Women's The North Face Shellista Ii Waterproof Boot
More Details Stay effortlessly chic as the temperature drops with this waterproof mid-calf boot featuring a ripstop collar and 200 grams of PrimaLoft® insulation to keep you warm all day long.
Women's Hunter 'Original Refined' Chelsea Rain Boot
More Details A Chelsea-cut version of Hunter's Original Refined rain boot is upgraded with a tailored, slimmer silhouette in thinner, more flexible rubber and grounded by a chunky block heel. Quick-dry lining and a cushy footbed lend superior comfort to the chic style.
Women's Sam Edelman 'Petty' Chelsea Boot
Now: $99.90 33% off
More Details A minimalist profile and low, stacked heel underscore the street-chic attitude of a versatile Chelsea boot that's sure to span the seasons.
Women's Blondo 'Laina' Waterproof Boot
Now: $199.90 35% off
More Details Comfort meets sophistication in this chic, stretchy tall boot that's waterproofed and seam-sealed for effortless weather protection. A slim wedge heel lends an added boost of style.
Women's Frye 'Vicky Engineer' Boot
More Details Buckled straps give moto-chic edge to a rugged engineer boot shaped from supple leather. Bench-crafted by hand, Frye’s 150-year-old heritage of quality leatherwork is evident in every style.
Women's Bella Vita 'Adriann Ii' Knee High Boot
Now: $91.90 20% off
More Details Goldtone buckles embellish the sides of an equestrian-style knee-high boot that adds a chic touch to your cozy fall look.
Women's Bos. & Co. Flicker Boot
More Details Textured metallic leather and woven elastic-gore panels update a street-chic boot.
Women's Geox Rayssa Moto Boot
Now: $146.90 50% off
More Details Wide buckle straps enhance the moto edge of a tough yet chic boot fashioned with a signature Amphibiox® membrane to ensure natural thermoregulation and waterproof breathability.
Women's Frye Jen Genuine Shearling Lined Water Resistant Boot
More Details Genuine shearling lining and trim lend an après-ski vibe to a chic boot crafted from water-resistant suede. A slightly tapered block heel and lug sole provide added traction in the snowiest of conditions.
Women's Merrell Eventyr Strap Waterproof Boot
More Details From late-fall bonfires to midwinter excursions, you'll stay dry and comfortable in style with a sturdy yet chic boot featuring lightweight insulation, a contoured, cushioned insole and a waterproof finish.
Women's Rieker Antistress Dominika 73 Water Resistant Boot
More Details A breathable, water-resistant and insulated boot stands out as a weather-ready must-have, maintaining vintage-chic style with studded and ruched details, decorative back laces and a rib-knit cuff.
Women's Posh Wellies 'Feldspar' Rain Boot
More Details Tiny black crystals lend tactile glimmer to the shaft of a short, rocker-chic rain boot designed with a waterproof foot and wearable stacked heel–so you stay dry and stylish throughout puddle season.
Women's Mephisto 'Azzura' Boot
More Details A cold-weather bootie shaped from smooth nubuck leather features a decorative strap with silvertone hardware for chic street-style—while signature Soft Air technology provides superior comfort for all-day wear. 1" heel (size 8.5). 5" boot shaft. Side zip closure. Leather upper/textile lining/rubber sole. By Mephisto; made in France. Women's Shoes. Helpful info: Boot Fit Fundamentals (video) , How to Measure Boots
Women's The North Face 'Anna Purna' Waterproof Boot
More Details IcePick® lugs secure a comfy, waterproof boot featuring a chic suede shaft, TNF Winter Grip® and 200 grams of PrimaLoft® insulation for all-day warmth in wintry weather.
Women's Fly London 'Ygot' Platform Wedge Boot
More Details A creeper-style platform wedge adds a touch of rocker-chic attitude to a classic lace-up boot shaped from smooth, lightly distressed leather.
Women's Softwalk 'Bellville' Boot
More Details Double buckles punctuate the classic moto chic of a lugged-sole boot with a patented eggcrate footbed and supportive steel shank for ultimate around-town comfort.
Women's Geox Inspirations 19 Tall Boot
More Details A tapered, wrapped heel elevates a chic, knee-high boot cut from full-grain leather and finished with a ventilated rubber sole that incorporates a waterproof membrane for functional, all-weather fashion. A stretchy back panel provides a comfortable fit that feels custom.
Women's Ellery Boot
More Details Zigzagging embroidery adds subtle distinction to a street-chic ankle boot secured with a shining gilt side zip.
Women's Blondo Taras Over The Knee Waterproof Boot
More Details A sleek waterproof boot lets you stride fearlessly through wind or rain in a chic over-the-knee silhouette. 3" heel (size 7) 23" shaft; 15" calf circumference Waterproof leather and synthetic upper/synthetic lining/rubber sole Imported Women's Shoes Helpful info: Boot Fit Fundamentals (video) , How to Measure Boots
Men's Aquatalia 'Adrian' Weatherproof Chelsea Boot
More Details A timeless Chelsea boot stays effortlessly chic no matter the weather thanks to Aquatalia's signature weatherproof finish, while impeccable Italian construction makes this a go-to style staple for years to come.
