Comfortable Kitten Heel Shoes
Comfortable kitten heel shoes are your secret weapon for those days when you want to look effortlessly chic without sacrificing a single ounce of comfort. Whether you’re strutting into the office, dancing the night away, or just adding a little sass to your everyday vibe, these shoes have your back. Slip into a pair and let your confidence do the talking—because every Windsor girl deserves to feel unstoppable, one cute step at a time.
$28.90
A strappy wine-colored kitten heel crafted from faux leather with a chic square toe and buckle accent.
$30.90
A pair of black faux leather heels featuring a square toe, kitten stiletto heel, and adjustable ankle strap.
$28.90
A strappy blue faux leather mule with a 3" kitten heel, square toe, and cushioned insole.
$38.90
A chic black kitten heel featuring a sheer mesh bow, square toe, and adjustable ankle strap.
$32.90
A chic mesh leopard pump featuring a pointed closed toe, faux leather insole, and sleek kitten heel.
$30.90
A camel faux leather slingback heel featuring rhinestone embellishments, a pointed toe, and stiletto kitten heel.
$28.90
A chic camel faux leather mule featuring thong straps, a square toe, and a stiletto kitten heel.
$34.90
A pair of burgundy velvet mules featuring a sculpted bow, pointed toe, and sleek kitten heel.
$28.90
A sleek camel faux suede pump featuring a pointed toe, cushioned insole, and 2.5" kitten heel.
$24.90
A playful pink jelly kitten heel featuring a clear thong strap, square toe, and cushioned insole.
$38.90
A white satin kitten heel featuring chiffon beaded flower accents, open square toe, and adjustable straps.
$26.90
A glossy pink jelly thong heel with clear straps and a low kitten heel for effortless style.
$58.90
A pair of brown faux suede over-the-knee boots with a pointed toe and low kitten heel.
$30.90
A beige patent kitten heel featuring a pointed toe, dainty bow, rhinestone charm, and ankle strap.
$46.90
A sleek black faux leather boot with a pointed toe, kitten heel, and wide-fit under-the-knee silhouette.
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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
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
Less is more, babe. These faux suede kitten heels keep it simple with slim straps and a sleek silhouette—aka the perfect pair for elevating jeans, dresses, and every OOTD in between. Fit & Features3" Kitten heel, Square toe, Thong strappy design, Soft faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Minimal Mood Faux Suede Kitten Heels in Brown | Size: 10
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
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
Flirty from every angle. These satin stiletto heels bring sleek sophistication with a playful twist—square toes, glossy finish, and statement back bows made to steal the spotlight (subtly, of course).Fit & Features3.5" Stiletto heel, Square toe, Sleek straps, Back bow, Closed ankle, adjustable strap with buckle closure, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Finish Satin Bow Heels in Black | Size: 8 | Satin Fabric
The kind of heels that make an entrance—bold, glossy, and totally poised for the spotlight. A rhinestone bow steals the scene, while the satin finish and chunky platform keep every step feeling luxe and confident. Fit & FeaturesBlock heel, platform sole, Open square-shaped toe, Toe strap with statement bow, center rhinestone embellishments, Thin adjustable ankle and heel straps, buckle detail, Satin material, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor RSVP Luxe Rhinestone Bow Satin Heels in Black | Size: 6 | Rhinestone/Satin Fabric
These chic heels bring the drama with oversized bow details and a bold block heel—perfect for pairing with any dressy or formal look! Fit & Features4" Block heel, Square toe, Statement bow, Adjustable ankle strap with buckle closure, Cushioned insole, Wine and Nude colors: Patent faux leather material, Black color: Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make A Statement Bow Block Heels in Wine | Size: 8 | Faux Suede/Leather
Flirty meets fancy in the sweetest way. These mesh bow kitten heels give you a square toe for a modern look and a low heel that makes them perfect for day or night styling! Fit & Features3" Kitten heel, Square toe, Sheer mesh toe bow strap, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty And Fancy Mesh Bow Kitten Heels in Black | Size: 8 | Sheer Mesh Fabric
The go-with-everything heel your closet’s been waiting for. These strappy block heels bring that clean, minimalist vibe with all-day comfort—because chic shouldn’t come with a time limit. Fit & Features3" Block heel, Square toe, strappy design, Closed ankle, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Step Strappy Block Heels in Black | Size: 8.5 | Faux Suede