40+ Old Money Outfits So Chic, You’ll Feel Like a Billionaire!

Old Money Outfits for women captivate me with their quiet luxury and understated elegance, and after hours of browsing forums and fashion sites, I’ve curated the best styles for you. This look is all about timeless, refined pieces like tailored suits, classic dresses, and high-quality fabrics that age beautifully.

Embracing this style means focusing on sophistication and comfort, with neutrals and subtle patterns that exude class without relying on flashy logos. Let’s dive deeper into the captivating world of old money fashion!

Old Money Outfits – You`ll Love

1. Black Sleeveless Turtleneck With High-Waisted Plaid Trousers

Old Money Outfits 1. Black Sleeveless Turtleneck With High-Waisted Plaid Trousers
by Pinterest

2. Off-White Zip-Up Sweater Paired With High-Waisted White Jeans

Old Money Outfits 2. Off-White Zip-Up Sweater Paired With High-Waisted White Jeans
by Pinterest

3. Cream-Colored Cable-Knit Sweater Paired With High-Waisted, Wide-Leg Trousers

Old Money Outfits 3. Cream-Colored Cable-Knit Sweater Paired With High-Waisted, Wide-Leg Trousers
by Pinterest

4. Crisp White Button-Up Shirt Paired With High-Waisted Beige Trousers

Old Money Outfits 4. Crisp White Button-Up Shirt Paired With High-Waisted Beige Trousers
by Pinterest

5. Striped Top Paired With Wide-Leg White Trousers

Old Money Outfits 5. Striped Top Paired With Wide-Leg White Trousers
by Pinterest

6. Soft Cream Coat Layered Over A Knit Sweater And Tailored Trousers

Old Money Outfits 6. Soft Cream Coat Layered Over A Knit Sweater And Tailored Trousers
by Pinterest

7. Light Blue Ribbed Sweater Paired With High-Waisted, Pleated Tan Trousers

Old Money Outfits 7. Light Blue Ribbed Sweater Paired With High-Waisted, Pleated Tan Trousers
by Pinterest

8. Sleek Black Off-The-Shoulder Top With High-Waisted White Trousers

Old Money Outfits 8. Sleek Black Off-The-Shoulder Top With High-Waisted White Trousers
by Pinterest

9. Sleek Black Button-Up Top Paired With High-Waisted Beige Trousers

Old Money Outfits 9. Sleek Black Button-Up Top Paired With High-Waisted Beige Trousers
by Pinterest

10. Zigzag Patterned Sweater Vest In Soft Yellows And Grays Over A Crisp White Shirt

Old Money Outfits 10. Zigzag Patterned Sweater Vest In Soft Yellows And Grays Over A Crisp White Shirt
by Pinterest

11. Ribbed, Cream-Colored Sweater With High-Waisted Brown Trousers

Old Money Outfits 11. Ribbed, Cream-Colored Sweater With High-Waisted Brown Trousers
by Pinterest

12. Crisp White Button-Up With High-Waisted, Wide-Leg Trousers In A Light Beige

Old Money Outfits 12. Crisp White Button-Up With High-Waisted, Wide-Leg Trousers In A Light Beige
by Pinterest

13. Plaid Blazer With A Turtleneck Sweater

Old Money Outfits 13. Plaid Blazer With A Turtleneck Sweater
by Pinterest

14. Casual Chic Look With A Beige Sweater Vest And White Trousers

Old Money Outfits 14. Casual Chic Look With A Beige Sweater Vest And White Trousers
by Pinterest

15. Sleek Monochrome Outfit With Black High-Waisted Trousers And A Minimalist Tank Top

Old Money Outfits 15. Sleek Monochrome Outfit With Black High-Waisted Trousers And A Minimalist Tank Top
by Pinterest

16. Houndstooth Blazer With Neutral Trousers

Old Money Outfits 16. Houndstooth Blazer With Neutral Trousers
by Pinterest

17. Cable Knit Sweater With Tailored Trousers

Old Money Outfits 17. Cable Knit Sweater With Tailored Trousers
by Pinterest

18. White Blazer With Neutral Trousers And Lace-Trimmed Top

Old Money Outfits 18. White Blazer With Neutral Trousers And Lace-Trimmed Top
by Pinterest

