NEED... WANT... LOVE
SEARS DAYS
LOVE... WANT... NEED

POUR TOUTES VOS ENVIES...
ET TOUS VOS BESOINS
JOURS SEARS

KICK OFF FALL ENTAMEZ
L'AUTOMNE

Stay a step ahead
Buy one, get one 50% off
Demeurez à l'avant-garde
Achetez-en 1, le 2e est
à moitié prix

Refine Your Results By:

Shoes

NEED... WANT... LOVE
SEARS DAYS
LOVE... WANT... NEED

POUR TOUTES VOS ENVIES...
ET TOUS VOS BESOINS
JOURS SEARS

KICK OFF FALL ENTAMEZ
L'AUTOMNE

Stay a step ahead
Buy one, get one 50% off
Demeurez à l'avant-garde
Achetez-en 1, le 2e est
à moitié prix

  • BUY 1 GET 1 50% OFF

    In Stock

    $39.97
    $39.97
    BUY 1 GET 1 50% OFF
    • Sleek low top silhouette
    • Patent finish
    • For 1/2 sizes, please order the next size up
    • Medium (fits D width)
    • Perforated panel and contrast trim
  • BUY 1 GET 1 50% OFF

    In Stock

    $69.97
    $69.97
    BUY 1 GET 1 50% OFF
    • Genuine leather upper, lining & sock
    • Single monk strap with buckle
    • For 1/2 sizes, please order the next size up
    • Medium sizing fits a D width foot
    • Stacked heel
  • BUY 1 GET 1 50% OFF

    In Stock

    $69.97
    $69.97
    BUY 1 GET 1 50% OFF
    • Genuine leather upper, lining & sock
    • Classic brogue wingrip derby
    • For half sizes, order the next size up to ensure best fit
    • Medium (fits D width)
    • Stacked heel
  • In Stock

    $59.99
    $41.99
    $59.99
    $41.99
    • Lace up closure
    • Textile/manmade upper with manmade sole
    • True to size
    • Padded collar
    • Canvas duck toe
  • BUY 1 GET 1 50% OFF

    In Stock

    $69.97
    $69.97
    BUY 1 GET 1 50% OFF
    • Oxford lace-up style adjusts for comfort and fit
    • Genuine leather upper
    • For 1/2 sizes, please order the next size up
    • Medium (fits D width)
    • Rubber outsole for durability and grip
  • BUY 1 GET 1 50% OFF

    In Stock

    $14.97
    $14.97
    BUY 1 GET 1 50% OFF
    • Durable TPR outsole
    • Synthetic woven rope upper
    • Slide-on style
    • Tan colour
    • For 1/2 sizes, please order the next size up
  • In Stock

    $129.99
    $90.99
    $129.99
    $90.99
    • Breathable mesh lining
    • Leather upper
    • EVA insole
    • Rubber outsole
    • Removable EVA HPO2 flex foam insole
  • In Stock

    $129.99
    $90.99
    $129.99
    $90.99
    • Genuine leather upper
    • Non-marking rubber outsole with razor-cut wave-siping for ultimate wet/dry traction
    • Shock-absorbing EVA heel cup for added comfort
    • Hand-sewn moccasin construction
  • In Stock

    $149.99
    $89.99
    $149.99
    $89.99
    • Ortholite (TM) insole
    • Synthetic non-making outsole
    • Genuine leather upper
  • In Stock

    $139.99
    $83.99
    $139.99
    $83.99
    • 1 inch - heel
    • Closed toe
    • TPR outsole
    • Lace-up closure
  • In Stock

    $149.99
    $89.99
    $149.99
    $89.99
    • Ortholite foam insole
    • Leather upper
    • Rubber outsole
    • Slip-on style, no closure
  • In Stock

    $139.99 - $141.99
    $83.99 - $85.19
    $139.99 - $141.99
    $83.99 - $85.19
    • Medium (fits D width) and Wide (fits EE width)
    • Leather upper/man-made materials
    • Cushioned insole
    • 1 inch - heel
    • Slip-on style
  • In Stock

    $74.99
    $52.49
    $74.99
    $52.49
    • EVA outsole
    • Cushion insole
    • Mesh upper
    • Running shoe style
  • In Stock

    $89.99
    $62.99
    $89.99
    $62.99
    • Rubber outsole
    • Cushioned EVA insole
    • Leather-mesh upper
    • Running shoe style
  • In Stock

    Half Time Oxford
    Kenneth Cole
    $79.99
    $55.99
    Kenneth Cole
    Half Time Oxford
    $79.99
    $55.99
    • Polyurethane upper
    • Oxford style
    • Thermoplastic outsole
  • In Stock

    $149.99
    $74.99
    $149.99
    $74.99
    • Casual class for relaxed occasions
    • The simple slip-on shoe for every man
    • Medium (fits D width)
    • Synthetic lining
    • Genuine suede upper design
  • In Stock

    $134.99
    $94.49
    $134.99
    $94.49
    • Cushioned insole
    • Full grain leather upper
    • EVA outsole
    • Lace-up closure
    • Oxford style
  • In Stock

    $139.99
    $83.99
    $139.99
    $83.99
    • 1 inch - heel
    • Ortholite foam insole
    • Nubuck leather upper
    • Thermoplastic rubber outsole
    • Slip-on style, no closure
  • In Stock

    $139.99
    $83.99
    $139.99
    $83.99
    • Leather upper
    • Closed toe
    • TPR outsole
    • Lace-up closure
    • 1 inch - heel
  • In Stock

    $114.99
    $80.49
    $114.99
    $80.49
    • Breathable suedetec lining
    • Full-grain leather upper
    • Flexible rocker rubber outsole
    • Lace-up style, black
    • Medium fits D width, for 1/2 sizes order next full size up
  • In Stock

