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 inner zipper closure.
$49.90
A pair of camel faux suede knee-high boots featuring a wide calf design and block heel.
$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.
$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.
$54.90
A pair of brown faux leather cowboy boots with western stitching, pointed toes, and stacked block heels.
$54.90
A sleek pair of black faux leather over-the-knee boots featuring a bold block heel and pointed toe.
$56.90
A bold white faux leather knee-high cowboy boot featuring Western embroidery and a stacked block heel.
$46.90
A black faux suede cowboy boot featuring studded star accents, flirty fringe, and a stacked block heel.
$42.90
A black faux suede western boot with a pointed toe, stacked block heel, and playful fringe accents.
$30.90
A dazzling pair of silver cowboy boots featuring all-over rhinestone embellishments and a sleek pointed toe.
$40.90
A pair of black distressed denim booties featuring a slouchy fit, raw edge finish, and block heel.
$40.90
A black faux leather ankle bootie featuring a chunky platform lug sole and a 4.5" block heel.
$65.90
A knee-high black faux leather boot featuring harness buckle details, pointed toe, and a block heel.
$36.90
A pair of pink western boots featuring classic stitching, a pointed toe, and a stacked block heel.
$54.90
A pair of brown faux suede booties featuring square toes, buckle straps, and a sturdy block heel.
$48.90
A sleek black faux leather ankle bootie featuring a chunky platform sole and elastic gore design.
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Big boot energy only—these tall babes instantly elevate any 'fit. A sleek silhouette with a comfy block heel makes them perfect for day-to-night flexing. Fit & Features3" Stacked block heel, 8" leg opening, 12" shaft height, Platform sole, Round toe, Complete inner zipper closure, Knee-length shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Steppin Up Block Heel Knee High Boots in Wine | Size: 5.5 | Leather
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
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: 8 | Faux Suede
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 Brown-2 | Size: 8
Western, but make it glam. These faux leather cowboy boots mix classic embroidery with studded detailing and a sleek pointed toe—perfect for bachelorettes, country concerts, or costume parties. Fit & Features3.5” stacked block heel, 7.5” leg opening, 12.5” shaft, Pointed toe, side zipper closure, Studded and grommet embellishments, Western-inspired embroidery, Under-the-knee length, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ride or Shine Studded Cowboy Boots in White | Size: 9 | Leather
Cold-weather dressing just got elevated. These faux leather boots bring timeless polish with a pointed toe and sleek under-the-knee cut, with a stiletto heel that pairs effortlessly with fall layers. Fit & Features3” stiletto heel, 7.5” leg opening, 15” shaft, Pointed-toe, Side zipper closure, Under-the-knee length, Sleek faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Stance Faux Leather Stiletto Boots in Black | Size: 6
Go big or go home. These allover faux fur boots bring max drama and cozy luxe vibes—perfect for statement winter looks or when your outfit needs that extra main stage moment. Fit & FeaturesRound toe, Under-the-knee length, Flat sole, Allover multi-colored faux fur material, Runs true to size, 8.5” leg opening, 11” shaft height, Free Shipping on All Orders Over $75. | Windsor Wild Luxe Faux Fur Boots | Size: 8
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: 8.5 | Leather
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: 9
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: 6 | Faux Suede