When it comes to fall fashion, nothing beats the timeless charm of old money style. Think tailored blazers, cozy cashmere sweaters, pleated trousers, and classic trench coats—pieces that never go out of style and exude quiet sophistication.
These looks aren’t about chasing trends; they’re about investing in high-quality staples that you can wear year after year. In this roundup, I’ve gathered 30+ chic old money fall outfit ideas to inspire your wardrobe, whether you’re heading to the office, enjoying a crisp weekend stroll, or sipping coffee at your favorite café.
Get ready to channel elegance, grace, and that effortlessly put-together vibe all season long.
30+ Old Money Fall Outfits
1. Refined Camel Wool Coat Over Cozy Knit Sweater and Off-White Pants
@ livia_auerThis is pure old money sophistication—a tailored camel wool coat draped over a cozy taupe cable-knit sweater, finished with off-white trousers. Add rounded sunglasses and voilà, instant city-chic for chilly autumn mornings!
2. Luxe Champagne Silk Blouse with Flowing Ivory Trousers
@ lovisabarkmanObsessed with this combo: a silky champagne-colored blouse tucked into effortless wide-leg ivory trousers, cinched with a slim brown belt. It’s that dreamy, Parisian-inspired vibe that’s made for afternoon strolls and catching golden hour!
3. Classic Ivory Overshirt with Wide-Leg Denim and Taupe Scarf
@ freyakillinTotally loving this relaxed take: a clean ivory overshirt teamed with roomy blue denim and a plush taupe scarf thrown on for that extra warmth. It’s stylish, unfussy, and so easy for running errands or afternoon coffee runs!
4. Elegant Cream Wrap Coat with Relaxed Black Trousers
@ sherienboniServing subtle luxury, this outfit features a chic cream wrap coat paired with classic black trousers and finished with gold jewelry and a timeless watch. It’s the perfect upscale-casual look for a breezy day at an outdoor café!
5. Plush Cream Sweater with Ivory Pleated Pants
@ anna.weinNothing says autumn luxe like a plush cream sweater tucked into crisp ivory pleated pants, finished with a sharp black belt. This combo feels dressy but so effortless, perfect for wandering Parisian boulevards!
6. Rich Brown Long Coat and Black Trousers
@ lovisabarkmanHere’s a dreamy fall layer: a rich brown long coat thrown over classic black trousers, paired with tall brown boots and finished with a tailored wool scarf. The movement of the coat makes it feel extra dramatic and cozy!
7. Timeless Black Wool Coat and Grey Skirt
@ sherienboniThat all-black top and coat over a high-waisted grey skirt gives off major editor energy—seriously perfect for city days and gallery nights. Add the belt for polish and you’re instantly serving a smart, refined look!
8. Sophisticated Black Cardigan and Charcoal Plaid Trousers
@ livia_auerHow chic is this? A classic black cardigan paired with tailored charcoal plaid trousers, topped off with a sleek black cape and luxe leather gloves. The vibe is pure understated elegance for those crisp autumn outings!
9. Classic Beige Trench Coat with Black Turtleneck and Wide-Leg Trousers
@ heloise.guilletThis look is so timeless—think a crisp beige trench over a sleek black turtleneck and wide-leg trousers, with a minimal black belt for that extra polish. It’s a forever favorite for city strolls and coffee runs on chilly mornings!
10. Chic Cream Ribbed Knit Dress with Button Details
@ jarinpatLoving the elegance of this cream ribbed knit dress, perfectly belted to flatter the waist and featuring a row of classic buttons down the front. It’s super versatile—just add gold accents for an ultra-luxe touch to any fall day!
11. Sophisticated Black Bomber Jacket and Chocolate Midi Skirt
@ heloise.guilletThe bold pairing of a black bomber jacket with a rich chocolate midi skirt makes this outfit feel elevated and totally city-ready. That fitted top and belt combo gives off serious modern vintage energy!
12. Camel Coat Draped Over Cream Sweater and Ivory Trousers
@ estheraguirreLoving this autumn palette: a classic camel coat thrown over a creamy sweater and crisp ivory trousers, finished with neutral heels. Ideal for cozying up in the park or heading to your favorite café!
13. Textured Ivory Cape with White Trousers
@ sherienboniThis whole vibe is next-level chic—a cozy textured ivory cape layered over tailored white trousers, paired with sleek black boots. So effortless for a luxe patio lunch or stylish city meet-up!
14. Classic Textured Ivory Jacket with Black Trousers
@ sophielouisesdiaryA textured ivory jacket layered over a crisp white top and polished black trousers makes this look so put-together. It’s effortlessly sophisticated—think timeless elegance for a day at an iconic shopping gallery!
15. Camel Double-Breasted Coat with Knit Turtleneck and Black Mini Skirt
@ sophielouisesdiaryThe warm camel double-breasted coat with a cozy tan knit turtleneck and classic black mini skirt is just chef’s kiss for fall. Slip on tall boots and you’re ready for a day of sightseeing or a posh lunch!
