I’m not one to compromise when it comes to comfortable footwear. New York City commuting, double ankle surgery, and a few too many wrong steps off the curb keep me humble when it comes to heel heights. So I usually resort to cushy sneakers, lug-sole boots, or chunky loafers with the exception of flatform-style wedges for the evening.
Although I love the look of nice heeled boots, they’ve never been for me for the previously stated reasons. This fall and winter, however, kitten-heel boots have been increasingly popular, and I acquired a pair that changed my mind about the validity of these incredibly moderate heel heights. Designers such as Khaite, Prada, and Dior have been endorsing the kitten-heel trend, and many others have followed suit.
I’ve channeled all of my sore ankles and barefoot walks home into the below shopping list of the most comfortable kitten-heel boots on the market.
Elevate your winter looks with these cream croc boots.
Zebra-print boots are on my list, and this pair offers the ideal low heel.
Crisp white leather boots are undeniably cool.
These micro-heel boots ensure daylong comfort.
Soft suede blankets these tan kitten-heel boots.
Just because the heel is low doesn’t mean they have to be boring.
I’m in love with this black-and-white cow-print version.
Casual slouchiness makes these minimal boots.
These boots are a rare any-occasion piece.
These modern boots have a pretty sculptural shape.
Black-and-white color-blocking is the chicest addition to these ankle boots.
The flared heel of these boots adds extra-comfortable support.
Dream boots, period.
Supple red leather for all fall and winter.
A dupe for the cult-favorite Khaite boots is these Western kitten heels.
These slouchy suede boots are perfectly effortless.
Statement boots don’t always have to be extra-high stilettos.
Naturalizer is known for comfortable footwear, so these are a shoo-in.
Sleek, modern, and painless.
Upgrade kitten-heel boots with sophisticated prints and textures.
These red stunners are holiday ready.
Guaranteed match-everything booties.
This low, angled heel is a city commuter’s dream come true.
Chocolate suede is as chic as it gets.
Under your trousers, jeans, or a maxi dress.
These are the influential boots that changed my stubborn sneaker-wearing ways.
A uniquely sculptural heel adds interest to these black boots.
This thicker heel offers extra stability for a slightly higher height.
Simple booties in rich honey-colored faux leather.
Tonal green suede will go far in your year-round wardrobe.
A shapely and low heel guarantees easy days in these ankle boots.
The clean silhouette is key for these sleek black booties.
Next: These 3 Classic Boot Styles Are Here to Stay in 2023 and Beyond
