Dressy Black Ankle Booties

Dressy black ankle booties are the ultimate power move—because when you step out in these, you’re not just making an entrance, you’re setting the vibe for the whole night. Whether you’re leveling up your jeans-and-blazer combo or giving your favorite dress a little edge, these booties are here to turn any outfit into a main character moment. Slip into your boldest self and show the world that confidence really does come in black.

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$40.90

4.666667 star rating

A stylish black ankle bootie with studded accents and criss-cross straps in faux microsuede.

Best Seller

$45.90

A black faux leather boot featuring a square toe, buckled side detail, and short block heel.

$44.90

A pair of black faux leather ankle booties featuring a platform sole, block heel, and dual zipper closures.

$42.90

A black nubuck ankle bootie featuring sheer rhinestone fishnet, pointed toe, and clear PVC trim.

$45.90

5 star rating

A pair of black faux leather calf-length boots featuring square toes, buckled side accents, and block heels.

$45.90

4.5 star rating

A sleek black faux leather boot featuring a platform sole, block heel, and under-the-knee length.

$34.90

A pair of black faux nubuck block heels with asymmetric rhinestone straps and an adjustable ankle buckle.

$32.90

A black block heel featuring a puffy rhinestone-embellished strap and adjustable ankle buckle closure.

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Windsor Moving Along Studded Cowboy Boots in Taupe
(8) 4.875 star rating

Scoot and move it in true Western style at festivals and concerts in these studded cowboy boots! Fit & FeaturesStacked block heel, Pointed toe, Western-inspired pattern, studded trim, Mid-shaft length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Moving Along Studded Cowboy Boots in Taupe | Size: 8.5

Windsor Western Sleek Knee-High Block Heel Boots in Black
(5) 5 star rating

Flaunt your style in western sleek knee-high block heel boots. With a stacked heel, pointed toe, and pull tabs, these boots are your go-to for a chic, confident stride. Fit & FeaturesStacked block heel, Distressed faux leather material, Knee-high, Pointed toe, Partial inner zipper closure, Pull tabs, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Sleek Knee-High Block Heel Boots in Black | Size: 8.5 | Leather

Major Strut Faux Leather Knee-High Stiletto Boots in Black-2
(5) 5 star rating

Fit & Features3" Stiletto heel, 7.5" leg opening, 13.5" shaft height, Patent faux leather material, Knee-high design, Pointed toe, Complete inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Black-2 | Size: 5.5

Daring Details Studded Ankle Booties in Black
(4) 4.75 star rating

Make a bold statement with the daring details studded ankle booties. Featuring a block heel, peep toe, and criss-cross straps with metal buckles, these booties are your new go-to for standout style. Fit & FeaturesBlock heel, Ankle-length fit, Faux microsuede material, Peep toe, Criss-cross straps with metal buckles, Studded accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Daring Details Studded Ankle Booties in Black | Size: 6

Country Daze Under-The-Knee Cowboy Boots in Ivory
(3) 5 star rating

Kick up your country style in these cowboy boots designed with trending western-inspired stitched patterns and a stacked block heel to elevate every look. Fit & FeaturesStacked block heel, Pointed-toe, Western-inspired stitched pattern, Under-the-knee length shaft, Pull tabs for on-and-off styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Country Daze Under-The-Knee Cowboy Boots in Ivory | Size: 7.5

Best In The West Under-The-Knee Cowboy Boots in Red
(3) 5 star rating

Take on the western trend in these under-the-knee cowboy boots featuring a stacked block heel and western-inspired stitch detailing. Complete the look with a denim jacket. Fit & Features3.5” block heel, 7.5” leg opening, 14” shaft, Square toe, Under-the-knee fit, Western-inspired stitch detailing, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Best In The West Under-The-Knee Cowboy Boots in Red | Size: 8 | Leather

