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.

Show Filters

Sort: Recommended

Size

Color

Price

All Filters

27 results

Sort

Sweet Point Kitten Bow Heels in Black

$30.90

A chic black nubuck kitten heel featuring a pointed toe, dainty bow, rhinestone charm, and ankle strap.

She Came to Sparkle Slingback Heels in Black

$30.90

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

Feeling Chic Thong Square Toe Heels in Black

$26.90

A chic black faux leather heel featuring a square toe, thong strap, and comfortable cushioned insole.

Windsor Flirty And Fancy Mesh Bow Kitten Heels in Black

$38.90

A chic black kitten heel featuring a sheer mesh bow, square toe, and adjustable ankle strap.

Windsor Rebel Chic Buckle Kitten Heels in Black

$34.90

A black faux leather kitten heel featuring pointed toes, bold buckle accents, and edgy grommet straps.

Sweet Detail Patent Slingback Heels in Black

$30.90

A black patent faux leather slingback heel featuring a pointed toe, bow accent, and cushioned insole.

Windsor Butterflies and Brunch Kitten Heels in Black

$28.90

A strappy black faux leather kitten heel featuring a square toe and chic buckle accent.

RSVP Ready Slingback Kitten Heels in Black

$32.90

A sleek black faux patent leather kitten heel featuring delicate straps and an adjustable slingback buckle.

Sassy Sleek Square Toe Kitten Heels in Black

$28.90

A chic pair of black faux leather kitten heels featuring square toes, dual straps, and hardware trim.

Throwback Glow Jelly Kitten Heels in Black

$24.90

A playful black jelly kitten heel featuring a clear thong strap, square toe, and cushioned insole.

High Society Rhinestone Slingback Heels in Black

$40.90

A black faux suede slingback heel featuring a pointed toe and sparkling rhinestone horsebit trim.

Now Trending

Windsor Smooth And Sleek Block Heels in Black

$26.90

(74)

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: 6 | Leather/Nubuck

Windsor Endless Glam Rhinestone Bow Block Heels in Silver

$36.90

(7)

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

Flirt Mode Activated Strappy Block Heels in White

$30.90

(6)

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

So Much Personality Strappy Block Heels in Black

$28.90

(4)

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: 5.5 | Leather

Windsor Chic And Polished Pearl Satin Block Heels in White

$35.90

(4)

The kind of heels that take you from “just cute” to “can’t look away” in one step. With faux pearl embellished straps and a sleek block heel, they’re a dream for bridal celebrations and birthday soirees! Fit & Features3" Block heel, Square toe, Faux pearl embellished straps, Adjustable ankle strap with buckle closure, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic And Polished Pearl Satin Block Heels in White | Size: 8

Feeling Chic Thong Square Toe Heels in Wine

$26.90

(4)

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

Starlight Steps Strappy Block Heels in Gold

$34.90

(4)

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

Chic Crush Strappy Block Heels in Wine

$36.90

(3)

Bold, sleek, and made to steal the spotlight—these strappy heels bring the drama with a deep red shine and chic block heel. Perfect for everything from cocktail nights to holiday parties. Fit & FeaturesBlock heel, Square toe, Asymmetrical strappy design, Luxe fit cushioned insole, Adjustable ankle strap with buckle closure, Patent faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Crush Strappy Block Heels in Wine | Size: 8 | Leather

Sale

Windsor Sweet Attraction Toe Ring Strappy Block Heels in White

$9.97 $26.90
63% off

(3)

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

Ultra Luxe Rhinestone Short Block Heels in Pearl

$32.90

(3)

Ultra-luxe rhinestones embellish the asymmetrical toe straps on these chic short block heels perfect for brides, birthday babes, or dressy events! Pair with a clutch. Fit & Features2" short block heel, Square toe, Rhinestone embellished asymmetrical toe straps, Closed ankle with adjustable strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ultra Luxe Rhinestone Short Block Heels in Pearl | Size: 8 | Leather/Rhinestone

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.

Reset Your Password

Email Sent

Order Status

Comfortable Black Kitten Heels

Home Comfortable Black Kitten Heels

Now Trending

Comfortable Black Kitten Heels

Top Picks For Comfortable Black Kitten Heels

Related Collections