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
The micro-heel on these boots ensures all-day comfort.
You can't convince me that chocolate-brown boots aren't the spitting image of decadence, no matter their cost.
Slouchy black boots never go out of style.
Hot, hot, hot.
White ankle boots will always scream "wealth" to me.
Black knee-high boots are the backbone of every winter wardrobe.
The studs add a bit of edge to this otherwise classic boot style.
Calling all wallflowers! You don't need to be an extrovert. Just let these floral-embossed boots do all the talking for you.
Not only are these boots currently on sale, but they've also got rave reviews on Nordstrom.
I'm willing to place a bet that these pointed ankle boots will become your new favorite pair of shoes.
These suede knee-high boots look so much more expensive than their price tag.
Although these heels are a bit taller than the average kitten heels, reviewers swear they're super comfortable.
It's rare to find over-the-knee boots with low heels—much less options made with wide calf sizes—yet this pair exists!
Nothing's sultrier than snakeskin kitten-heel boots, IMHO.
Under $500
Walk on the wild side.
I'm not one to play favorites, but Staud's Wally Boots are the most comfortable heeled boots I've ever owned.
Feel free to gawk.
Minimalists, meet your match.
These boots are the visual embodiment of elegance.
With suede being one of the season's biggest trends, there's no safer investment than these kitten-heel boots.
A moment of silence for the stunning hue of these ankle boots.
The woven-leather detail takes these boots to a whole other level.
The worn-in effect on the leather of these boots makes them look vintage.
The slanted ankle on the heel? The sharp pointed toe? The snakeskin leather? Ten out of 10.
Who said cowboy boots couldn't be chic? Enter these Western-inspired kitten-heeled boots into the chat.
The cool crowd can't get enough of Miista's unique boots.
Jeans? Slip skirts? Dresses? These boots can be styled with all of the above.
Sleek indeed.
Investment Worthy
Buckle up, buttercup!
Cue "Murder on the Dancefloor."
You'll wear these for years to come.
Don't play! You know these Loewe ankle booties will be a game changer in your life.
Touch at your own risk.
Khaite's Western-inspired boots are a cult favorite.
All of Marion Parke's footwear is designed for comfort—making these block-heel boots a perfect long-term investment.
The block heel makes these bad boys all the more comfortable.
Gucci knows the way to a girl's heart.
Snakeskin is a neutral in my books!
Sublime. No notes.
Boho is so back thanks to these Isabel Marant boots.
Frankly, fashion editors can't get enough of BY FAR's footwear (for a good reason).
Warning: These olive-green kitten-heel booties may cause serious envy.
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I'm a Gen Z Shopping Editor—These Are the Coolest Pieces on Reformation, Revolve, and Shopbop RNThey're giving NYC It girl.
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If You Have Toteme Taste But an Amazon Budget, These Are the $32 Classic Heels You Need This Prime DayThey look identical to the designer pair Hailey Bieber keeps wearing.
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Spotted at Wimbledon: The Anti-Summer Shoe Trend You Don't Usually See in the StandsNever too hot for these.
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Stop It Right Now—These 39 Under-$100 Nordstrom Finds Are Incredibly GorgeousKitten heels, lacy skirts, and new It sneakers.
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I Shop for a Living, and These Are the 15 Pretty Nordstrom Fashion and Beauty Finds in My Cart RNLace-trim skirts, shimmery eye shadows, and more.
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The $140 Boots London Fashion Girls Take Out of Storage Every Summer to Wear With Shorts and DressesFrom Kate Moss to Daisy Edgar-Jones.
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Don't Pack Up Your Sweaters Just Yet—Cool Fashion People Are Repurposing Them in the Chicest Way for SummerAll the outfit inspiration is inside.
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Stop With the Ankle Boots—Miniskirts Should Only Be Worn Like *This* in 2025Period.
