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.
$44.90
A sleek black faux leather ankle boot with a chunky block heel, platform sole, and side zipper closure.
$48.90
A sleek black faux leather ankle bootie featuring a chunky platform sole and elastic gore design.
$29.90
A pair of black faux leather block heels featuring a strappy buckle design and cushioned insole.
$26.90
A chic black low block heel with an ankle strap and zippered back in 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.
$28.90
A pair of black faux leather strappy block heels featuring a 3" round heel and cushioned insole.
$36.90
A sleek black faux leather bootie with a pointed toe and stiletto heel for elevated style.
$38.90
A chic pair of black mesh kitten heels featuring a sheer bow, square toe, and adjustable ankle strap.
$50.90
A pair of black faux leather boots featuring a chunky lug sole, square toe, and under-the-knee cut.
$40.90
A pair of black distressed denim booties featuring a slouchy fit, raw edge finish, and block heel.
$42.90
A chic black faux suede platform heel featuring a trendy 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 bootie featuring a pointed toe, sculpted stiletto heel, and inner zipper closure.
$28.90
A strappy black faux leather kitten heel with a square toe and chic buckle accent.
$36.90
A bold black satin heel featuring a rhinestone bow, chunky platform, and adjustable ankle straps.
$30.90
A pair of black faux suede strappy block heels featuring a square toe and adjustable ankle strap.
$34.90
A pair of black nubuck block heels featuring rhinestone-embellished straps and a cushioned insole.
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These heels understood the assignment—flirty, chic, and ready to turn heads. With strappy detailing and a comfy block heel, they’re made for rooftop hangs, brunch dates, and everything in between. Fit & FeaturesBlock heel, Open square-shaped toe, Asymmetric strappy design, Adjustable ankle strap with buckle detail, Faux leather material, padded insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirt Mode Activated Strappy Block Heels in White | Size: 10 | Leather
From daytime outings to nights out, these thong heels are perfect for dressing up any look for every occasion! Fit & Features2" short kitten heel, Square toe, Thin thong toe strap, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Feeling Chic Thong Square Toe Heels in Wine | Size: 7 | Leather
Give your outfits some cuteness in these strappy block heels, perfect for pairing with your favorite bottoms or dresses! Fit & Features3" Round block heel, Square toe, Strappy design, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Much Personality Strappy Block Heels in Black | Size: 7.5 | Leather
A pair of strappy block heels with a trendy toe ring trim that gives every outfit a sweet look! Fit & Features2.5" Block heel, Square toe, Strappy design, Toe ring trim, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Attraction Toe Ring Strappy Block Heels in Tan | Size: 6.5 | Leather
Minimal Mood Faux Suede Kitten Heels in Camel
$11.97 $28.90
59% off
Less is more, babe. These faux suede kitten heels keep it simple with slim straps and a sleek silhouette—aka the perfect pair for elevating jeans, dresses, and every OOTD in between. Fit & Features3" Kitten heel, Square toe, Thong strappy design, Soft faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Minimal Mood Faux Suede Kitten Heels in Camel | Size: 8.5
Bring all the glamour in these block heels that shimmer with rhinestone embellishments and metallic trim! Fit & Features2.5" Block heel with rhinestone embellishments, Square toe, Rhinestone-embellished strap design, Cushioned insole, Adjustable ankle strap, buckle closure, Metallic material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bring The Glam Rhinestone Block Heels in Gold | Size: 7
A little polished, a little playful—these patent heels bring major charm with a pointed toe, dainty bow detail, and ankle strap that ties it all together. Perfect for dinner dates or dressing up denim. Fit & FeaturesKitten heel, Closed pointed toe with bow and rhinestone charm accent, Adjustable ankle strap with buckle closure, Red and nude are patent faux leather material, Black is nubuck material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Point Kitten Bow Heels in Beige | Size: 10 | Leather/Nubuck/Rhinestone
Flirty from every angle. These satin stiletto heels bring sleek sophistication with a playful twist—square toes, glossy finish, and statement back bows made to steal the spotlight (subtly, of course).Fit & Features3.5" Stiletto heel, Square toe, Sleek straps, Back bow, Closed ankle, adjustable strap with buckle closure, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Finish Satin Bow Heels in Black | Size: 10 | Satin Fabric
Minimal straps, max impact. These block heel mules are made for everything from rooftop drinks to girls’ night glam, with a shiny toe ring detail that adds a unique flair. Fit & Features3" Block heel, Square toe, Toe ring strap detail, Sleek strappy design, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking Pretty Toe Ring Heels in Camel | Size: 7 | Leather
These heels didn’t come to play. With sleek straps and rhinestone sparkle, this block heel is made for grand entrances, dancing, and outfits that deserve extra shine. Fit & FeaturesBlock heel, Square toe, Asymmetrical straps, Rhinestone embellishments, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Strut In Style Rhinestone Block Heels in Silver | Size: 10 | Leather/Rhinestone