminine.


Tweed Jacket for a Perfect Old-Money Fall Season Look

expensive looking fall outfits

expensive looking fall outfits

expensive looking fall outfits


For a truly iconic old-money fall look, the tweed jacket is a timeless classic that exudes sophistication and elegance.

The rich texture and luxurious feel of tweed fabric instantly elevate any outfit to give off an air of refined class.

Pairing a tweed jacket with tailored trousers or a pencil skirt creates a polished ensemble that effortlessly commands attention and respect.


Add a Pair of Leather Pants to Your Wardrobe

expensive looking fall outfits

expensive looking fall outfits

The versatility of leather pants allows you to seamlessly transition from day to night, making them an essential piece for any modern woman’s wardrobe.

Leather pants are an investment piece that will never go out of style.

They can be dressed up with heels and statement jewelry for a night out on the town, or dressed down with sneakers and a cozy sweater for running errands on the weekend.


Wear a Blazer and Dress Pants Set

expensive looking fall outfits


expensive looking fall outfits

expensive looking fall outfits

The structured silhouette of a well-fitted blazer paired with sleek dress pants creates a timeless ensemble that speaks volumes about your style and confidence.

The beauty of a blazer and dress pants set lies in its versatility.

Whether you’re heading to a business meeting, a cocktail party, or even just brunch with friends, this outfit can effortlessly transition from day to night.

Opt for neutral tones like black, navy, brown, or grey for a chic and polished aesthetic that will never go out of style.


Add a Simple Blazer for an Elevated Casual Style

expensive looking fall outfits



expensive looking fall outfits

One of the easiest ways to elevate a casual look is by adding a simple blazer.

A well-fitted blazer instantly adds a touch of sophistication and polish to any outfit, making it perfect for achieving an expensive-looking style on a budget.

Pairing a neutral-colored blazer with jeans and a t-shirt can effortlessly transition your daytime look into something more chic and put-together.

The key is to find the right balance between formal and relaxed by mixing tailored pieces with more casual elements.


Mix Neutral Color Shades

expensive looking fall outfits



expensive looking fall outfits



expensive looking fall outfits

Experiment with layering different tones of beige, grey, and cream to create a chic monochromatic ensemble that exudes luxury.

Pairing camel with soft off-white or charcoal can add depth and richness to your outfit, giving off an expensive aura effortlessly.

Don’t shy away from incorporating textures when mixing neutral color shades – think suede, leather, knitwear, and silk.

Mixing these luxurious textures in similar hues adds dimension to your look while maintaining a cohesive aesthetic.


Embrace Brown Pieces

expensive looking fall outfits


expensive looking fall outfits


Embracing brown pieces this fall is more than just a trend – it’s a timeless choice that exudes sophistication and elegance.

From warm caramel tones to rich chocolate hues, incorporating brown into your outfits instantly elevates the overall look, making it appear expensive and luxurious

Whether it’s a cozy oversized sweater in a deep coffee shade or a sleek tailored blazer in camel, investing in quality brown pieces can effortlessly elevate your style game.

Brown is a versatile color that complements virtually every skin tone and pairs well with other classic fall shades like mustard, burgundy, and olive green.

Consider mixing different shades of brown in one outfit for added depth and visual interest – think pairing cognac boots with a chocolate brown coat or layering varying tones of tan for a monochromatic ensemble that oozes sophistication.


Add a Sleek Belt

expensive looking fall outfits


expensive looking fall outfits


Get this Belt

Adding a sleek belt to your fall outfit is like the finishing touch on a masterpiece. It not only cinches your waist, creating a flattering silhouette, but also adds a touch of sophistication and elegance to any look.When choosing a belt, pay attention to proportions and consider the overall balance of your outfit.

A thicker belt can add structure to flowing dresses or oversized sweaters, while a thin belt can subtly accentuate your curves without overwhelming the ensemble.

So next time you’re putting together an ensemble for fall, don’t underestimate the power of a sleek belt in transforming your entire look with minimal effort.


Quality Knit Wear

expensive looking fall outfits

expensive looking fall outfits

expensive looking fall outfits

When it comes to fall fashion, quality knitwear is a non-negotiable essential.

Opt for classic cable-knit sweaters or chic ribbed turtlenecks in neutral tones for a timeless yet lavish aesthetic.

Mix and match different textures like cashmere, wool, or alpaca to add depth and richness to your fall wardrobe.


Complete Your Look with a Minimalist Bag

expensive looking fall outfits


expensive looking fall outfits

expensive looking fall outfits

Adding a minimalist bag to your fall outfit can instantly elevate your look with a touch of sophistication and modernity.

Opt for a sleek, structured design in classic neutral shades like black, nude, or camel to effortlessly complement any ensemble.

The beauty of a minimalist bag lies in its ability to blend seamlessly into various styles without overpowering the overall aesthetic.

Embrace the simplicity and elegance that a minimalist bag brings, allowing it to serve as the perfect accessory that enhances your fall wardrobe without overshadowing it.

This post was all about expensive-looking fall outfits.


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