Free Shipping when you spend $99 or more. Details. Shop >
Sears.ca> Outlet> Shoes> Women>  $100 - $149
Sort by
Display per Page

Hush Puppies 'Kana' Leather Boot

Hush Puppies 'Kana' Leather Boot

1 review

  • Step up to great style in these cute waterproof boots! Classic tall boot styling with buckle details 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 40%$119.94

Clarks Women's 'Muckers Squall' Winter Boots

Clarks Women's 'Muckers Squall' Winter Boots

  • You can always trust the quality and classic style of Clarks leather footwear. These cute boots feature a cushiony Ortholite insole and shock-absorbing outsole, so you'll be commuting in total style and comfort.

Clearance-save 40%$101.94

Clarks Women's 'Jolissa Gypsum' Lace Up Leather Ankle Boot

Clarks Women's 'Jolissa Gypsum' Lace Up Leath...er Ankle Boot

  • This leather lace-up boot adds a touch of city chic to everything from dresses to denim. With an Ortholite insole, you get comfort underfoot every step of the way.

Clearance-save 40%$119.94

Naturalizer Women's 'Loma' Tailored Leather Boot

Naturalizer Women's 'Loma' Tailored Leather B...oot

  • This chic boot pairs the style and durability of leather with the quality and unparalleled comfort of Naturalizer footwear. Classic, streamlined and perfect for everyday wear, they easily dress up or down so you're always looking good in wintery conditions.

Further Reduced-save 50%From $120.94

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.

Further Reduced-save 60%$191.94

Hush Puppies 'Lonna' Waterproof Leather Boot

Hush Puppies 'Lonna' Waterproof Leather Boot

  • Step up to great style in these cute waterproof boots! Classic tall boot styling with buckle details 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 40%$143.94

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

I Love Comfort /MD Womens Tall Boot

I Love Comfort /MD Womens Tall Boot

  • This boot from I Love Comfort is ready for the weather when you are. Whether you're pairing it with your favourite outfit or trying to stay warm and stylish at the same time, this is the boot for you.

Clearance-save 30%$114.94

Sorel 'Yaquina' Women's Tall Leather Winter Boot

Sorel 'Yaquina' Women's Tall Leather Winter B...oot

3 reviews

  • There's an art to looking simultaneously refined and relaxed and this slightly slouchy leather and suede boot oozes casual-cool and crazy comfort. We love the style and the removable insole with arch support.

Clearance-save 40%$101.94

St.Emile™ Women's Leather Back-Lace Fashion Boot

St.Emile™ Women's Leather Back-Lace Fashion B...oot

3 reviews

  • This stylish boot combines the comfort and durability of leather with fashionable St. Emile styling, for a look that is both classic and right on trend. Wear it with your favourite dress or most comfortable pair of jeans.

Clearance-save 40%$113.94