Windsor Totally Edgy Buckled Square Toe Boots in Black
(3) 5 star rating

Step into these edgy statement faux leather boots with a buckled side accent and a calf-length fit perfect for pairing with bottoms or dresses. Fit & FeatureShort block heel, Square toe, Buckled side accents, Calf height shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Totally Edgy Buckled Square Toe Boots in Black | Size: 7 | Leather

Windsor Western Flair Under-The-Knee Boots in Ivory
(3) 5 star rating

Yeehaw to these fun cowboy boots! With a trendy pointed toe and stacked block heel, these under-the-knee boots feature a western-inspired stitched pattern. Made of faux leather for a comfortable fit that will have you dancing all night long! Fit & Features3.5" Stacked block heel, Faux leather material, Western-inspired stitched design, Closed pointed toe, Under-the-knee fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Flair Under-The-Knee Boots in Ivory | Size: 6.5 | Leather

Step Out Platform Block Heel Boots in Black
(2) 4.5 star rating

Step out in these edgy faux leather boots for day or night plans! These under-the-knee stunners are designed to be sleek and bold with a platform sole and block heel that adds trendy height to your look. Fit & FeaturesBlock heel, Square toe, Under-the-knee length, Platform sole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Step Out Platform Block Heel Boots in Black | Size: 10 | Leather

Western Edge Studded Cowboy Boots in Black
(2) 5 star rating

Bring some western edge to your going-out looks with these trendy cowboy boots. Featuring a below-the-knee height, the sleek studded western design will level up your 'fits. Fit & FeaturesStacked block heel, Faux suede material, Studded western design, Pointed toe, Below-the-knee height, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Edge Studded Cowboy Boots in Black | Size: 7 | Faux Suede

Dressy Black Ankle Booties

There’s just something about slipping into a pair of dressy black ankle booties that instantly makes you feel like you can take on the world—or at least the dance floor, the office, or that last-minute dinner date your group chat peer-pressured you into. These beauties are the ultimate ride-or-die for anyone who loves a little edge with their elegance. Whether you’re the queen of the RSVP or the spontaneous bestie who’s always down for “just one more” night out, black ankle booties are that versatile staple you’ll reach for on repeat. Picture this: you’re running late (as usual), you throw on your go-to jeans and a cute top, but it’s the booties that pull it all together, giving you that main character energy. Or maybe you’re leveling up a sleek mini dress for a rooftop party—suddenly, you’re not just arriving, you’re making an entrance. And let’s not forget the power move of pairing them with tailored pants for a boardroom moment that says, “I mean business, but I still know how to have a good time.” The beauty of dressy black ankle booties is that they’re never too much or too little—they’re just right for basically every vibe you want to serve.

When it comes to picking out your perfect pair, think about what makes you feel unstoppable. Are you all about that sky-high heel for a little extra drama, or do you live for a chunky block heel that can keep up from brunch to after-hours? Maybe you’re into sleek pointed toes for a touch of boss energy, or you love a bit of hardware for that subtle “don’t mess with me” statement. The best part? These booties are the ultimate chameleons, ready to dress up your favorite LBD or add a bold twist to a flowy skirt. If you’re shopping for someone else (major bestie points incoming), dressy black ankle booties are a certified crowd-pleaser—think birthday surprises, graduation presents, or just because your BFF deserves to feel like a total icon. They’re the kind of gift that says, “I see your style, and I’m here to hype it up.” Plus, since black goes with literally everything, you never have to stress about matching her wardrobe.

And if your style has a little wild side, don’t sleep on the trend that’s taking over every feed: Black Western Ankle Booties are where classic meets cool-girl cowgirl, perfect for giving your look a bit of yeehaw flair without going full rodeo. No matter where you’re headed—date night, girls’ night, or just strutting your stuff down the street—dressy black ankle booties have your back (and your feet). They’re the secret weapon your closet’s been waiting for, ready to turn every sidewalk into a runway and every moment into a main event. So go ahead, step up, and let your booties do the talking—because you’re not just walking, you’re making moves.

Top Picks For Dressy Black Ankle Booties