16. Tailored Grey Blazer Over Black Mini Skirt and Tights
@ lilyisabellaclarkThis tailored grey blazer, paired with a sleek black mini skirt and sheer tights, is everything fall style should be. The creamy scarf and tall boots add extra warmth for a chic stroll through old city streets!
17. Modern Camel Jacket with Black Mini Skirt
@ fleurraffanAbsolutely loving the pairing of a relaxed camel jacket over a chic black mini skirt, styled with glossy tall black boots. This combo gives major city-girl confidence for days spent exploring or brunching in style!
18. Herringbone Blazer Over Ivory Maxi Dress
@ fleurraffanA tailored herringbone blazer layered atop a simple ivory maxi dress radiates timeless sophistication. The black Mary Janes add a subtle vintage touch, making this look perfect for day-to-evening plans!
19. Rich Chocolate Brown Jacket and Coordinating Trousers
@ livia_auerLoving the warm autumn palette here—think a plush chocolate brown jacket styled with matching trousers and a classic white button-up. Sleek brown flats tie this look together for a seriously refined effect!
20. Elegant Grey Maxi Coat with Black Mini Skirt
@ lucygrasssoThis outfit is giving major Parisian vibes—a tailored grey maxi coat layered over a chic black mini skirt, paired with sheer tights and deep burgundy heels. Add leather gloves for that extra polished finish!
21. Charcoal Cape Mini Dress with Socks and Heels
@ fleurraffanThe charcoal cape worn over a black mini dress, and styled with cozy socks and pointed black heels, feels so cool and modern. It’s a playfully edgy twist on classic old-money style for city strolls!
22. Chocolate Knit Sweater with Satin Maxi Skirt
@ ceydakgunHere’s the dream chocolate palette—a relaxed knit sweater paired with a silky satin maxi skirt in matching cocoa tones. The monochrome look gives off elegant, minimalist vibes for dinner dates or gallery afternoons!
23. Houndstooth Blazer with Black Mini Skirt and Knee-High Boots
@ ceydakgunThis outfit nails old-money polish—a classic houndstooth blazer layered over a fitted black mini skirt, finished with sheer tights and sleek knee-high boots. The chocolate brown top keeps the look soft and cozy for fall strolls!
24. Brown Suede Trench Coat with White Turtleneck and Blue Denim
@ mildagudCraving autumn comfort? A luxe brown suede trench over a crisp white turtleneck and classic blue denim is effortlessly cool. Add heeled boots for the perfect balance of casual and chic!
25. Camel Belted Blazer with Black Tights and Tall Boots
@ aydahadiA structured camel belted blazer teamed with black tights and tall leather boots makes for a seriously refined street style. This combo is chic and timeless—easy to recreate for a stylish city escape!
26. Structured White Coat Dress with Brown Knee-High Boots
@ estheraguirreSo obsessed with the tailored white coat dress, belted for shape and paired with glossy brown knee-high boots. This outfit brings classic sophistication to daytime outings or elegant lunch dates!
27. Camel Wool Coat Over Cream Turtleneck and Pleated Trousers
@ livia_auerThis one is fall perfection—a camel wool coat layered over a cream turtleneck and crisp pleated trousers, finished with a slim brown belt. It’s the definition of timeless style for cool city mornings!
28. Camel Cape Jacket with Black Mini Skirt and Tall Boots
@ kateehutchinsA camel cape jacket styled over a black mini skirt and sheer tights, complete with tall black boots, has that high-fashion edge for wandering museums or shopping the boutiques. It’s polished yet playful!
29. Taupe Blazer with Knit Top and Ivory Trousers
@ allchloeroseThis easy-going combo—taupe blazer over a knit beige top and relaxed ivory trousers—gives major effortless chic vibes. Nude open-toe heels and a subtle belt make this outfit perfect for coffee runs and gallery stops!
30. Check Blazer and Shorts Set with Chocolate Turtleneck
@ paola_cossentinoA tailored check blazer and shorts combo, finished with a chocolate turtleneck and matching belt, gives this autumn ensemble vintage sophistication. The matching gloves are the cherry on top for a coordinated, cool-weather look!
31. Wool Beige Cropped Jacket with Black Mini Skirt and Slingback Heels
@ franziskanazarenusThis look is so Parisian café chic—an elegant wool beige cropped jacket paired with a sleek black mini skirt, sheer tights, and classic black slingback heels. The subtle gold earrings elevate it for a perfect espresso moment outside!
32. Camel Wool Coat with Black Turtleneck and Blue Jeans
@ anna.weinA timeless camel wool coat worn over a fitted black turtleneck and straight-leg blue jeans makes this outfit so effortlessly refined. The relaxed fit and muted palette are ideal for crisp autumn walks and stylish brunches!
Final Thoughts
Old money fall fashion is all about embracing quality, timelessness, and effortless elegance. With the right mix of classic staples—like structured coats, neutral knits, and polished accessories—you can create outfits that feel both sophisticated and cozy for the season.
Remember, it’s not about having an overflowing wardrobe, but about curating pieces that make you look and feel your best every time you wear them. So, take inspiration from these 30+ outfit ideas and make this fall your most elegant one yet.
