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.
I still love to wear my metallic heels even though people think they're so last year.
While I'd normally say no to suede shoes given how difficult they are to keep pristine, this ultra-affordable price means I'm buying a pair without hesitation and a backup just in case!
Only Miuccia Prada could convince me to wear chunky T-strap heels, and honestly, I'm more than okay with that.
Okay, I know these are technically $10 over budget, but they were too good to not share.
Mango has always been my go-to destination for affordable, chic shoes. These sleek, buckled slingbacks cost less than the price of dinner for two in NYC.
A height-adding take on the classic two-toned slingback silhouette made popular by a certain French design house.
This Steve Madden pair looks exactly like the luxury style I've been eyeing for months but can't afford due to their four-figure price tag.
These are nearly half off. Run, don't walk, to add these to your cart. This price won't last forever!
Although mesh ballet flats were everywhere last summer, the trend didn't take off outside of the flat silhouette. Now that I'm seeing more and more brands play with mesh fabrics for heels when it comes to year-round shoes, I have to admit I'm on board.
H&M's shoe section lately has been nothing short of magical. It houses dozens of runway-approved styles that will have you gawking at how affordable they are.
They're boat shoes! They're mules! They're boat-shoe mules!
Tony Bianco is the cool-girl brand that's beloved by NYC editors and influencers alike. This nude pair with silver hardware feels like it was plucked out of Carrie Bradshaw's early 2000s closet.
Let's be honest. Given the original price of these Helsa heels, the steep discount means they're practically free.
Can you tell I have an unhealthy obsession with T-strap heels this season?
I'm stepping into my leopard era with these printed slingbacks perfect for a night out.
There's something about satin mules that will eat every single time.
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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