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 heel featuring a square toe and adjustable thin straps.
$30.90
A chic black faux nubuck platform heel with an adjustable ankle strap and cushioned insole.
$28.90
A chic pair of black faux leather block heels featuring a strappy design and cushioned insole.
$30.90
A chic black platform heel with criss-cross straps and a cushioned insole in faux nubuck.
$9.97 $24.90 60% off
A sleek black faux leather mule featuring a thong strap, buckle detail, and comfortable kitten heel.
$34.90
A chic black faux leather mule featuring a stiletto heel, square toe, and trendy buckle accent.
$9.97 $24.90 60% off
A chic pair of black faux leather kitten heels featuring strappy design and adjustable ankle buckle closure.
$9.97 $28.90 66% off
A pair of black strappy kitten heels featuring a square toe and wrap-around adjustable ankle strap.
$9.97 $39.90 75% off
A black faux leather block heel featuring rhinestone strappy design, adjustable ankle straps, and platform sole.
$9.97 $32.90 70% off
A chic black platform block heel featuring a unique eyelet crisscross strap and adjustable ankle buckle.
$9.97 $24.90 60% off
A chic pair of black faux leather mules with criss-cross buckle straps and a kitten heel.
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Amp up the glamour while still keeping it comfortable in these low block heels featuring an open square-shaped toe, a thin asymmetric strappy design accented with mini rhinestone embellishments for a pretty sparkle, and an adjustable ankle strap. Pair with your fave clutch! Fit & Features2.5" Low block heel, Open square toe, Asymmetric strappy design, mini rhinestones, Adjustable ankle strap with buckle detail, Closed back, faux leather padded insole, Black heels are faux nubuck, Gold and silver heels are faux leather, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Up Rhinestone Strappy Low Block Heels in Silver | Size: 6.5 | Leather/Faux Nubuck/Rhinestone
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 White | Size: 10 | Leather
Bring all the glamour in these block heels that shimmer with rhinestone embellishments and metallic trim! Fit & FeaturesBlock 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
These rhinestone strap mules are topped with a whimsical butterfly detail for that perfect mix of dainty and glam, ready to float from dinner dates to dance floors. Fit & FeaturesStiletto heel, Square toe, Rhinestone-embellished straps, butterfly accents, Metallic faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Butterfly Kisses Rhinestone Metallic Heels in Gold | Size: 8 | Leather/Rhinestone
Tied Together Strappy Kitten Heels in Black
$9.97 $24.90
60% off
Tie your look with these strappy kitten heels, perfect for styling day or night! Fit & FeaturesKitten heel, Square toe, Strappy design, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Tied Together Strappy Kitten Heels in Black | Size: 7 | 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 Pink | Size: 9 | Leather
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 White | Size: 6 | Leather
Flirt Mode Activated Strappy Block Heels in Light Blue
$9.97 $30.90
68% off
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 Light Blue | Size: 7.5 | Leather
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: 6 | Rhinestone/Mesh Fabric