The Chicest Fashion People I Know Wear These Anti-Trend Shoes Year-Round


I am a woman of many shoes. I'll admit I love to buy a statement shoe trend from season to season to give my outfit an of-the-moment look. The truth is, however, when I get dressed in the morning, nine times out of 10, I'll reach for a pair of simple black flats. Whether it's a classic pair of ballet flats, sleek pointed-toe slingbacks, or preppy leather loafers, the hardworking shoe style adds a chic, polished (not to mention comfortable) touch to all my outfits—year-round. If you're looking for a pair of shoes you can always rely on to elevate your outfit, then keep scrolling below, as I’ve listed some of my favorite black flat shoes to shop this season that will go with almost everything in your wardrobe. There's something for every budget.

Judith Jones is the associate shopping director at Who What Wear and has worked in fashion for over a decade. She specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.
-
These Are the Best Early Deals of Amazon Prime Big Deal Days—35 Finds That Have My Undivided Attention
Shop discounted Adidas, Madewell, Coach, Nike, and more.
-
A Rich-Looking Closet Is the Vibe—These 30 Amazon Picks Surprisingly Fit the Bill
See the affordable yet chic finds.
-
I’m a Senior Shopping Editor—Here’s Everything I Highly Recommend Buying From the Mango Sale
Get 30% off just about everything
-
Nothing Humbles Your Closet More Than the Zara New Arrivals Section—25 Pieces to Instantly Elevate Your Fall Outfits
Did I mention they're modeled by Alexa Chung?
-
Editor-Loved Margaux and Alex Mill Just Launched Their First Collab Together—and We Want Everything
Three chic styles to add to your fall wardrobe.
-
Cooler Fall 2025 Outfits Start With This Anti-Boring Loafer Trend
No boring neutrals here.
-
Yes, Ballet Flats Look Good With Skirts, But They Look Even Better as Part of This Parisian-Approved Combo
Very '90s.
-
Fine, I Won’t Gatekeep—These 27 Abercrombie Finds Are Too Chic to Miss (and They're All On Sale)
I can't decide which fall pick is my favorite.