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.
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your Buck
Stellar under-$150 finds right this way.
-
These 32 Elevated Nordstrom and Zara Finds Make Getting Ready So Much Easier (and Chicer)
Here's to effortless outfits.
-
Don't Blame Me If They Sell Out While You Read This—35 Chic Zara Finds That Need Your Immediate Attention
These won't be around for long.
-
36 Zara, Madewell, and H&M Essentials I'm Buying to Look Expensive This Fall
Elevated and easy.
-
I've Spent 3 Hours Looking Through Zara, H&M, and Revolve—These Items Are the Best
Top-tier picks ahead.
-
Move Over, Jelly Shoes—I Predict *This* Chunky Shoe Trend Will Be Everywhere Come Fall
Gen Z discovers boho chic.
-
Hurry Before They're Gone—28 H&M New Arrivals That Will Sell Out by the End of the Month
A top-tier selection is ahead.
-
If You Want Prettier Outfits, Swap Black Pumps for This Dated Color
Even Serena Williams is making the switch.