Heeled Loafers Are the Shoe Trend to Know for Fall 2026 | Who What Wear

Move Over, Classic Loafers: This Unexpected Shoe Trend Is About to Be Everywhere By Sierra Mayhew Published 5 November 2026 In Buying Guides (Image credit: @emmanuellek_) Jump to category: Our Favorite Styles: Share Copy link Facebook X Whatsapp Pinterest Share this article Join the conversation Follow us Add us as a preferred source on Google Some shoes earn a permanent spot in the rotation, and for me, classic loafers have been that pair for years. They work with everything I own and quickly became an in-office staple. I’ve worn mine through more busy fashion months with busy walking days than I can count. Lately, though, I’ve noticed the best-dressed people I know swapping their flat pairs for a version with a little lift. (Image credit: @erinoffduty)Enter the heeled loafer. It keeps everything we love about the original (the penny strap, the polished leather, the menswear ease) and adds a block or kitten heel that makes even the simplest outfit feel more finished. Don’t worry, your flats aren’t getting retired. This is just the pair I’d buy next. Ahead, see my favorite styles at every price point. (Image credit: @emmanuellek_)Our Favorite Styles: Miu Miu Croc Embossed Leather L...