19. Black Tank Top And Flowing White Skirt

Old Money Outfits 19. Black Tank Top And Flowing White Skirt
by Pinterest

20. Classic Black Sweater Vest Over White Shirt

Old Money Outfits 20. Classic Black Sweater Vest Over White Shirt
by Pinterest

21. Beige Blazer With Pleated Skirt And A Statement Green Clutch

Old Money Outfits 21. Beige Blazer With Pleated Skirt And A Statement Green Clutch
by Pinterest

22. Black Halter Top With Flowing High-Waisted Trousers

Old Money Outfits 22. Black Halter Top With Flowing High-Waisted Trousers
by Pinterest

23. Asymmetrical Top And Pleated Maxi Skirt

Old Money Outfits 23. Asymmetrical Top And Pleated Maxi Skirt
by Pinterest

24. Cozy Sweater And Satin Pants

Old Money Outfits 24. Cozy Sweater And Satin Pants
by Pinterest

25. Classic White Shirt With Sweater Draped Over Shoulders

Old Money Outfits 25. Classic White Shirt With Sweater Draped Over Shoulders
by Pinterest

26. Off-Shoulder Top With High-Waisted Wide-Leg Trousers

Old Money Outfits 26. Off-Shoulder Top With High-Waisted Wide-Leg Trousers
by Pinterest

27. Sleeveless Knit Top With Tailored Trousers

Old Money Outfits 27. Sleeveless Knit Top With Tailored Trousers
by Pinterest

28. Cozy Cream Sweater And Satin Skirt

Old Money Outfits 28. Cozy Cream Sweater And Satin Skirt
by Pinterest

29. All-White Cropped Top And Flowing Skirt

Old Money Outfits 29. All-White Cropped Top And Flowing Skirt
by Pinterest

30. Classic Black Midi Dress With A Cinched Waist For A Timeless Look

Old Money Outfits 30. Classic Black Midi Dress With A Cinched Waist For A Timeless Look
by Pinterest

31. Strapless Black Velvet Mini Dress

Old Money Outfits 31. Strapless Black Velvet Mini Dress
by Pinterest

32. Crisp White Shirt Dress With Sweater Draped Over Shoulders

Old Money Outfits 32. Crisp White Shirt Dress With Sweater Draped Over Shoulders
by Pinterest

33. Camel Blazer Over All-White Ensemble For Effortless Sophistication

Old Money Outfits 33. Camel Blazer Over All-White Ensemble For Effortless Sophistication
by Pinterest

34. Casual Chic With A Fitted Tank And High-Waisted Trousers

Old Money Outfits 34. Casual Chic With A Fitted Tank And High-Waisted Trousers
by Pinterest

35. Tailored Cream Suit With Wide-Leg Trousers For Timeless Elegance

Old Money Outfits 35. Tailored Cream Suit With Wide-Leg Trousers For Timeless Elegance
by Pinterest

36. Elegant White Blazer With Statement Floral Tights

Old Money Outfits 36. Elegant White Blazer With Statement Floral Tights
by Pinterest

37. Sleeveless Knit Dress

Old Money Outfits 37. Sleeveless Knit Dress
by Pinterest

38. Neutral Sweater And Tailored Trousers For Effortless Elegance

Old Money Outfits 38. Neutral Sweater And Tailored Trousers For Effortless Elegance
by Pinterest

39. Polka Dot Dress With Oversized Blazer And Statement Bag

Old Money Outfits 39. Polka Dot Dress With Oversized Blazer And Statement Bag
by Pinterest

40. Elegant In White: Off-Shoulder Luxe

Old Money Outfits 40. Elegant In White: Off-Shoulder Luxe
by Pinterest

41. Classic Neutrals

Old Money Outfits 41. Classic Neutrals
by Pinterest

42. Effortless Summer Chic: Stripes & White For A Timelessly Elegant Look

Old Money Outfits 42. Effortless Summer Chic: Stripes & White For A Timelessly Elegant Look
by Pinterest

43. Chic Black & White Contrast

Old Money Outfits 43. Chic Black & White Contrast
by Pinterest

44. Elevated Elegance: Belted All-White Ensemble

Old Money Outfits 44. Elevated Elegance: Belted All-White Ensemble
by Pinterest

45. Effortlessly Chic: Timeless White Ensemble With A Belted Waist

Old Money Outfits 45. Effortlessly Chic: Timeless White Ensemble With A Belted Waist
by Pinterest

Timeless Outerwear

I have found that owning a few classic outerwear pieces makes a big difference. A well-tailored trench coat is a must-have. It’s perfect for almost any occasion and looks classy in neutral colors.

