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Hold the Frumpy Cardigan — These Old Money Jackets Balance Rich Style With Impeccable Comfort

You'll look so elegant, people will ask for your autograph

PARIS, FRANCE - SEPTEMBER 07: Diane Batoukina brown long straight hair, sunglasses, a gray pullover by Massimo Dutti tied around the neck, a beige blazer jacket double breasted worn closed by Aylin Koenig, a white t-shirt by Massimo Dutti, blue denim pants / jeans in wide leg by Closed, a brown large shiny patent leather crocodile pattern bag by Demellier London, during a street style fashion photo session, on September 07, 2026 in Paris, France. (Photo by Edward Berthelot/Getty Images)
(Photo by Edward Berthelot/Getty Images)

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At Us Weekly, we’re already gearing up for fall with chic sweaters, tailored trousers and sleek boots galore. But if there’s one item we never forget, it’s our outerwear. These pieces are thrown over literally every outfit during the autumn season, and it’s why we’re replacing our frumpy cardigans for elegant, old money-inspired jackets that give off Princess Diana vibes in the most effortless way.

To get the elegant rich look, we pulled options inspired by Ivy League prep style like barn jackets, funnel-neck styles, quilted numbers, and Harrington-esque pieces. Oh, and because materials matter, we also sourced jacket picks that are made to last, like vegan leather, waxed cotton and durable polyester. When styled right, you’ll be so surprised how expensive these outer garments look, even if they’re well within budget. Our favorite upscale-like options come from brands you know and love, including Quince, Free People, Levi’s Banana Republic, Amazon, Abercrombie & Fitch and more, starting at $40.

Old Money-Inspired Jackets to Wear This Fall

1. Our Favorite: You can consider this faux suede jacket the feminine version of the ultra-popular Ralph Lauren Harrington. The bubble hem, hidden zipper closure and classic collar feel right on track.

2. Playful Pattern: Barn jackets come back in style every fall, however, this cropped option features a trendy plaid pattern that’s already huge for the season. The lightweight cotton base makes it ideal for warm fall days, so you can feel covered without being overly hot.

3. Celeb-Style: If we didn’t know any better, we’d think this military-inspired jacket was the cropped version of Kate Middleton‘s mountain-hiking style. It features a button-up collar, flap front pockets and instead of a belt (like the royal’s), this one has a flattering drawstring design.

4. Royal Flush: Queen Elizabeth II certainly wore her fair share of sparkly gowns, however, she also loved a good barn jacket. This oversized barn jacket gives her old money 1980s style a modern twist.

5. Laid-Back Luxe: You’d never think that bohemian-chic Free People could create an old money-inspired look, but this faux leather jacket is here to prove you wrong. It’s classic in all the best ways, from the relaxed silhouette to the tortoiseshell buttons.

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Related: Denim Shirts Are the Fall Staple Every ‘It‘ Girl Is Reaching for Right Now

6. Everyday Ease: Coffee runs, apple-picking adventures and movie nights will feel extra comfy when you throw on this brown plaid number. It looks effortlessly chic, especially when styled with slim cigarette jeans and black booties.

7. Anything But Basic: Denim jackets are kind of a no-brainer for fall, but they don’t usually have that rich element we’re looking for. This oversized denim jacket from Bp. is the exception due to the dark wash that contrasts nicely with the white stitching and silver buttons.

8. Slimming Staple: You know how some jackets can overwhelm your frame? Well, this one from Levi’s avoids that dilemma with a drawstring waist to give you an A-line silhouette.

9. Expensive-Looking: It doesn’t get more rich than this! Lucky Brand’s quilted hunting jacket feels just like options the elite would wear while watching horse races, regattas or the like.

10. Fall Must-Have: Every cool girl we know is rocking brown in anticipation of fall, and this chic Quince jacket will make you one of them. Made with wax cotton, it has that wealthy air about it, despite being pretty affordable.

11. Editor-Loved: Us Weekly shopping editors (ehem, this gal) are big fans of this vegan leather jacket from Abercrombie. It looks sleek, chic, pulled together and all the high-end things. We swear it can dress up a casual tee and jeans like nobody’s business.

12. Top Seller: This Abercrombie bestseller is nailing that trendy funnel-neck jacket look that everyone is searching for right now. In addition to keeping you warm on brisk mornings, the elevated neckline and button-hiding paneling give it a seamless, cool appearance.

13. Running Out: This ultra-popular trench coat is selling out as we type! The polished design has pops of plaid via the rolled cuffs and accompanying scarf (which can be removed, if you so choose). It comes in five colors, so you have a chance to score one before they’re all gone.

14. On-Sale Pick: No one will ever guess you bought this refined pique blazer on double discount, but here we are. It’s already 40% off . . . and you get an extra 40% off when you add it to your cart.

15. Functional Favorite: There’s nothing better than finding a versatile, fashionable staple, and this Banana Republic Factory find checks off all the boxes. Not only is this utility jacket so chic but it also comes with deep pockets, so you can leave your home without a purse.

PARIS, FRANCE - OCTOBER 28: Emy Venturini wears straight light brown hair parted in the middle, black rectangular sunglasses by Balenciaga, a navy blue satin bomber jacket by Burberry, a dark grey ribbed top and matching high-waisted leggings by Born Living Yoga, white ribbed socks by Balenciaga, and silver mesh running shoes by Nike, holds a Yoga mat by Decathlon, during a street style fashion photo session, on October 28, 2025 in Paris, France. (Photo by Edward Berthelot/Getty Images)

Related: Athleta Dropped a New Fall Collection Filled With Luxe, Rich Mom Pieces

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