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.
$26.90
A chic black low block heel with a zippered back and ankle strap in faux leather.
$28.90
A sleek black nubuck stiletto heel featuring a square toe and adjustable thin straps.
$36.90
A sleek black slingback pump featuring a satin bow, rhinestone accents, and a pointed toe design.
$36.90
A bold black satin heel featuring a rhinestone bow, chunky platform, and adjustable ankle straps.
$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 suede strappy block heels with a cushioned insole and adjustable ankle strap.
$42.90
A chic pair of black faux suede platform heels featuring a bow strap and cushioned insole for comfort.
$32.90
A pair of black faux suede block heels featuring an oversized statement bow and adjustable ankle strap.
$30.90
A black faux suede block heel sandal featuring a twist strap with hardware trim and adjustable ankle strap.
$36.90
A black lace mesh heel with a satin bow, pointed toe, and adjustable ankle strap for elegance.
$34.90
A pair of black nubuck block heels featuring rhinestone-embellished straps and a cushioned insole.
$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.
$30.90
A pair of black faux leather heels featuring a square toe, kitten stiletto heel, and adjustable ankle strap.
$32.90
A pair of black satin stiletto heels featuring square toes, sleek straps, and statement back bows.
$38.90
A chic pair of black mesh kitten heels featuring a sheer bow, square toe, and adjustable ankle strap.
$40.90
A pair of black faux suede mule heels adorned with rhinestones and an oversized statement bow accent.
$30.90
A sleek black faux leather stiletto heel featuring gold heart accents and adjustable strappy ankle straps.
$40.90
A black rhinestone stiletto heel featuring an open almond toe and adjustable ankle strap for elegance.
$30.90
A chic black nubuck kitten heel featuring a pointed toe, dainty bow, rhinestone charm, and ankle strap.
$36.90
A black block heel with twisted rhinestone straps and an adjustable ankle buckle for dazzling evenings.
$28.90
A chic black faux leather kitten heel featuring dainty strappy design, square toe, and buckle accent.
$34.90
A sleek black faux leather stiletto pump featuring a pointed toe and chic side cutout design.
$36.90
A black faux leather mule heel featuring a sheer mesh bow strap and lightly cushioned insole.
$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.
$36.90
A sleek black faux leather stiletto featuring whipstitch details, pointed toe, and adjustable ankle strap.
$30.90
A black faux leather slingback heel adorned with rhinestones and a chic pointed toe.
$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.
$38.90
A black faux leather stiletto heel featuring grommet studs, pointed toe, and adjustable slingback strap.
$36.90
A glamorous black glitter mesh platform heel featuring a rhinestone bow strap and cushioned insole.
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Step out in style in these chic low block heels! Create the perfect stylish graduation outfit or gorgeous prom look in these comfortable heels. This open-toe design features a stylish ankle strap detail with a zipper-closed back on a trendy block heel. The lower heel silhouette creates a supportive and comfy fit, perfect to wear with a semi-formal gown or dressy pant outfit. Fit & FeaturesZippered closed back , Ankle strap strap, Open almond toe , Single strap over the toe, Low block heel , Faux leather and nubuck material , Luxe fit cushioned insole, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Smooth And Sleek Block Heels in Black | Size: 5.5 | Leather/Nubuck
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
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
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: 10
Shine with every step—these strappy block heels bring the glam with glittery straps and a sturdy heel that’s perfect for dancing all night. Chic, comfy, and totally party-approved. Fit & FeaturesBlock heel, Almond toe, Rhinestone-embellished straps, Closed ankle, back zipper closure, Luxe fit cushioned insole, Glitter material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Starlight Steps Strappy Block Heels in Gold | Size: 6.5 | Rhinestone
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
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: 8 | 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: 8 | Faux Suede/Leather
Flirty meets fancy in the sweetest way. These mesh bow kitten heels give you a square toe for a modern look and a low heel that makes them perfect for day or night styling! Fit & Features3" Kitten heel, Square toe, Sheer mesh toe bow strap, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty And Fancy Mesh Bow Kitten Heels in Black | Size: 8 | Sheer Mesh Fabric