A luxurious wool coat is also essential. Wool coats add warmth and sophistication. I adore the structure and style of a tweed jacket. It’s another classic silhouette that pairs well with trousers or skirts. Selecting these outerwear options in neutral shades like beige, black, or gray can enhance their versatility, making them easy to match with various outfits.

Iconic Tops and Sweaters

For tops, the emphasis is on quality and timeless style. The soft and cozy feel of a cashmere sweater adds a touch of luxury. Turtlenecks are another favorite of mine for their warmth and elegance, especially in cooler months.

A well-fitted classic cardigan, whether in black, white, or a subtle pattern, is another versatile piece. The iconic structure of a cable knit sweater also adds texture and detail to the wardrobe. Each of these tops works beautifully alone or layered and looks fantastic with tailored trousers or skirts.

Elegant Bottoms

When it comes to bottoms, I focus on classic fits and tailored lines. Tailored trousers in colors like black or navy are a staple, providing a refined look. For a lighter option, I often reach for white trousers or white jeans for an effortless and chic appearance.

The inclusion of a silky satin skirt adds variety and a touch of grace. These pieces combined create endless outfit possibilities while maintaining the understated luxury of the old money aesthetic. Whether I’m dressing up for an event or keeping things casual, these elegant bottoms never let me down.

Accessorizing with Old Money Charm

A woman in a vintage-inspired outfit adorned with pearls, a silk scarf, and a classic handbag

I love bringing that old money charm to my outfits, and accessorizing is definitely key. From classic jewelry to elegant footwear, and other timeless extras, these are essentials in capturing a sophisticated look that never goes out of style.

Jewelry

When it comes to jewelry, I find that less is often more. Classic pieces like a pearl necklace are staples in my collection. They exude that effortless elegance and can be worn with almost any outfit.

Brands like Chanel and Ralph Lauren offer jewelry that adds a touch of glamour without being too flashy. I often pick pieces that integrate well into a capsule wardrobe. Stealth wealth is all about understated elegance, and minimalist designs are perfect for achieving this aesthetic.

Choosing versatile accessories that can be layered or worn individually makes it easy to switch up my look. Victoria Beckham and The Row also provide excellent options that align with old money fashion trends.

Footwear

For footwear, I love channeling sophistication through shoes that highlight traditional design. A pair of loafers offers a polished look, while kitten heels add a feminine touch. Both are comfortable enough for all-day wear and perfect for layering with different styles.

J.Crew and Everlane have a great selection of these shoes, which blend seamlessly with the old money aesthetic. Classic silhouettes never fail to make a statement. Loafers, in particular, can be dressed up or down, providing outfit inspiration for any occasion.

I also enjoy the timeless elegance of brands like Burberry and Saint Laurent. They offer shoes that complete any attire with flair and elegance, making them a must-have in my wardrobe.

Fashion Extras

Adding the right extras gives an outfit that finishing touch. Headbands are a chic addition; they can elevate a simple hairstyle while silk scarves add a hint of luxury to any ensemble. These items are not only practical but serve as statement pieces.

Social media is full of outfit ideas featuring these accessories, proving their relevancy and allure. I love exploring trends that incorporate iconic items from Burberry and Ralph Lauren.

Whether tied around a bag or worn elegantly around the neck, scarves embody the classic charm I can’t resist. Each piece in my collection helps bring out my personal style while staying true to timeless fashion.


If you enjoyed reading about Old Money Outfits, check out our other articles:

Feel free to also check out our other Articles about Outifts from the category “Business Outfits“ and don’t forget to follow us on Pinterest.

Avatar photo
Martin Lange
Articles: 950