Comfortable Black Heeled Booties
Comfortable Black Heeled Booties are the secret weapon your closet’s been craving. Effortlessly chic and endlessly versatile, they’re the kind of shoes that make every outfit look intentional—even when you got dressed in five minutes. Whether you’re heading to brunch, running errands, or dancing all night, these booties bring just the right mix of polish and personality. Pair them with jeans for an easy upgrade or style with your favorite dress when you want to add a little edge. If you’re after comfort without sacrificing style, your search stops here.
$40.90
A pair of black faux leather booties featuring a platform sole, stacked block heel, and cushioned insole.
$44.90 - $46.90
A sleek black faux leather ankle boot with a chunky block heel, platform sole, and side zipper closure.
$29.90
A pair of black faux leather block heels featuring a strappy buckle design and cushioned insole.
$46.90
A sleek black faux leather boot with a pointed toe, kitten heel, and comfortable wide-fit silhouette.
$26.90
A chic black block heel with an ankle strap and zippered back, crafted from faux leather and nubuck.
$45.90
A pair of black faux leather calf-length boots featuring buckled side accents and a square toe design.
$46.90
A sleek pair of black faux leather boots featuring a pointed toe and under-the-knee stiletto heel.
$36.90
A sleek black faux leather bootie with a pointed toe and stiletto heel for elevated style.
$36.90
A bold black satin heel featuring a rhinestone bow, chunky platform, and adjustable ankle straps.
$38.90
A chic pair of black mesh kitten heels featuring a sheer bow, square toe, and adjustable ankle strap.
$30.90
A pair of black faux suede strappy block heels featuring a square toe and adjustable ankle strap.
$48.90
A knee-high black faux leather boot featuring a chunky block heel, square toe, and wide calf design.
$50.90
A pair of black faux leather boots featuring a chunky lug sole, square toe, and under-the-knee cut.
$42.90
A chic pair of black faux suede platform heels featuring a bow strap and cushioned insole for comfort.
$30.90
A chic black nubuck kitten heel featuring a pointed toe, dainty bow, rhinestone charm, and ankle strap.
$42.90
A sleek black faux leather stiletto bootie with a pointed toe and convenient inner zipper closure.
$40.90
A pair of black distressed denim booties featuring a slouchy fit, raw edge finish, and block heel.
$32.90
A pair of black faux suede block heels featuring an oversized statement bow and adjustable ankle strap.
$28.90
A strappy black faux leather kitten heel with a square toe and chic buckle accent.
$34.90
A pair of black nubuck block heels featuring rhinestone-embellished straps and a cushioned insole.
$46.90
A pair of black faux leather under-the-knee boots with chunky lug soles and cushioned insoles.
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Big boot energy only—these tall babes instantly elevate any 'fit. A sleek silhouette with a comfy block heel makes them perfect for day-to-night flexing. Fit & Features3" Stacked block heel, 8" leg opening, 12" shaft height, Platform sole, Round toe, Complete inner zipper closure, Knee-length shaft, Faux leather material, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Steppin Up Block Heel Knee High Boots in Wine | Size: 8.5 | Leather
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 & Feature2” in heel, 7.5” leg opening, 11.5” shaft , 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: 8.5 | Leather
Western, but make it glam. These faux leather cowboy boots mix classic embroidery with studded detailing and a sleek pointed toe—perfect for bachelorettes, country concerts, or costume parties. Fit & Features3.5” stacked block heel, 7.5” leg opening, 12.5” shaft, Pointed toe, side zipper closure, Studded and grommet embellishments, Western-inspired embroidery, Under-the-knee length, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ride or Shine Studded Cowboy Boots in White | Size: 5.5 | Leather
Cold-weather dressing just got elevated. These faux leather boots bring timeless polish with a pointed toe and sleek under-the-knee cut, with a stiletto heel that pairs effortlessly with fall layers. Fit & Features3” stiletto heel, 7.5” leg opening, 15” shaft, Pointed-toe, Side zipper closure, Under-the-knee length, Sleek faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Stance Faux Leather Stiletto Boots in Black | Size: 9
A little vintage, a little modern—these knee-high boots are the ultimate outfit maker. With a smooth faux leather finish, a sturdy block heel, and a platform sole perfect for elevating any outfit. Fit & FeaturesBlock heel, Square toe, Side zipper closure, Knee-high shaft, Side zipper closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Retro Rise Knee High Platform Boots in Brown | Size: 8.5 | Leather
Your fall-to-winter uniform starts here. These faux fur booties keep things snug and stylish with a soft faux fur lining and a wear-everywhere flat sole. Perfect for morning coffee runs, lazy Sundays, or that “I just look effortlessly cute” vibe. Fit & Features7” leg opening, 8” shaft height, Round toe, Above-the-ankle length, Allover faux fur material, Soft fuzzy faux fur lining, Flat sole, traction bottom, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cuffed Up Faux Fur Booties in Brown | Size: 11
Scoot and move it in true Western style at festivals and concerts in these studded cowboy boots! Fit & Features3.5" Stacked block heel, Pointed toe, Western-inspired pattern, studded trim, Mid-shaft length, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Moving Along Studded Cowboy Boots in Brown | Size: 9 | Faux Suede
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 | Size: 7
Go big, go fuzzy, go bold—these faux fur boots bring all the drama your outfit’s been waiting for. Perfect for stepping out, staying cozy, or just making every entrance feel like a moment. Fit & FeaturesPlush faux fur fabrication, Below-the-knee length, Round toe, Flat insole, Slip-on design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Drama Queen Faux Fur Boots in Ivory | Size: 11
Statement boots, but make them cozy glam. These faux leather stilettos are finished with plush faux fur trim for a bold mix of edge and luxe—perfect for nights out when you want your shoes to do the talking. Fit & FeaturesStiletto heel, Pointed toe, Faux fur cuff, Sleek under-the-knee length shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Night Luxe Faux Fur Stiletto Boots in Black | Size: 9 | Leather