New Markdowns on Outlet! Up to 70% off Sears regular prices on selected items, while quantities last. Shop >
Sears.ca> Outlet> Shoes> Sears exclusive>  JESSICA®/MD
Sort by
Display per Page

JESSICA /MD 'Havalisa' Riding Boot With Harness

JESSICA /MD 'Havalisa' Riding Boot With Harne...ss

4 reviews

  • The Havalisa is a great riding boot with a harness detail worn great with leggings or skinny jeans.

    WEBCODE: W- 5444487

Clearance-save 40%$59.94

JESSICA /MD 'Bartuse' Riding Boot With Harness

JESSICA /MD 'Bartuse' Riding Boot With Harnes...s

6 reviews

  • The Bartuse is a great riding boot featuring a harness and chain detail.

Further Reduced-save 55%$42.94

JESSICA /MD 'Eugenius' Ballerina With Heel

JESSICA /MD 'Eugenius' Ballerina With Heel

  • The Eugeniusz is the perfect ballerina shoe for those who want a little heel but love the look of a ballerina.

    WEBCODE: W- 5455544

Clearance-save 70%$13.94

JESSICA /MD 'Davers' Bootie With Snake On Back

JESSICA /MD 'Davers' Bootie With Snake On Bac...k

1 review

  • Add an edge to your wardrobe with the Davers Bootie.

    WEBCODE: W- 5444472

Clearance-save 65%$22.94

JESSICA /MD Women's 'Gruntova' Fashion Boot

JESSICA /MD Women's 'Gruntova' Fashion Boot

2 reviews

  • Step up your look with a fashion bootie that'll rock any occasion. With a gorgeous heel and trendy buckle details this boot adds a touch of glam to your skirts or skinny jeans.

Further Reduced-save 65%$26.94

JESSICA /MD 'Barnatta' Riding Boot

JESSICA /MD 'Barnatta' Riding Boot

4 reviews

  • Riding boots are the latest trend for Fall. Get the look with 'Barnatta'

    WEBCODE: W- 5444485

Further Reduced-save 65%$32.94

Nevada /MDJESSICA /MD Women's Round Toe Wedge Bootie

Nevada /MDJESSICA /MD Women's Round Toe Wedge... Bootie

1 review

  • Sure this boot looks great with a pair of pants but try it with your favourite dress or long skirt for a style that will put you right on trend.

Further Reduced-save 75%From $16.94

JESSICA /MD Women's 'Rucke' Fashion Boot

JESSICA /MD Women's 'Rucke' Fashion Boot

2 reviews

  • Destined for the office or dinner, you won't miss a step with these chic fashion boots. With a slight heel and casual slouchy profile, this look really can dress up any outfit.

Further Reduced-save 65%$32.94

JESSICA /MD Low Pump with Ankle Strap

JESSICA /MD Low Pump with Ankle Strap

  • Looking for a comfortable heel for the office or for a night out with friends? The Low Pump with Ankle Strap from Jessica is the heel for you. It features a low heel made for comfortable walking and a stylish ankle strap to dress up the shoe style. Pair these awesome pumps with your favourite jeans or work outfit and you create instant style.

    WEBCODE: W- 5444653

Clearance-save 50%$34.94

JESSICA /MD 'Vicha' Platform Pump

JESSICA /MD 'Vicha' Platform Pump

2 reviews

  • The perfect platform pump dress shoe.

Clearance-save 65%From $22.94

JESSICA /MD High-Heeled Boots With Double-Buckle Detail

JESSICA /MD High-Heeled Boots With Double-Buc...kle Detail

1 review

  • Look long, lean and luscious in these high-heeled boots. A simple and clean design, these boots send your look sky high whether paired with great leggings or a long flowing skirt.

Further Reduced-save 65%From $32.94

JESSICA /MD 'Pestalou' Square Toe Pump

JESSICA /MD 'Pestalou' Square Toe Pump

3 reviews

  • The Pestalou is a great square toe pump with a toe cap detail.

