Oprah-Approved Clothes, Shoes, and Bags Start at $20 on Amazon

I’ll go ahead and state the obvious: Oprah Winfrey is one of the most stylish celebrities in the game, so it’s no surprise that I’m always looking to her for fashion inspiration. Sometimes that means poking around paparazzi photos to pinpoint the exact pieces she’s wearing; other times, it means combing through her annual Oprah’s Favorite Things List for easy-to-find, more affordable essentials. And other other times, it’s simply about channeling her overall vibe.

I rounded up a mix of Oprah’s confirmed favorites, pieces she’s actually been spotted in, and lookalikes for some of her splurges. Start with a pair of the Peepers blue-light glasses she’s repeatedly praised and a fits-everything, travel-ready crossbody that earned a spot on her 2025 Favorite Things list.

Best Oprah-Approved Fashion Finds on Amazon

• Next-Level Coziness: Softies Waffle Marshmallow V-Neck Lounge Set, $128 with coupon (Originally $160)
• Staple Denim: NYDJ Teresa Wide-Leg Jeans, $51 with coupon (Originally $119)
• Weatherproof Boots: Vivaia Regina Pro Booties, $199
• Snuggly Slippers: Dearfoams Moritz Mountain Energy Booties, $35 (Originally $68)
• Easy Pullover: Anrabess Quarter Zip Oversized Pullover, $30 (Originally $40)
• Podiatrist-Approved Brand: Vionic Uptown Loafers, $73 (Originally $130)
• Statement Frames: Peepers by PeeperSpecs Center Stage Bluelight Glasses, $32
• Viral Sweatpant Jeans: Rag & Bone Miramar Sweatpant Jeans, $181 (Originally $258)
• Travel-Ready Crossbody: Mali+Lili Gail Multi-Compartment Crossbody Bag, $46 (Originally $78)
• Chic Going-Out Bag: JW Pei Harlee Shoulder Bag, $99
• Chloé Sneaker Lookalikes: Dream Pairs Platform Sneakers, $20 (Originally $30)
• Seamless Shaping: Spanx Faux Leather Fleece-Lined Leggings, $59
• Elevated Loungewear: Eberjey Gisele Slouchy Lounge Set, $148

Softies Marshmallow V-Neck Lounge Set

An excellent loungewear set is everything, and Oprah agrees. “You know how much I love Softies,” she wrote on her 2025 Favorite Things list, adding that when she saw the above set hanging around her office, she stashed it in her bag and took it straight home. “I encourage you to do the same for the loungewear lover in your life,” she said.

NYDJ Teresa Wide-Leg Jeans

I’m only human: Sometimes I have to talk myself out of risking it all and wearing sweats to the office. The thing that stands between that urge and actually breaking the dress code? This pair of super comfy yet flattering jeans from the Oprah-loved brand NYDJ. They’re tailored with a wide-leg silhouette, giving them a slightly dressy vibe while still offering plenty of lift and curve support.

Vivaia Regina Pro Booties

Oprah wears the Vivaia Regina Pro Booties nonstop—I first spotted them when she shared photos on Instagram from a live bookclub sesh. When I saw that they were under $200 on Amazon, I couldn’t believe it. The block heel is so elegant, and the sock-like upper and supportive insole make for super comfortable wear. I’m particularly drawn to the slightly sparkly Metallic Espresso hue, but you can’t go wrong with a classic black.

Dearfoams Moritz Mountain Energy Booties

“They may look like cozy little slippers, but slide them on and—surprise!—they spring back energy with every step,” Oprah wrote of the Dearfoams Moritz Mountain Energy Booties for her Favorite Things roundup. Plus, they’re machine washable, so you can keep them soft and odor-free all season long.

Anrabess Quarter-Zip Pullover

Recently, Oprah shared a photo on Instagram promoting a book club pick, and I couldn’t help but admire her soft brown quarter-zip sweater. This slouchy lookalike from Anrabess is on sale and comes in a ton of colors. I love the O-ring zipper detail, and I have a feeling Oprah would, too.

Peepers by PeeperSpecs Center Stage Bluelight Glasses

These Peepers blue-light glasses have appeared on Oprah’s Favorite Things list time and time again. The multi-hyphenate is a sucker for chunky frames, and the Center Stage style from Peepers fits the bill. I always wear blue-light glasses when I’m working on my computer, and this is without a doubt my next pair.

Rag & Bone Miramar Sweatpant Jeans

Rag & Bone’s Miramar Sweatpant Jeans went deeply viral in 2025, and for good reason—they feel exactly like sweatpants and look exactly like your most expensive jeans. Oprah is very much on board (as is bestie Gayle King), and summed it up perfectly: These “hard pants are actually soft pants.” Doesn’t get much better, folks. 

Keep reading for even more shoppable Oprah-inspired favorites.

JW Pei Harlee Shoulder Bag

Eberjey Gisele Slouchy Lounge Set

Mali+Lili Gail Multi-Compartment Crossbody Bag

Vionic Uptown Loafers