Uncomfortable Boots? Bye! 42 Kitten-Heel Boots You Could Walk Miles In

Humor me. Think back to the first time you put on a pair of heels. What was that experience like for you? For as long as I can remember, I've been a big fan of high heels in every form—including sky-high platforms, sleek stilettos, and smaller kitten heels. The latter has been my go-to as of late, as I've realized I'm not willing to compromise on comfortable footwear. I'm not going to lie; it took me a long time to reach that point. There used to be a time when I lived by Victoria Beckham's iconic phrase "I can't concentrate in flats!" But the reality of commuting in New York City, a severe foot fracture, and far too many tumbles down the sidewalk have humbled me.

Luckily for me, my fall from grace (quite literally) has coincided with the rise of many comfortable shoe trends. Ballet flats? They're so back, baby girl! Retro sneakers? They're all the rage right now. Let's not forget that there's one other boot trend that's relevant again—kitten-heel boots. In the last few seasons, we've seen shorter boots with chunky block heels and low kitten heels surface in runway shows of Khaite, Gucci, and Loewe. Although their return may surprise some, it's safe to say that they're here to stay for the foreseeable future, especially with winter in full swing. After all, putting on a pair of stiletto boots in a snowstorm isn't pragmatic, period!

During this time of year, it's imperative to invest in footwear that's functional for freezing temperatures while still being fashionable enough to feel good throughout the season. As a reformed stiletto fan, I assure you that kitten heels are up for the task. If you're not sold just yet, keep scrolling. Ahead, I've rounded up the 42 best kitten-heel boots based on reviews, quality, versatility, current trends, and price point. Trust me. These kitten-heel boots are comfortable enough to walk in any cityscape and might even have you singing the highest praises.

Under $250

A woman standing outside wearing a long black coat over a white sweater with matching knit pants styled with black kitten-heel boots and a black bag.

(Image credit: @ingridedvinsen)

Under $500

A woman standing outside wearing a brown turtleneck sweater with black straight-leg jeans, black kitten-heel ankle boots, a black bag, and brown sunglasses.

(Image credit: @nlmarilyn)

Investment Worthy

A woman standing outside wearing a long tan coat over a white button-down shirt with black jeans, black block low-heel boots, a black belt, and a white shoulder bag.

(Image credit: @deborabrosa)
Jasmine Fox-Suliaman
Editor

Jasmine Fox-Suliaman is a fashion editor living in New York City. What began as a hobby (blogging on Tumblr) transformed into a career dedicated to storytelling through various forms of digital media. She started her career at the print publication 303 Magazine, where she wrote stories, helped produce photo shoots, and planned Denver Fashion Week. After moving to Los Angeles, she worked as MyDomaine's social media editor until she was promoted to work across all of Clique's publications (MyDomaine, Byrdie, and Who What Wear) as the community manager. Over the past few years, Jasmine has worked on Who What Wear's editorial team, using her extensive background to champion rising BIPOC designers, weigh in on viral trends, and profile stars such as Janet Mock and Victoria Monét. She is especially interested in exploring how art, fashion, and pop culture intersect online and IRL.