15 of the Most Comfortable Ankle Boots to Wear Right Now

Wear this versatile suede-like bootie, which is available in wide options, with everything from denim to floaty floral dresses. The stacked heel gives you a lift, while the padded footbed supports each step.

You'd never guess that these stylish black ankle boots were from Dr. Scholl's, thanks to a modern Western-inspired silhouette complete with an almond toe and block heel. Inside, a memory foam footbed guarantees all day support and comfort. They also come in white, tan, and brown, as well as wide sizing.

You won't regret investing in these Everlane Chelsea boots. While the cushioned footbed guarantees comfort inside, the outside is made from a beautiful, supple Italian leather, and the gum sole provides traction.

These stylish tan suede ankle boots are fully waterproof, so you don't have to worry about unpredictable weather. They also come in five dreamy fall colors, from black leather to olive suede. Because they go to a size 13W and have wide options, the Linny H2O booties are also a smart choice for larger or wide feet.

Don't let the sleek style fool you: These block heel ankle booties are waterproof and have a grippy rubber sole for added traction. A removable EVA insole provides all-day arch support.

We predict this pull-on style in worn-in brown leather will be your go-to for casual looks. The stacked heel gives you a slight lift, and the lightly cushioned insole provides relief.

Clogs have been quietly trending the past few seasons, and if you're intrigued but don't want to go all in yet, try these suede boots with wood-look bottoms. In addition to offering stability, Dansko's leather footbed with arch support alleviates pain.

From the pull-on style to the platform grip lug sole, these suede Chelsea boots offer thoughtful details. Did we mention that they're seriously marked down right now?

Glossy patent leather belies the fact that this chunky block-heel style has a cushioned insole and thermal sock lining to keep your feet warm. Plus, it's available in a range of widths.

Your feet will thank you for this one! These Danner boots feature an ortholite footbed for maximum support and a special lining to keep your feet dry.

These suede shoes not only look stylish but provide both support and comfort with how they grip your feet. The short heels will elevate your overall look without tiring your legs.

We love the zipper detailing on Larroude's suede ankle booties. The low heel provides arch support, while a memory foam insole provides all-day comfort and support.

Nothing screams comfort like slipping your cold toes into the furry interior of an Ugg boot, and ah, you feel like you're walking on clouds. Perhaps they're not your go-to office shoe, but if all you are after is comfortable ankle boots, then these are the winners.

If you're looking for a comfortable heeled bootie, these gorgeous Vince shoes come above the ankle and have a modern small heel for stability. It's just the right amount of lift to support your arches.

Maguire's square-toe silhouette gives a modern touch to these otherwise timeless classic Chelsea boots. They make a fabulous everyday style, and also come in brown or white leather. We also like that you can slip in and out of them.