Free Shipping when you spend $99 or more. Details. Shop >
Sears.ca> Outlet> Shoes>  $50 - $99
Sort by
Display per Page

Page «1 23 »

Arturo Chiang™ Women's 'Fierce' Leather Boot

Arturo Chiang™ Women's 'Fierce' Leather Boot

  • Hit the streets in style with these practical and fashionable boots. The tumbled tie-dyed leather will give your outfits that trendy edge you crave.

Clearance-save 60%$93.94

Henri Pierre Waterproof Aquaskin Fashion Boot

Henri Pierre Waterproof Aquaskin Fashion Boot

2 reviews

  • Rugged winter style reaches new heights with this waterproof boot. Classic fashion boot with pleated shaft is sleek and stylish with inside gore for total comfort. Everything you need to get you through the winter weather in style.

Clearance-save 70%$53.94

Rockport Cherneys Point

Rockport Cherneys Point

  • This Cherneys Point Rockport slip-on shoe is the perfect blend between casual and dressy. With a premium leather outside and comfortable nylex lining, this shoe is ready for hard work and comfort. You can wear this pair with jeans or work attire.

Clearance-save 25%$89.94

Henri Pierre Women's 'Mayane' Waterproof Suede Leather Boots

Henri Pierre Women's 'Mayane' Waterproof Sued...e Leather Boots

  • The natural comfort of leather and the stylish look of suede make this waterproof boot the perfect choice for the office or those casual evenings out on the town. Soft cushioning will cradle your every step and the 6'' high shaft on this design will give you the style and versatility that you'll love this winter!

Clearance-save 70%$51.94

Sorel 'Joplin II' Women's Winter Boot

Sorel 'Joplin II' Women's Winter Boot

  • We're already well convinced of the utility of Sorel boots but now with the 'Joplin II' there's a fresh designer look to get our attention. It's a laid back, deconstructed style, perfect for transitional season, mild winter weather and city life.

Clearance-save 45%$66.94

Clarks Women's 'Saddle Ride' Leather Slouch Boot

Clarks Women's 'Saddle Ride' Leather Slouch B...oot

  • This eye catching style is embellished with a cozy faux fur cuff and side trim, and wrapped with a knotted strap. Made from premium leather, this boot features an OrthoLite® footbed and great wedge heel that cushions each step in comfort. Wear this chic boot over tights with a mini or with leggings or skinny jeans.

Clearance-save 70%$93.94

I Love Comfort /MD Women's Equestrian-Style Waterproof Leather Winter Boot

I Love Comfort /MD Women's Equestrian-Style W...aterproof Leather Winter Boot

  • Versatile style, cushioned support and excellent weather protection make this eqestrian-inspired boot an everyday essential. The full-grain leather upper is waterproof with strips of elasticized gore for a great fit, just what you need to help you navigate sloppy streets in dry comfort.

Clearance-save 75%$51.94

Clarks Women's 'Whistle Ballad' Leather Ankle Boot

Clarks Women's 'Whistle Ballad' Leather Ankle... Boot

  • Need something to boot around town in? 'Whistle Ballad' is made for strolling the mall, neighbourhood walks and weekend fun. Wherever you're off to, the Ortholite footbed will cushion your every step.

Clearance-save 65%$52.94

Calvin Klein Women's 'Cassey' Studded Combat Boot

Calvin Klein Women's 'Cassey' Studded Combat ...Boot

1 review

  • Combine the softness of linen and leather with metal studs and rugged combat styling for a fashionable boot that's trendy and tough. Pair it with leggings for a casual look or pack a one-two fashion punch when you add it to a flirty dress.

Clearance-save 65%$92.94

Hi-Tec™ Women's 'Sierra Somoni' Waterproof Leather Winter Boot

Hi-Tec™ Women's 'Sierra Somoni' Waterproof Le...ather Winter Boot

  • The beauty, ruggedness and comfort of leather is combined with a high performance Vibram outsole to make a fashionable, practical winter boot.

Clearance-save 65%$68.94

Arturo Chiang™ Women's 'Violet' Leather Western-Style Boot

Arturo Chiang™ Women's 'Violet' Leather Weste...rn-Style Boot

  • This stylish boot couples the comfort and durability of leather with fashionable Arturo Chiang styling, for a look that's chic, classic and right on trend. Wear them dressed up with skirts, dresses and trousers or down with jeans and slacks.

