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.
$32.90
A black faux leather stiletto pump featuring sheer lace trim and a chic slingback ribbon bow accent.
$30.90
A pair of black faux leather heels featuring a square toe, kitten stiletto heel, and adjustable ankle strap.
$28.90
A sleek black nubuck stiletto heel with a square toe and adjustable thin straps.
$36.90
A chic black slingback pump featuring a satin bow, rhinestone accents, and a sleek pointed toe.
$30.90
A pair of black faux suede strappy block heels with a cushioned insole and adjustable ankle strap.
$34.90
A pair of black nubuck block heels featuring rhinestone-embellished straps and a cushioned insole.
$36.90
A black lace mesh heel with a satin bow, pointed toe, and adjustable ankle strap for elegance.
$29.90
A pair of black faux leather block heels featuring a strappy buckle design and cushioned insole.
$30.90
A chic black faux nubuck platform heel with an adjustable ankle strap and cushioned insole.
$40.90
A pair of black faux suede mule heels adorned with rhinestones and an oversized statement bow accent.
$40.90
A black rhinestone stiletto heel featuring an open almond toe and adjustable ankle strap for elegance.
$30.90
A sleek black faux leather stiletto heel featuring gold heart accents and delicate adjustable ankle straps.
$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 for a flirty touch.
$36.90
A sky-high 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.
$36.90
A sleek black faux leather stiletto heel featuring whipstitch details, pointed toe, and adjustable ankle strap.
$32.90
A black satin stiletto heel featuring sparkling rhinestone buckles and minimalist faux-leather straps.
$32.90
A sleek black faux leather mule heel featuring a pointed toe and bold buckled strap with grommets.
$32.90
A sleek pair of black lace-up stiletto heels featuring a pointed toe and strappy ankle design.
$28.90
A sleek black faux leather stiletto heel featuring a strappy design and adjustable ankle strap.
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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 Silver | Size: 8.5
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: 8.5 | Satin Fabric
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 Brown | Size: 7.5
Polished, playful, and perfectly tied. These satin block heels bring the glam with a rhinestone bow accent that adds just the right touch of sparkle to any dressy occasion. Fit & Features3.5" Block heel, Almond toe, Statement bow strap, Closed ankle, adjustable ankle strap, buckle closure, Luxe fit cushioned insole, Rhinestone-embellished satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Stunner Bow Heels in Wine | Size: 7 | Rhinestone/Satin Fabric
Step in and let the sparkle do the talking. These metallic rhinestone strappy block heels bring instant polish with a walkable feel that works for formals, dressy events, and last-minute plans. Fit & Features4" Block heel, Square toe, Rhinestone asymmetrical strappy design, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Metallic material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dance Floor Dazzle Rhinestone Block Heels in Gold | Size: 7.5
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
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
The go-with-everything heel your closet’s been waiting for. These strappy block heels bring that clean, minimalist vibe with all-day comfort—because chic shouldn’t come with a time limit. Fit & Features3" Block heel, Square toe, strappy design, Closed ankle, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Step Strappy Block Heels in Black | Size: 8.5 | Faux Suede
These heels said “rom-com crush” and meant it. The dainty straps and dreamy shape make them perfect for twirling through plans, petals, and pretty much anything pastel. Fit & FeaturesStiletto kitten heel, Square toe, Strappy design with a buckle accent, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Butterflies and Brunch Kitten Heels in Wine | Size: 7 | Leather