Comfortable Black Kitten Heels

Comfortable black kitten heels are your secret weapon for turning every sidewalk into a runway—without sacrificing a single ounce of comfort. Whether you’re bossing up at work, heading out for drinks, or dancing the night away, these little beauties bring the perfect blend of sass and sophistication to any vibe. Slip into a pair and watch your confidence soar—you’ll be serving looks (and lasting all day) like the true Windsor girl you are.

Read More
Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort

$28.90

A chic pair of black strappy kitten heels featuring a square toe and wrap-around adjustable ankle strap.

$30.90

A black faux leather slingback heel adorned with rhinestones and a chic pointed toe.

$24.90

5 star rating

A chic pair of black faux leather kitten heels featuring strappy design and adjustable ankle buckle closure.

$24.90

5 star rating

A sleek black faux leather mule featuring a thong strap, buckle detail, and comfortable kitten heel.

$30.90

5 star rating

A sleek black faux leather stiletto with a square toe and adjustable ankle strap for polished style.

Loading...
Filters

Now Trending

Glam Up Rhinestone Strappy Low Block Heels in Silver
(11) 4.5454545 star rating

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

So Much Personality Strappy Block Heels in Black
(4) 4.75 star rating

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

Windsor Sweet Attraction Toe Ring Strappy Block Heels in White
(3) 5 star rating

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

Windsor Butterfly Kisses Rhinestone Metallic Heels in Gold
(2) 5 star rating

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 The Glam Rhinestone Block Heels in Gold
(2) 5 star rating

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

Feeling Chic Thong Square Toe Heels in Pink
(2) 5 star rating

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

Tied Together Strappy Kitten Heels in Black
(2) 5 star rating

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

Windsor Walking Pretty Toe Ring Heels in White
(2) 4.5 star rating

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
(1) 5 star rating

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

Starlit Glam Rhinestone Bow Glitter Block Heels in Silver
(1) 5 star rating

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 Kitten Heels

When it comes to blending style with pure, unapologetic comfort, black comfy kitten heels are the ultimate secret weapon in your shoe arsenal. These little beauties are the definition of “best of both worlds”—they give you just enough lift to keep your confidence sky-high, but never at the expense of your toes or your sanity. Imagine strutting into your bestie’s birthday dinner, gliding across the dance floor at a rooftop party, or crushing that big presentation at work, all while feeling like you’re walking on clouds. That’s the magic of a great pair of comfortable black kitten heels: they’re the shoes you reach for when you want to look put-together but refuse to sacrifice comfort (because blister drama is so last year). Whether you’re the girl who lives for a power lunch, the one who’s always first on the RSVP list, or the low-key legend who turns every coffee run into a mini runway, these heels have your back—and your feet.

Black comfy kitten heels are also the ultimate “just because” gift for your favorite fashionista, your work wife, or even your mom (because she deserves to feel as fabulous as she makes you feel). They’re versatile enough to go from jeans and a tee to a slinky dress without missing a beat, making them a wardrobe staple that earns its keep every single day. Picture this: you’re running late for a night out, you throw on your go-to LBD, and slip into your comfiest kitten heels—suddenly, you’re ready for anything, from spontaneous karaoke sessions to late-night taco runs. And if you’re the type who likes to keep her look on point from morning meetings to after-hours adventures, you already know the power of a heel that doesn’t quit before you do. The right pair will have you feeling unstoppable, with just the right amount of sass and zero regrets. For those who want even more options to mix and match with their favorite fits, check out the full lineup of Comfortable Black Heels—because a girl can never have too many ways to slay.

What makes these heels a must-have is their ability to adapt to every vibe and every mood. Whether you’re channeling classic Audrey Hepburn energy or going full-on modern glam, there’s a pair that’ll match your style and keep you comfy all day (and night) long. The kitten heel is your BFF for those marathon days when you’re running from the office to happy hour, or when your calendar is stacked with back-to-back events and you need a shoe that won’t bail on you halfway through. They’re also a lifesaver for anyone who’s over sacrificing comfort for style—because who says you can’t have both? Slip into a pair, and suddenly you’re that girl: the one who looks effortlessly chic, has endless energy, and never has to stash a pair of flats in her bag “just in case.” Black comfy kitten heels are more than just a shoe—they’re a vibe, a mood, and a total confidence booster. So, whether you’re gifting them to your ride-or-die, treating yourself, or just looking for a little pick-me-up for your wardrobe, you can count on these heels to keep you looking and feeling fabulous, no matter where the day (or night) takes you.

Top Picks For Comfortable Black Kitten Heels