Clearance-save 40%$134.94

Martino 'China' Waterproof Leather Winter Boot For Women

Martino 'China' Waterproof Leather Winter Boo...t For Women

21 reviews

  • This fashionable waterproof leather boot not only provides superior warmth but features a wider calf opening than most boots, able to fit 14 to 19''.

Clearance-save 70%From $64.94

Clarks Women's 'Ingalls Vicky' Leather Boot

Clarks Women's 'Ingalls Vicky' Leather Boot

  • Style walks in comfort with Clarks fabulous 'Ingalls Vicky' boot. It features a soft leather upper with equestrian-trendy buckle detailing, a good walking heel and great underfoot cushioning so you get a chic look and glorious comfort.

Clearance-save 65%$77.94

Henri Pierre 'Rawane' aquaskin™ Women's Waterproof Boots

Henri Pierre 'Rawane' aquaskin™ Women's Water...proof Boots

2 reviews

  • The waterproof dress boot gets an update with delicate strap and buckle detailing and contour seams. If you're looking for a long, shapely profile with a bit of support, you're going to love these boots.

Clearance-save 70%$54.94

Born™ Women's 'Lizzie' Studded Leather Dress Boot

Born™ Women's 'Lizzie' Studded Leather Dress ...Boot

  • Born knows the perfect blend of comfort and style and the 'Lizzie' is no exception! It combines comfy leather with a smart-looking studded detail. It's sure to a wardrobe fave.

Clearance-save 60%$93.94

Henri Pierre 'Ginetta' Women's Waterproof Leather Boot

Henri Pierre 'Ginetta' Women's Waterproof Lea...ther Boot

  • We love the stylish look of this fashionable (but still wonderfully functional) leather boot. With a roll-down, fleece-lined collar you can wear it two ways... so it's a natural for skinny jeans, leggings, dress pants and skirts.

Clearance-save 65%$73.94

Henri Pierre Women's 'Kaissa' Waterproof Suede Leather Boots

Henri Pierre Women's 'Kaissa' Waterproof Sued...e Leather Boots

  • The natural comfort of leather and the stylish look of suede make this waterproof boot the perfect choice for the office or those casual evenings out on the town. Soft cushioning will cradle your every step and the 14'' high shaft on this design will give you even more to love this winter!

Clearance-save 65%$119.94

Henri Pierre Women's 'Kaena' Waterproof Suede Leather Boots

Henri Pierre Women's 'Kaena' Waterproof Suede... Leather Boots

  • The natural comfort of leather and the stylish look of suede make this waterproof boot the perfect choice for the office or those casual evenings out on the town. Soft cushioning will cradle your every step and the 13'' high shaft on this design will give you even more to love this winter!

Clearance-save 65%From $62.94

Hush Puppies 'Lonna' Leather-Suede Ankle Boot

Hush Puppies 'Lonna' Leather-Suede Ankle Boot

  • Step up to great style in these cute waterproof boots! Classic styling for a fashionable look, while still keeping your feet warm and dry. Soft, felt insoles and warm Mintex lining cushion your every step and get you through winter in comfort and style.

Clearance-save 60%$66.94

AMI MOC Women's Suede Moccasin Bootie

AMI MOC Women's Suede Moccasin Bootie

  • Surround your feet in plush softness and step into comfort at the end of a long day. Made of breathable, supple suede leather, these cozy slippers are sure to make lounging at home feel like walking on a cloud.

Clearance-save 40%$59.94

Clarks Scheme Tiger Leather & Suede Boot

Clarks Scheme Tiger Leather & Suede Boot

  • Refined styling in soft, supple leather and velvety suede, finished with studded details and a chunky leawood heel. This women's tall boot is instantly comfortable, thanks to Bendables flexible construction and an OrthoLite® footbed. Rich and versatile in grey leather/suede, this boot will add fabulous style to any outfit this season.

Clearance-save 70%$71.94

BORGHETTI Women's High-Cut Suede Fashion Boot

BORGHETTI Women's High-Cut Suede Fashion Boot

  • With stunning side lace detailing, these boots will become the focal point of your outfit. Whether it's a short skirt, tights, favourite dress or a pair of jeans, these boots will highlight your look perfectly.

Clearance-save 65%$60.94

Martino Equestrian Style Leather/Waterproof Boot For Women

Martino Equestrian Style Leather/Waterproof B...oot For Women

14 reviews

  • Have it all... elegant, trend-worthy style, rich genuine leather, made in Canada and waterproof to boot.

Clearance-save 75%$57.94

Page «1 23 »