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.
$26.90
A chic pair of black faux leather thong heels featuring a square toe and short kitten heel.
$30.90
A glossy wine patent faux leather kitten heel featuring an almond toe and adjustable ankle strap.
$30.90
A chic pair of white faux leather heels featuring a square toe and adjustable ankle strap.
$46.90
A sleek black faux leather boot with a pointed toe, kitten heel, and wide-fit under-the-knee silhouette.
$28.90
A strappy blue faux leather mule with a 3" kitten heel, square toe, and cushioned insole.
$32.90
A chic mesh leopard pump featuring a pointed closed toe, faux leather insole, and sleek kitten heel.
$24.90
A playful clear jelly kitten heel with a cushioned insole and square toe for nostalgic style.
$30.90
A camel faux leather slingback heel featuring rhinestone embellishments, a pointed toe, and stiletto kitten heel.
$26.90
A glossy pink jelly thong heel with clear straps and a low kitten heel for effortless style.
$28.90
A chic camel faux leather mule featuring thong straps, a square toe, and a stiletto kitten heel.
$38.90
A chic black kitten heel featuring a sheer mesh bow, square toe, and adjustable ankle strap.
$34.90
A pair of burgundy velvet mules featuring a sculpted bow, pointed toe, and sleek kitten heel.
$30.90
A polished red patent faux leather heel featuring a pointed toe, dainty bow, rhinestone charm, and ankle strap.
$30.90
A white patent faux leather slingback heel featuring a pointed toe, bow accent, and cushioned insole.
$28.90
A sleek camel faux suede pump featuring a pointed toe, cushioned insole, and 2.5" kitten heel.
$9.97 $34.90 71% off
A rose gold mule featuring a sheer mesh pointed toe, rhinestone embellishments, and a low kitten heel.
$38.90
A white satin kitten heel featuring chiffon beaded flower accents, open square toe, and adjustable straps.
$58.90
A pair of brown faux suede over-the-knee boots with a pointed toe and low kitten heel.
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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: 7 | Leather/Nubuck
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
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
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
Windsor So Much Personality Strappy Block Heels in Red
$9.97 $28.90
66% off
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 Red | Size: 5.5 | 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: 7.5
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
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 Tan | Size: 6.5 | Leather
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
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