    WEBCODE: W- 5444478, W- 5444481

Clearance-save 60%From $21.94

JESSICA /MD Women's 'Riccia' Fashion Boot

JESSICA /MD Women's 'Riccia' Fashion Boot

5 reviews

  • Step up your look with a fashion boot that'll rock any occasion. With a gorgeous heel and trendy buckle details this boot adds a touch of glam to your skirts or skinny jeans.

Further Reduced-save 65%From $32.94

JESSICA /MD 'Horine' Bootie

JESSICA /MD 'Horine' Bootie

2 reviews

  • The horine is a great bootie with heel.

Clearance-save 60%$29.94

JESSICA /MD Women's 'Ibenawen' Leather Platform-Heel Pump

JESSICA /MD Women's 'Ibenawen' Leather Platfo...rm-Heel Pump

  • 100% leather uppers and cushioned insoles for a great fit and lasting comfort

    Thermoplastic rubber soles, because there's nothing stylish about slipping

    WEBCODE: W- 5444693

Clearance-save 55%$30.94

JESSICA /MD 'Kluvac' Tall Boot With Chunky Heel

JESSICA /MD 'Kluvac' Tall Boot With Chunky He...el

1 review

  • The must have Fall boot, goes great with any outfit!

    WEBCODE: W- 5444483

Further Reduced-save 65%$32.94

JESSICA /MD 'Bittnerova'

JESSICA /MD 'Bittnerova'

  • The Bittnerova is the perfect flat for any occasion! Stand out of the crowd, these ballerinas have an added toe cap sure to satisfy any fashionista!

Clearance-save 60%$19.94

JESSICA /MD Women's 'Maslo' Suede fashion Boot

JESSICA /MD Women's 'Maslo' Suede fashion Boo...t

5 reviews

  • Tall and demure, this lean suede boot will have you stepping in comfort and style. With a simple design that's simply perfect with dresses or jeans, you'll be ready for anything.

    WEBCODE: W- 5445270

Further Reduced-save 65%$47.94

JESSICA /MD T-Strap Pointy Toe Pump

JESSICA /MD T-Strap Pointy Toe Pump

  • On-trend T-straps do double duty: perfect for business and evening.

Clearance-save 65%$19.94

JESSICA /MD Women's 'Veprek' Suede Fashion Boot

JESSICA /MD Women's 'Veprek' Suede Fashion Bo...ot

1 review

  • Look long, lean and luscious in these genuine suede boots. A simple and clean design, these boots send your look sky high whether paired with great leggings or a long flowing skirt.

Further Reduced-save 65%$47.94

Jessica /MD 'Logan' Leather Winter Boots

Jessica /MD 'Logan' Leather Winter Boots

4 reviews

  • CATALOGUE/ONLINE EXCLUSIVE

$61.94

JESSICA /MD Women's 'Dubsky' Fashion Boot

JESSICA /MD Women's 'Dubsky' Fashion Boot

6 reviews

  • When you crave fashion but deserve comfort, put this two-sided fashion boot on your wish list. With a gorgeous quilted faux-leather front and fabulous stretch fabric back these boots will not only fit your wardrobe, they'll fit you like a glove.

Further Reduced-save 65%$32.94

JESSICA /MD Gold Metallic Platform Sandal

JESSICA /MD Gold Metallic Platform Sandal

  • Looking for a comfortable heel for the office or for a night out with friends? The Gold Metallic Platform Sandal from Jessica is the heel for you. With its platform heel design made for comfortable walking and its elegant gold metallic look, you can't go wrong with this Sandal.

    WEBCODE: W- 5444655

Clearance-save 50%$32.94

JESSICA /MD Black Satin Platform Sandal

JESSICA /MD Black Satin Platform Sandal

  • Looking for a comfortable heel for the office or for a night out with friends? The Black Satin Platform Sandal from Jessica is the heel for you. With its platform heel design made for comfortable walking and its elegant gold metallic look, you can't go wrong with this Sandal.

    WEBCODE: W- 5444654

Clearance-save 45%$36.94