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 block heel with an open-toe design, ankle strap, and cushioned insole for comfort.
$32.90
A chic black faux leather block heel with rhinestone straps and a comfortable padded insole.
$28.90
A sleek black nubuck stiletto heel featuring a square toe and adjustable thin straps.
$28.90
A chic pair of black faux leather platform block heels with a strappy design and cushioned insole.
$28.90
A chic pair of black faux leather block heels featuring a strappy design and cushioned insole.
$32.90
A black faux suede platform heel featuring criss-cross straps, block heel, and a cushioned insole.
$28.90
A sophisticated pair of black strappy kitten heels featuring a square toe and wrap-around adjustable ankle strap.
$30.90
A chic black faux nubuck platform heel with an adjustable ankle strap and cushioned insole.
$32.90
A black glitter mesh platform heel featuring rhinestone straps and an adjustable ankle buckle closure.
$28.90
A chic pair of black block heels featuring a strappy toe design and adjustable ankle strap.
$32.90
A glamorous black block heel with rhinestone straps and adjustable ankle buckle for special occasions.
$32.90
A stylish pair of black platform heels featuring sleek faux leather straps and unique cork material.
$30.90
A chic black nubuck slingback pump with a trendy buckle strap and sleek pointed toe.
$24.90
A chic pair of black faux leather kitten heels featuring strappy design and adjustable ankle buckle closure.
$28.90
A black block heel mule featuring a sheer floral-embroidered lace strap and cushioned linen insole.
$34.90
A chic black faux leather mule featuring a stiletto heel, square toe, and trendy buckle accent.
$30.90
A chic black platform heel with criss-cross straps and a cushioned insole in faux nubuck.
$32.90
A chic black platform block heel featuring a unique eyelet crisscross strap and adjustable ankle buckle.
$32.90
A chic black platform heel with rhinestone bow strap and faux nubuck material, perfect for special occasions.
$24.90
A sleek black faux leather mule featuring a thong strap, buckle detail, and comfortable kitten heel.
$32.90
A black block heel featuring a puffy rhinestone-embellished strap and adjustable ankle buckle closure.
$35.90
A chic pair of black stiletto heels featuring a rhinestone-embellished spiral strap for formal occasions.
$24.90
A chic pair of black faux leather mules featuring criss-cross buckle straps and a kitten heel.
$30.90
A sleek black stiletto heel with a trendy buckle accent and adjustable ankle strap in faux leather.
$39.90
A pair of black faux leather block heels featuring rhinestone strappy design and adjustable ankle straps.
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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
Keep your night-out look stunning in these sparkly rhinestone block heels. They feature an open almond toe, a rhinestone-adorned toe and ankle strap, a back zipper closure, and a block heel. Style these fab shoes with a little black dress to add a hint of glam. Fit & FeaturesOpen almond toe, Rhinestone embellished toe and ankle strap, Back zipper closure, Block heel, Luxe fit cushioned insole, Glitter mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkle Stunner Rhinestone Block Heels in Silver | Size: 7 | Rhinestone/Mesh Fabric
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: 5.5 | Leather/Faux Nubuck/Rhinestone
Sparkle up the scene at your next formal affair in these rhinestone strappy faux leather block heels! They feature an open square-shaped toe, a glitzy rhinestone-adorned strappy design with a chic center knotted detail, a thin adjustable ankle strap with a buckle closure, a closed back, a padded insole for comfortable wear, and a sturdy block heel. Style with the matching clutch for a seamless glam look! Shop Matching Clutch: Sparkle Scene Rhinestone Foldover ClutchFit & Features4.5" Block heel, Faux leather upper, Open square toe, Rhinestone strappy design with knotted detail, Adjustable ankle strap with buckle closure, Closed back, luxe fit padded insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkle Scene Rhinestone Strappy Faux Leather Block Heels in Black | Size: 6.5 | Leather/Rhinestone
Step into these chic block heels showcasing a strappy toe design secured with an adjustable ankle strap with buckle closure. Fit & FeaturesBlock heel, Square toe, Strappy toe design, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Step Into Chic Strappy Block Heels in Black | Size: 8.5 | Leather