    $149.99
    $89.99
    $149.99
    $89.99
    • Leather upper
    • Closed toe
    • EVA outsole
    • Lace-up closure
    • Ortholite® foam insole
  • In Stock

    $134.99 - $136.99
    $94.49 - $95.89
    $134.99 - $136.99
    $94.49 - $95.89
    • Medium (fits D width) and wide (fits EEE width)
    • Leather upper, man-made materials
    • Cushioned memory foam insole
    • Rubber outsole
    • Lace-up closure
  • In Stock

    $139.99
    $97.99
    $139.99
    $97.99
    • Medium (fits D width) and Extra-wide (fits EEE width)
    • Leather upper, man-made materials
    • Cushioned memory foam insole
    • Rubber outsole
    • Slip-on style
  • BUY 1 GET 1 50% OFF

    In Stock

    $69.97
    $69.97
    BUY 1 GET 1 50% OFF
    • Genuine leather upper, lining & sock
    • Classic derby style
    • Rubber outsole offers traction while walking
  • BUY 1 GET 1 50% OFF

    In Stock

    $69.97
    $69.97
    BUY 1 GET 1 50% OFF
    • Easy slip-on style
    • Genuine leather upper, lining & sock
    • For 1/2 sizes, please order the next size up
    • Medium sizing fits a D width foot
    • Stacked heel
  • BUY 1 GET 1 50% OFF

    In Stock

    $49.97
    $49.97
    BUY 1 GET 1 50% OFF
    • Lace-up closure
    • Faux leather upper
    • For 1/2 sizes, please order the next size up
    • Medium (fits D width)
    • Durable TRP outsole
  • BUY 1 GET 1 50% OFF

    In Stock

    $59.97
    $59.97
    BUY 1 GET 1 50% OFF
    • Durable rubber outsole
    • Genuine leather upper
    • Medium (fits D width)
    • Classic boat shoe style
  • BUY 1 GET 1 50% OFF

    In Stock

    $29.97
    $29.97
    BUY 1 GET 1 50% OFF
    • Lace-up closure
    • Faux leather upper
    • Medium (fits D width)
    • Durable TPR outsole
    • Mesh lining allows breathability
  • BUY 1 GET 1 50% OFF

    In Stock

    $29.97
    $29.97
    BUY 1 GET 1 50% OFF
    • Faux leather upper
    • Overlaid upper with perforation detail
    • Medium (fits D width)
    • Durable TPR outsole
    • Mesh lining
  • BUY 1 GET 1 50% OFF

    In Stock

    $19.97
    $19.97
    BUY 1 GET 1 50% OFF
    • Canvas fabric upper
    • Lace-up styling
    • For 1/2 sizes, please order the next size up
    • Medium (fits D width)
    • Rubber outsole with treading
  • BUY 1 GET 1 50% OFF

    In Stock

    $29.97
    $29.97
    BUY 1 GET 1 50% OFF
    • Memory foam insole for comfort
    • Comfortable canvas fabric
    • Medium (fits D width)
    • Slip-on style
    • Lightweight EVA outsole
  • BUY 1 GET 1 50% OFF

    In Stock

    $14.97
    $14.97
    BUY 1 GET 1 50% OFF
    • Woven Strap
    • Slip-on style
    • Blown PVC outsole with drainage
    • EVA midsole
    • Synthetic material outsole
  • BUY 1 GET 1 50% OFF

    In Stock

    $14.97
    $14.97
    BUY 1 GET 1 50% OFF
    • Durable TRP outsole
    • Canvas and synthetic upper with stitching detail
    • Slide-on style
    • For 1/2 sizes, please order the next size up
    • Medium (fits D width)
  • BUY 1 GET 1 50% OFF

    In Stock

    $4.97
    $4.97
    BUY 1 GET 1 50% OFF
    • Toe thong styling
    • Textured footbed for grip
    • Light traction outsole
    • Synthetic materials
    • Medium width
  • BUY 1 GET 1 50% OFF

    In Stock

    $19.97
    $19.97
    BUY 1 GET 1 50% OFF
    • Rubber outsole
    • Canvas uppers
    • For 1/2 sizes, please order the next size up
    • Medium (fits D width)
    • Elastic on the sides - easy on, easy off
  • In Stock

    $149.99
    $89.99
    $149.99
    $89.99
    • 1¼ inch - heel
    • Ortholite® foam insole
    • Leather upper
    • Thermoplastic rubber outsole
    • Lace-up closure
  • In Stock

    $149.99
    $89.99
    $149.99
    $89.99
    • 1¼ inch - heel
    • Ortholite® foam insole
    • Leather upper
    • Thermoplastic rubber outsole
    • Lace-up closure
  • In Stock

    $159.99
    $95.99
    $159.99
    $95.99
    • Closed toe
    • Ortholite foam insole
    • EVA outsole
    • Lace-up closure
    • Leather lining
  • In Stock

    $139.99
    $83.99
    $139.99
    $83.99
    • Ortholite insole
    • Genuine leather upper for comfort that conforms to the shape of your foot
    • Close toe
    • TPR outsole for durability
  • In Stock

    $144.99
    $101.49
    $144.99
    $101.49
    • Ortholite foam insole
    • Cowhide leather upper
    • Medium (fits D width)
    • Lacing closure
    • EVA shock-absorbing, treaded outsole
  • In Stock

    $159.99
    $95.99
    $159.99
    $95.99
    • ½ heel
    • Ortholite foam insole
    • Suede upper
    • EVA outsole
    • Lace-up closure
  • In Stock

    $84.99
    $59.49
    $84.99
    $59.49
    • Faux suede upper
    • Low-cut style
    • Medium width
    • Rubber outsole
    • Removable insole