Leave it to Oprah to wear a fall outfit that strikes the perfect balance between stylish and comfy.
In a recent Instagram post, the media mogul shined in a polished, all-white matching set, which consisted of a lightweight sweater and tapered pants; however, it was Oprah’s shoes that stole the show. She zhuzhed up her cozy ‘fit with this season’s biggest footwear trend: Mary Jane flats.
Oprah isn’t the only A-lister ditching heels for ballet flats, either; Anne Hathaway, Jennifer Lawrence, and Gigi Hadid have all embraced the style, too. Try the look for yourself with these matching lounge sets and Mary Jane flats on Amazon, starting at $26.
Matching Sets and Mary Jane Flats Inspired by Oprah Winfrey
Etcyy Long-Sleeve Top and Joggers Lounge Set
Available in seven classic colors, this lounge set has a loose fit and cozy vibe that reminds us of Oprah’s style. More than 1,500 Amazon shoppers have given the outfit a perfect rating, including a reviewer who said it “goes with boots, sneakers, [and] slides, [and] you can dress it up or down.” Plus, the “material is perfect for fall weather,” noted another.
Caracilia Matching Cargo Lounge Set
This under-$40 set is the cargo version of Oprah’s fall outfit formula. The slouchy crewneck has a relaxed fit, and the joggers taper at the ankle, giving you total leeway in the shoe department.
Zesica Matching Knit Pullover and Wide-Leg Pants Lounge Set
Upgrade your cozy collection with this matching knit set, which includes a lightweight sweater with bell sleeves and wide-leg pants. Finish off the look with platform clogs or mini ankle boots — or slip into a pair of fuzzy socks for a chill night at home.
Prettygarden Knit Button-Down Cardigan Lounge Set
Layering makes dressing for fall easier — hence why so many Amazon shoppers are adding this knit cardigan lounge set to their carts. Style the ensemble with flats, or layer the open cardigan over a fitted long-sleeve top for extra warmth. The versatile set comes in 14 colors, including seasonal hues like coffee brown, dark green, and beige.
Musshoe Mary Jane Flats
These white Mary Janes look similar to the pair we spotted Oprah wearing in her post. They have a roomy square-toe design, flexible soles, and adjustable buckle straps.
Dream Pairs Mary Janes with Velcro Ankle Straps
Stylish yet practical, these Mary Janes are designed with an adjustable hook-and-loop closure and non-slip outsoles with a subtle heel. The cushioned footbeds provide superior arch support and prevent heel slippage. “These are so comfortable. I wore them all day without breaking them in and didn’t get any blisters,” a five-star reviewer said.
Babudog Memory Foam Mary Janes
These Mary Jane flats have memory foam insoles that mold to your feet for all-day comfort, and their faux leather uppers are both water-resistant and easy to spot-clean. They’re “super lightweight and so comfortable [that] I feel like I’m walking on air,” said a reviewer who received a pair for free.
Cushionaire Crochet Mary Jane Flats
If you aren’t ready to dig out your fall boots quite yet, reach for these stylish crochet Mary Jane flats. Wear them with dark wash jeans and a chunky knit sweater to grab PSLs with the girls. They’re available in seven colors and sizes 6–11 in both standard and wide widths.
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