Comfortable Black Dress Heels
Comfortable black dress heels are the ultimate ride-or-die for every Windsor girl who’s ready to slay from brunch dates to dance floors—no outfit changes required. When you want all eyes on you (and your killer moves), these heels have your back, letting you own every moment without missing a beat. Ready to step up your style game and keep it comfy? Slip into a pair and let the compliments roll in—your next-level confidence starts from the ground up.
$28.90
A sleek black nubuck stiletto with a square toe and adjustable ankle strap for stylish outings.
$36.90
A black slingback pump featuring a satin bow, rhinestone accents, and a sleek pointed toe.
$36.90
A bold black satin heel featuring a rhinestone-embellished bow, chunky platform, and adjustable ankle straps.
$34.90
A pair of black nubuck block heels featuring rhinestone-embellished straps and a cushioned insole.
$42.90
A chic pair of black faux suede platform heels featuring a bow strap and cushioned insole for comfort.
$29.90
A pair of black faux leather block heels featuring a strappy buckle design and cushioned insole.
$30.90
A chic pair of black faux nubuck platform heels with an adjustable ankle strap and block heel.
$30.90
A chic pair of black faux leather heels featuring a square toe and adjustable ankle strap.
$30.90
A chic black nubuck kitten heel featuring a pointed toe, dainty bow, rhinestone charm, and ankle strap.
$28.90
A chic black faux leather kitten heel featuring dainty strappy design, square toe, and buckle accent.
$36.90
A chic black mule heel featuring a sheer mesh bow strap and faux leather stiletto design.
$30.90
A black faux leather slingback heel adorned with rhinestones and a chic pointed toe.
$36.90
A glamorous black glitter mesh platform heel featuring a rhinestone bow strap and cushioned insole.
$38.90
A black faux leather stiletto heel featuring grommet studs, pointed toe, and adjustable slingback strap.
$36.90
A sleek black stiletto heel featuring a sheer mesh upper and faux leather with an adjustable ankle strap.
$32.90
A sleek black patent faux leather stiletto featuring strappy sling-back design and adjustable buckle detail.
$32.90
A sleek black faux leather mule heel featuring a pointed toe and wide buckled strap with grommets.
$32.90
A black satin stiletto heel featuring sparkling rhinestone buckles and minimalist faux-leather straps.
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Every step will look so glam in these rhinestone block heels featuring a statement bow and a luxe fit insole for comfort. Pair with a clutch. Fit & Features3" Block heel, Almond toe, Adjustable ankle strap, buckle closure, Luxe fit breathable cushioned insole, Rhinestones, Bow accent, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Endless Glam Rhinestone Bow Block Heels in Gold | Size: 7
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
Wrapped up and runway ready. These satin block heels bring the drama with oversized bows and sleek ankle straps that command attention from every angle. Perfect for weddings, shower celebrations, or any occasion where your outfit needs a touch of flair. Fit & Features4" Structured block heel, Square toe design, Statement bow detail, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Put A Bow On It Satin Heels in Light Blue | Size: 10 | Satin Fabric
The kind of heels that make an entrance—bold, glossy, and totally poised for the spotlight. A rhinestone bow steals the scene, while the satin finish and chunky platform keep every step feeling luxe and confident. Fit & FeaturesBlock heel, platform sole, Open square-shaped toe, Toe strap with statement bow, center rhinestone embellishments, Thin adjustable ankle and heel straps, buckle detail, Satin material, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor RSVP Luxe Rhinestone Bow Satin Heels in Black | Size: 6 | Rhinestone/Satin Fabric
These chic heels bring the drama with oversized bow details and a bold block heel—perfect for pairing with any dressy or formal look! Fit & Features4" Block heel, Square toe, Statement bow, Adjustable ankle strap with buckle closure, Cushioned insole, Wine and Nude colors: Patent faux leather material, Black color: Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make A Statement Bow Block Heels in Wine | Size: 6.5 | Faux Suede/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: 7 | Leather/Rhinestone
All eyes on your shoes—these rhinestone strap block heels bring the sparkle with a luxe fit and cushioned insole for dancing and fashionable struts. Fit & Features3.5" Block heel, Almond toe, Rhinestone-embellished straps, Closed ankle, adjustable strap with buckle closure, Platform sole, luxe fit cushioned insole, Nubuck material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glow Getter Rhinestone Block Heels in Black | Size: 7 | Nubuck/Rhinestone
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 Red | Size: 10 | Leather/Nubuck/Rhinestone
Designed to dazzle, destined to be noticed. These glitter block heels bring high-shine elegance with rhinestone bows that add the perfect luxe touch to any night-out moment. Fit & FeaturesBlock heel, Glitter mesh material, Open almond-shaped toe, Multi-strap design, rhinestone bow accent, Thin adjustable ankle strap, buckle detail, closed back, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Starlit Glam Rhinestone Bow Glitter Block Heels in Silver | Size: 7 | Rhinestone/Mesh Fabric