Comfortable Black Heels
Step into the spotlight and let your feet do the talking with comfortable black heels that effortlessly blend style with ease. Whether you're dancing the night away or strutting through your daily hustle, these heels are your trusty sidekicks, ready to conquer every adventure. Perfect for adding that touch of elegance to any outfit, they're your go-to for turning heads and making a statement without breaking a sweat. Slide into these beauties and watch as comfort meets chic in the most fabulous way possible!
$28.90
A pair of black strappy kitten heels featuring a square toe and wrap-around adjustable ankle strap.
$28.90
A pair of black faux leather strappy block heels featuring a 3" round heel and cushioned insole.
$30.90
A chic black faux nubuck platform heel with an adjustable ankle strap and cushioned insole.
$28.90
A sleek black nubuck stiletto heel featuring a square toe and adjustable thin straps.
$26.90
A chic pair of black faux leather block heels featuring a trendy toe ring and strappy design.
$30.90
A chic black faux nubuck platform heel with criss-cross straps and a tall block heel.
$26.90
A black block heel mule featuring dual straps, sparkling rhinestone buckles, and a cushioned insole.
$28.90
A black block heel mule featuring a sheer floral lace strap and cushioned insole for chic comfort.
$24.90
A chic pair of black faux leather kitten heels featuring strappy design and adjustable ankle buckle closure.
$34.90
A chic black faux leather mule featuring a stiletto heel, square toe, and trendy buckle accent.
$24.90
A sleek black faux leather mule featuring a thong strap, buckle detail, and comfortable kitten heel.
$30.90
A sleek black stiletto heel with a trendy buckle accent and adjustable ankle strap in faux leather.
$26.90
A black faux leather wedge featuring a metal toe ring, strappy design, and modern square toe.
$32.90
A black faux suede wedge heel adorned with rhinestone-embellished straps and an 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.
$32.90
A stylish pair of black platform block heels featuring a unique eyelet crisscross strap and adjustable ankle strap.
$39.90
A pair of black faux leather block heels featuring rhinestone strappy design and adjustable ankle straps.
$26.90
A chic pair of black faux leather wedge heels featuring strappy design and an eye-catching buckle accent.
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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: 7 | 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
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
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
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
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
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
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
Comfortable Black Heels
When it comes to curating the ultimate shoe collection, every Windsor girl knows that comfortable black heels are the real MVPs. These are the shoes that have seen you through first dates, late-night dance floors, marathon workdays, and every spontaneous adventure in between. There’s just something about slipping into a pair of black comfortable heels that instantly levels up your confidence—like you could conquer the world, or at least the boardroom, with a single click of your heel. Whether you’re the girl who lives in denim or the one who never met a mini dress she didn’t love, comfortable black heels closed toe or open, chunky or sleek, are the secret weapon that pulls every look together. They’re the ultimate chameleons—polished enough for your 9-to-5 hustle, yet bold enough to keep up with your after-hours plans. And let’s be honest, if you’re gifting a pair of black closed toe heels comfortable enough to wear all night, you’re basically giving the gift of endless possibilities (and zero blisters).
Finding the best comfortable black heels isn’t just about style points—it’s about making sure your shoes work as hard as you do. Think plush insoles that feel like a cloud, sturdy block heels that won’t wobble on city sidewalks, and silhouettes that flatter every fit from tailored trousers to your favorite little black dress. Maybe you’re the boss babe who needs to power through back-to-back meetings without a single wince, or maybe you’re the life of the party who refuses to let sore feet slow you down. Either way, you deserve black heels comfortable enough to keep up with your energy and fearless enough to make a statement. Closed toe styles are perfect for those moments when you want a little extra polish—think job interviews, family gatherings, or any event where you want to look like you’ve got it all together (even if you hit snooze three times this morning). And for the friend who’s always the last to leave the party, a pair of black comfortable heels is the ultimate upgrade to her shoe game—trust us, she’ll thank you when she’s still dancing at midnight.
Of course, comfort doesn’t mean boring—far from it. These are the shoes that let you strut, twirl, and take on the world without missing a beat. Picture this: you, in your favorite fit, stepping out in comfortable black heels closed toe and feeling like an absolute icon. Whether you’re running errands, heading to brunch, or making an entrance at a rooftop soirée, these heels have your back (and your feet). And if you’ve got your eye on something with a little extra height, don’t forget to check out our Comfortable Black Platform Heels for that perfect blend of drama and all-day wearability. Because at the end of the day, your shoes should lift you up—literally and figuratively. So go ahead, treat yourself (or your bestie) to the black heels comfortable enough for every plan on your calendar. With these in your rotation, you’re ready for anything—no permission slips required.