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

Dockers Men's Leather Brogue Wingtip Oxford

Dockers Men's Leather Brogue Wingtip Oxford

  • Put your best foot forward and dress to impress. Classic, casual and an essential for the well-dressed modern-day gent, these leather oxfords wear perfectly during the work week and do double-duty on weekends with denim and a sports jacket.

Clearance-save 40%$52.94

Dockers Men's 'Longmire' Leather Oxford Shoe

Dockers Men's 'Longmire' Leather Oxford Shoe

  • Featuring a classic oxford design that's never out of style, the 'Longmire' shoe is the perfect choice for everyday casual wear. Pair it up with denims or khakis, and enjoy true leather comfort.

Clearance-save 40%$51.94

Attitude /MD Men's Parigi Laced Shoe

Attitude /MD Men's Parigi Laced Shoe

  • The Men's Laced Shoe is an awesome new design from Attitude. With its lace closure and classic design, this style is suitable for the office or for a casual night out.

Clearance-save 65%$27.94

Arnold Palmer™ Men's Leather Self-Adhesive Strap

Arnold Palmer™ Men's Leather Self-Adhesive St...rap

  • This Arnold Palmer leather shoe has confident styling and comfort features you just can't live without. Designed with supple leather uppers, foam-backed leather lining and leather insoles, your feet will feel like royalty.

Clearance-save 40%$44.94

Clarks Men's 'Armada Spanish' Leather Slip-On

Clarks Men's 'Armada Spanish' Leather Slip-On

  • As summer heats up, keep your cool in this smart-looking, breathable, leather style. The upper is accented with mesh inserts to help keep feet cool and dry. A great look for work or play.

Clearance-save 40%$53.94

Clarks Men's 'Circuit Senna' Leather Slip-On

Clarks Men's 'Circuit Senna' Leather Slip-On

  • As summer heats up, keep your cool in this breathable, leather style. Features a padded EVA insole for all-day cushioning. A smart-looking choice for weekdays or weekends.

Clearance-save 40%$55.94

Clarks Men's 'Rattlin Port' Shoe

Clarks Men's 'Rattlin Port' Shoe

  • Add a laid-back vibe to your day with this contemporary-styled leather slip-on. Features a breathable mesh insole and EVA outsole for cool comfort and flexible, lightweight cushioning.

Clearance-save 40%$60.94

Retreat /MD Men's 'Colby' Leather Oxford Shoe

Retreat /MD Men's 'Colby' Leather Oxford Shoe

  • Pair this classic oxford shoe up with denims or khakis for a great casual look. Comfortably styled with a breathable leather upper and cushiony padded insole.

Clearance-save 40%$38.94

Arnold Palmer™ Men's Leather Lace-Up Oxford

Arnold Palmer™ Men's Leather Lace-Up Oxford

  • This Arnold Palmer leather oxford has confident styling and comfort features you just can't live without. Designed with supple leather uppers, foam-backed leather lining and leather insoles, your feet will feel like royalty.

Clearance-save 40%$44.94