There’s something about the transition from summer to fall that makes getting dressed feel exciting again. I’ve already been sold on new fall trends like motorcycle boots and slouchy tote bags, but there’s also something to be said for keeping things classic. Maybe that’s why some of the most fashionable celebrities have been gravitating towards a tried-and-true autumn footwear favorite—loafers.

Loafers have long been a wardrobe staple, thanks to their versatility—they come in countless styles and colors—and their comfort. But recently, celebrities like Kendall Jenner, Gigi Hadid, and Dakota Johnson have been proving that loafers are trendier than ever. Plus, you can even snag some styles on sale if you add them to your cart before October Prime Day ends tonight.

Best Loafers for Fall 2025

• Kendall Jenner-Approved: Calvin Klein Nolla Loafers, $60
• Trendy Print: Dream Pairs Leopard Print Penny Loafers, $30 (originally $40)
• Editor’s Pick: Steve Madden Madison Loafers, $71 (originally $110)
• Color of the Season: Coutgo Slip On Loafers, $50
• Rare Deal: Coach Leah Loafers, $136 (originally $195)
• Sam Edelman Loraine Loafers, $150
• Franco Sarto Balin Loafers, $50
• Dream Pairs Chunky Loafers, $32 (originally $44)

Loafers are a timeless silhouette that is easily adapted to modern trends, capable of being preppy, edgy, and everything in-between depending on design details and styling. For instance, a chunky lug sole and metallic hardware gives nostalgic indie sleaze vibes, while a sleek, unembellished design with a flat sole exudes minimalist sophistication. To help you find the perfect loafers for your personal aesthetic, I rounded up eight pairs of loafers spanning all styles and budgets. 

Calvin Klein Nolla Loafers

Last year, Kendall Jenner posted an Instagram in partnership with Calvin Klein wearing an effortlessly cool outfit consisting of a t-shirt and button down, dark jeans, and the Nolla Loafers.

A casual slip-on style available in black, brown, and tan, the beauty of these Calvin Klein loafers is their simplicity. Add Jenner’s exact pair to your Amazon cart for a closet staple you’ll wear forever.     

Dream Pairs Leopard Print Penny Loafers

Another Amazon find, these Dream Pairs flats combine two major fall trends—loafers and leopard print. I’m partial to the leopard suede version of these loafers as a way to elevate and update fall basics, but there are seven other colorways to choose from if animal print isn’t your thing. Hundreds of five-star customer ratings attest to the comfort and quality, especially considering the affordable price point. 

Steve Madden Madison Loafers

The Steve Madden Madison Loafers scream chic, and are the perfect professional shoe to wear to the office. They’re simple, yet have contrasting detailing that make for visual interest and a more elevated look. The best part? With Amazon’s Prime Big Deals Day, they’re on sale for 35% off on Amazon. Pair them with white ankle socks, dress pants, and an oversized sweater for a cute and easy transitional fall look.    

Coutgo Slip On Loafers

Brown is continuing to be a major trend this year, especially for fall. If you’re on the hunt for brown loafers, look no further than this pair on Amazon. The vintage-looking T-strap design is incredibly chic and also allows for more breathability and airflow.

Coach Leah Loafers

Sam Edelman Loraine Loafers

Franco Sarto Balin Loafers

Coutgo Slip On LoafersDream Pairs Chunky Loafers