I Was Solidly Team Anti-Heels Until I Saw These 30 Chic Sub-$100 Pairs

As a self-professed member of the sneakers-only club, I'm willing to share a little secret. I love the way heels look. Although it takes some convincing to get me out of the house, it takes even more persuasion to get me out in heels. I'm a "comfort over everything" type of person, but sometimes, if the shoe fits, I'll wear it—literally.
While Who What Wear editors love their trendy heels and platforms, some of the best picks aren't nearly as expensive as they look. Case in point: these under-$100 heels that I've vowed to break my "no stilettos during the week" rule for. From trendy metallics to retro-inspired T-strap silhouettes, these 30 finds are anything but unattainable. Shop the best affordable heels below.

Ana Escalante is an award-winning journalist and Gen Z editor known for her sharp takes on fashion and culture. She’s covered everything from Copenhagen Fashion Week to Roe v. Wade protests as the Editorial Assistant at Glamour after earning her journalism degree at the University of Florida in 2021. At Who What Wear, Ana mixes wit with unapologetic commentary in long-form fashion and beauty content, creating pieces that resonate with a digital-first generation. If it’s smart, snarky, and unexpected, chances are her name’s on it.
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