Women's Dansko 'Marilyn' Midi Chelsea Boot
More Details Twin goring panels offer a comfortable, custom fit in this mid-cut boot while a round toe and chunky woodgrain sole make it feel like a clog. Pair it with your casual or dressier wardrobes for an effortlessly chic look.
Women's Timberland 'Kenniston' Chelsea Boot
More Details A classic Chelsea boot is updated with all-day comfort in mind, combining an OrthoLite® insole with patented Sensor-Flex technology to put a spring in your step while maintaining effortless casual-chic style.
Women's Deimille Della Pia Tall Boot
Now: $189.98 50% off
More Details Go from work to dinner and dancing effortlessly with this chic velvety boot in a slim silhouette that sits right below the knee.
Women's Geox 'Aminta' Amphibiox Waterproof Boot
Now: $192.90 29% off
More Details This streamlined block-heel boot is a chic and practical everyday option thanks to signature Amphibiox technology that uses thermal insulation, breathable construction and a waterproof finish to keep you dry and comfortable no matter the weather.
Women's Ugg Classic Mini Unlined Boot
More Details This minimalist version of a favorite UGG boot pieced from richly grained leather serves as a versatile and casually chic go-to style.
Women's Saint Laurent Babies Chelsea Boot
More Details Pre-order this style today! Add to Shopping Bag to view approximate ship date. You'll be charged only when your item ships.Glittering stars add an unmistakable rocker-chic vibe to a dynamic Chelsea boot with gleaming Saint Laurent hardware at the block heel.
Women's Däv Vienna Chelsea Rain Boot
More Details A sleek Chelsea boot is sure to keep you dry and looking chic on rainy days walking the city streets.
Women's Aravon 'Lillian' Waterproof Tall Boot
More Details Rainy days have nothing on this street-chic tall leather boot designed with a water-tight finish. Generous stretch panels allow for a custom fit, while a moisture-wicking lining will keep you comfortable no matter how stormy the weather gets.
Women's Kodiak 'Acadia' Waterproof Boot
More Details A waterproof finish and plush fleece lining enhance the comfort and utility of this sturdy yet chic leather boot. A durable rubber outsole with chevron treads provides sure-footed traction even in slippery conditions.
Women's Chooka Derby Rain Boot
More Details Look chic this winter season in a moto-inspired rain boot fashioned with a buckled harness strap. An OrthoLite® memory-foam-cushioned footbed provides excellent comfort and support on rainy days.
Women's Posh Wellies 'Calcite' Moto Rain Boot
More Details Ribbed faux leather and exposed zip detailing lend tactile edge to the shaft of a short, moto-chic rain boot designed with a waterproof foot and wearable stacked heel–so you stay dry and stylish throughout puddle season.
Women's Fly London 'Sher' Knee High Boot
More Details Channel-quilted details and buckle straps add a hint of moto-chic style to a versatile casual boot fashioned with a shock-absorbing sole and comfortable, contoured footbed.
Women's Chooka Dressage Moto Rain Boot
More Details Look chic this winter season in a moto-inspired rain boot fashioned with a wool collar and a buckled harness strap. An OrthoLite® memory foam-cushioned footbed provides excellent comfort and support on rainy days.
Women's Klr Lee Chelsea Boot
More Details A studded strap and sturdy lugged sole infuse moto-chic style into a Chelsea-inspired boot cut from pebbled leather and set on a memory-foam footbed.
Women's Bernardo Peony Water Resistant Chelsea Boot
More Details A little rain won't put a damper on your street-chic style thanks to this velvet rain boot featuring belted straps and a classic Chelsea-inspired silhouette.
Women's Wolky Belmore Tall Boot
More Details Timeless styling mixed with a modern, back lace-up silhouette adds chic sophistication to a tall leather boot designed for everyday comfort with a memory-foam footbed and durable, traction-enhancing sole.
Women's Alexander Mcqueen Print Chelsea Boot
More Details Pre-order this style today! Add to Shopping Bag to view approximate ship date. You'll be charged only when your item ships.Vibrant and bright blooms add romantic sensibility to a chic Chelsea boot cut from Italian calfskin leather. A gleaming plate of circular studs wraps the heel for a look that's feminine yet edgy.
Women's Rieker Antistress 'Bernadette 94' Chelsea Boot
More Details A wraparound buckle strap adds a striking moto-chic element to a stacked-heel Chelsea boot featuring a lightweight, flexible sole for everyday comfort.
Toddler Girl's See Kai Run 'Amelia' Boot
More Details Silvertone studs highlight the smooth matte and patent leather of an everyday-chic ankle boot topped with fuzzy fleece trim.