Chunky Heel Winter Boots
Chunky Heel Winter Boots are the secret weapon for cold-weather style that doesn’t compromise on confidence. Think bold, walkable heights that instantly elevate your outfit (and your mood), all while keeping things cozy enough for every winter plan on your calendar. Whether you’re pairing them with a sweater dress for brunch or denim and an oversized coat for city strolls, these boots bring just the right amount of edge to any look. Ready to step up your winter wardrobe? Let’s make every sidewalk your runway.
$48.90
A sleek black faux leather knee-high boot featuring a comfy block heel and almond toe design.
$49.90
A pair of camel faux suede knee-high boots featuring a wide calf design and block heel.
$48.90
A pair of brown faux leather knee-high boots featuring a block heel, platform sole, and side zipper.
$49.90
A chic camel boot in faux suede with a block heel, almond toe, and side zipper closure.
$41.90
A pair of black faux leather combat boots featuring a chunky platform sole and cushioned insole.
$45.90
A pair of black faux leather calf-length boots featuring buckled side accents and a square toe design.
$19.97 $50.90 61% off
A pair of black faux leather under-the-knee moto boots with stacked block heel and buckle strap accents.
$52.90
A knee-high camel faux suede cowboy boot featuring a stacked block heel and Western-inspired pattern.
$40.90
A pair of black faux leather booties featuring a platform sole, stacked block heel, and cushioned insole.
$56.90
A bold white faux leather knee-high cowboy boot featuring Western embroidery and a stacked block heel.
$54.90
A sleek pair of black faux leather over-the-knee boots featuring a bold block heel and pointed toe.
$19.97 $46.90 57% off
A taupe cowboy boot with a laser cut design, stacked block heel, and knee-high shaft.
$42.90
A black faux suede western boot with a pointed toe, stacked block heel, and playful fringe accents.
$15.97 $55.90 71% off
An ankle-length white cowboy bootie featuring intricate floral embroidery and a stacked block heel.
$54.90
A pair of black faux suede cowboy boots adorned with all-over rhinestone geometric embellishments.
$40.90
A pair of black distressed denim booties featuring a slouchy fit, raw edge finish, and block heel.
$30.90
A dazzling pair of silver cowboy boots featuring all-over rhinestone embellishments and a sleek pointed toe.
$46.90
A black faux suede cowboy boot featuring studded star accents, flirty fringe, and a stacked block heel.
$40.90
A black faux leather ankle bootie featuring a chunky platform lug sole and a bold block heel.
$52.90
A pair of brown faux leather cowboy boots featuring studded details, Western embroidery, and a pointed toe.
$48.90
A sleek black faux leather ankle bootie featuring a chunky platform sole and elastic gore design.
$65.90
A knee-high black faux leather boot featuring harness buckle details, pointed toe, and a block heel.
$54.90
A bold multi-color cow print boot featuring a pointed toe and sturdy block heel for standout style.
$54.90
A pair of brown faux leather cowboy boots with western stitching, pointed toes, and stacked block heels.
$54.90
A pair of brown faux suede booties featuring square toes, buckle straps, and a sturdy block heel.
$36.90
A pair of pink western boots featuring classic stitching, a pointed toe, and a stacked block heel.
Now Trending
Step into these edgy statement faux leather boots with a buckled side accent and a calf-length fit perfect for pairing with bottoms or dresses. Fit & Feature2” in heel, 7.5” leg opening, 11.5” shaft , Square toe, Buckled side accents, Calf height shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Totally Edgy Buckled Square Toe Boots in Black | Size: 8.5 | Leather
Fit & Features3" Stiletto heel, 7.5" leg opening, 13.5" shaft height, Patent faux leather material, Knee-high design, Pointed toe, Complete inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Black-2 | Size: 5.5
Show off a sleek strut in these edgy under-the-knee moto boots featuring a stacked block heel, buckle strap accent, and inner zipper closure. Fit & FeaturesStacked block heel, Round toe, Under-the-knee height, Faux leather material, Circular buckle strap accent, top buckle strap, Inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Strut Under-The-Knee Moto Boots in Black | Size: 10 | Leather
Giddy up, but make it fashion. These cowboy boots bring rodeo realness with a side of city-girl sass—perfect for concerts, content days, or just stomping through life like it’s your personal runway. Fit & FeaturesStacked block heel, Almond toe, Western-inspired pattern, Inner zipper closure, Knee-length shaft height, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Boot Scootin’ & Vibin’ Cowboy Boots in Camel | Size: 7.5 | Faux Suede
Make a bold statement with the daring details studded ankle booties. Featuring a block heel, peep toe, and criss-cross straps with metal buckles, these booties are your new go-to for standout style. Fit & FeaturesBlock heel, Ankle-length fit, Faux microsuede material, Peep toe, Criss-cross straps with metal buckles, Studded accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Daring Details Studded Ankle Booties in Black | Size: 10
Walk tall and with edgy confidence in these faux leather booties, and elevate your outfit! They feature a platform sole for stylish height and a stacked block heel. Fit & Features3.5" Stacked block heel, Square toe, Inner zipper closure, Platform sole, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Tough Love Platform Block Heel Booties in Black | Size: 7 | Leather
Seasonal staple unlocked—these faux suede boots pair effortlessly with oversized knits, flowy dresses, or denim for all your autumn to winter plans! Fit & Features3.5" Block heel, 9" leg opening, 12" shaft height, Almond toe, Knee-high shaft silhouette, Wide calf design, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fall For Me Wide Calf Knee-High Boots in Brown | Size: 9 | Faux Suede
Cue the country playlist—these boots were made for dancing, strutting, and stealing the spotlight. The swishy fringe and sleek western shape make every step feel like a stage walk. Fit & Features3.5” heel height, 8” leg opening, 12.5” shaft height, Pointed toe, Inner zipper closure, Fringe trim detailing, Knee-high silhouette, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fringe Worthy Cowboy Knee High Boots in Brown | Size: 8.5 | Faux Suede
Step into bold style with these knee-high cowboy boots for festivals, bachelorettes, or concerts! These striking boots combine classic Western flair with a daring edge, perfect for making a statement wherever you go. Fit & FeaturesStacked block heel, Pointed toe, Knee-high length shaft, Western-inspired embroidery details, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Lone Star Girl Knee High Cowboy Boots in White | Size: 6.5 | Leather
Power stance, but make it fashion. These sleek over-the-knee boots with a bold block heel bring instant confidence to every 'fit. Fit & Features4" Block heel, 10" leg opening, 23" shaft height, Faux leather material, Over-the-knee height, top back slit, Pointed toe, Partial inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Boss Moves Over-The-Knee Block Heel Boots in Black | Size: 7.5 | Leather