Dress up any look with these chic strappy block heels for brunch, parties, and date nights! The heels are designed with a sleek square toe, closed ankle, and adjustable buckle strap that secures the style. Complete the look with a clutch. Fit & Features3.5" Block heel, Square toe, Strappy design, Closed ankle, adjustable buckle strap, Luxe fit cushioned insole, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Elevated Strappy Block Heels in Ivory | Size: 7.5 | Faux Suede
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
The perfect glam block heels for the girl who loves to sparkle! They feature sparkling rhinestone embellished asymmetrical straps and a luxe fit cushioned insole. Complete the look with a clutch. Fit & Features3.5" Block heel, Almond toe, Rhinestone embellished straps, Back zipper closure, closed ankle, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Love To Sparkle Rhinestone Strap Block Heels in Silver | Size: 8.5 | Leather/Rhinestone
Make everyone starstruck when you're in these block heels showcasing rhinestone embellished straps for a glamorous look! Fit & Features2.5" Block heel, Square toe, Rhinestone embellished strappy design, Closed ankle, adjustable ankle strap, buckle closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor A-List Glam Rhinestone Strappy Block Heels in Beige | Size: 5.5
Perfect for any occasion, these block heels add the prettiest allure to your look! These stunning heels feature a delicate chiffon bow and a sleek satin finish. Fit & Features2" Block heel, Square toe, wide toe strap, Back chiffon bow, Closed ankle, adjustable ankle strap, rhinestone buckle closure, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Pretty Chiffon Bow Satin Block Heels in Pink | Size: 10 | Chiffon/Rhinestone/Satin Fabric
Comfortable Black Dress Heels
Let’s be real: nothing says “main character energy” quite like stepping out in a pair of comfortable black dress heels that look as good as they feel. Whether you’re conquering the dance floor, slaying a big presentation, or just living your best life at brunch, these are the shoes that have your back (and your feet). The right pair can instantly level up your vibe, giving you that unstoppable confidence to take on whatever comes your way. We all know the heartbreak of falling for a killer pair of heels, only to end up limping home at the end of the night—no one has time for that. That’s why comfort isn’t just a bonus, it’s non-negotiable. Think plush cushioning, supportive arches, and just the right amount of give in the straps. You want to feel like you’re floating through every moment, not counting down the minutes until you can kick your shoes off. And let’s talk about versatility: black dress heels are the ultimate wardrobe chameleons. They’re the BFF that never lets you down, ready to pull together your favorite little black dress for date night, add a touch of polish to your go-to jeans, or elevate a power suit for that “I’ve got this” energy.
Comfortable black dress heels are also the ultimate gift for your ride-or-die bestie, your sister who’s always on the go, or even your mom who deserves a little glam with her comfort. They’re the kind of gift that says, “I see you, I love your style, and I want you to feel amazing every step of the way.” Picture this: your best friend opens the box, her face lights up, and suddenly you’re both planning where you’ll wear them first—maybe a spontaneous girls’ night out, maybe that rooftop party you’ve been eyeing, or maybe just because you both know life’s too short for boring shoes. And for the girl who’s always running from one adventure to the next, these heels are the secret weapon she didn’t know she needed. Whether she’s hustling through a packed schedule or making memories on a night out, she’ll thank you for giving her the gift of comfort without sacrificing style. It’s the kind of present that keeps on giving, one strut at a time.
When it comes to choosing your perfect pair, pay attention to the details that make all the difference. Look for soft linings that pamper your feet, adjustable straps that give you the perfect fit, and heel heights that match your comfort zone—whether you’re all about that sky-high drama or prefer to keep things a little more grounded. If you’re looking for a style that brings serious comfort with a little extra support, check out our collection of Comfortable Black Block Heels for options that are as sturdy as they are stylish. Remember, the best dress heels don’t just look good—they make you feel unstoppable, ready to take on whatever the day (or night) throws your way. So go ahead, treat yourself to a pair that’ll have you dancing until last call, strutting through the city, or just owning your everyday moments. With the right heels, you’re not just stepping out—you’re making an entrance every single time.