I Don’t Wear Heels, But I’m Willing to Compromise for These 32 Boots

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