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

Page «1 23 4 »

K-Swiss Men's 'Gallen III' Athletic Walking Shoe

K-Swiss Men's 'Gallen III' Athletic Walking S...hoe

  • Perfect for working out or a leisurely afternoon stroll, this classic walker surrounds your foot in cool, breathable leather. Classic, clean design makes it a great choice for work or play.

Clearance-save 40%$47.94

Logan Hill™ Men's 'Liam' Leather Boat Shoe

Logan Hill™ Men's 'Liam' Leather Boat Shoe

  • These nautical-inspired shoes will elevate your casual look to a whole new level of style. With classic boat shoe detailing including the eyelets and laces, these suede leather wonders will soon become your absolute favourite footwear.

Clearance-save 30%$59.94

Skechers Men's 'Synergy  Competitor' Running Shoe

Skechers Men's 'Synergy Competitor' Running ...Shoe

  • Energize your day with a hot new Skechers look ith cool, mesh insert and lining. Features a smart-looking, leather-look upper and memory foam insole for superb cushioning. Perfect for running or a leisurely stroll.

Clearance-save 40%$47.94

Clarks 'Jax' Lace-Up Deck Shoe For Men

Clarks 'Jax' Lace-Up Deck Shoe For Men

  • Cool, casual and always a great choice for work and weekend wear too, these deck-style shoes are perfect with chinos, denim, shorts and trousers. They're super comfortable and have a classic look that's always in style.

Clearance-save 40%$71.94

Hi-Tec™ Men's 'Sierra Lite Original' Suede Hiking Shoe

Hi-Tec™ Men's 'Sierra Lite Original' Suede Hi...king Shoe

  • Enjoy an afternoon on the trails with this comfortable suede hiker with a soft padded collar. The mesh-detailed, suede upper and moisture-wicking lining help keep feet cool and dry. EVA midsole and outsole provide a great double-dose of cushiony comfort. Heavily treaded outsole provides a sure grip on all type of terrains.

Clearance-save 40%$53.94

Columbia 'Techsun Vent' Sandal For Men

Columbia 'Techsun Vent' Sandal For Men

4 reviews

  • Lightweight, sporty and perfect for getting outside and enjoying all that summer has to offer. These sandals feature Omni-Grip rubber outsoles for added traction and durability and Techlite midsoles for comfy, cushioned support.

Clearance-save 40%$26.94

Clarks Men's 'Senner Dale' Shoe

Clarks Men's 'Senner Dale' Shoe

  • Take comfort to the next level with this smart-looking casual shoe. Features a breathable mesh insole and EVA outsole for cool comfort and flexible, lightweight cushioning. Ideal for weekday or weekends.

Clearance-save 40%$83.94

Nike Men's 'Flex Experience 2' Running Shoe

Nike Men's 'Flex Experience 2' Running Shoe

  • Featuring a breathable upper and flexible outsoles, this 'Flex Experience 2' runner helps you take every step in comfort. Designed with rubber pods in the toe and heel to help support those stress points, this shoe's comfort will outlast your day.

Clearance-save 40%$53.94

Dockers Men's 'Barlow' Leather Oxford Shoe

Dockers Men's 'Barlow' Leather Oxford Shoe

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

Clearance-save 40%$77.94

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%From $83.94

Clarks Men's 'Swing Cove' Leather Sandal

Clarks Men's 'Swing Cove' Leather Sandal

  • As summer heats up, keep your cool in this breathable, leather style. Features suede lining and hook-and-eye closure for comfort and a secure fit. Perfect for all-day summer fun.

Clearance-save 40%$71.94

Body Glove Men's 'Barefoot Cinch' Multi-Use Surf Shoe

Body Glove Men's 'Barefoot Cinch' Multi-Use S...urf Shoe

  • Great for use in and out of the water, the 'Barefoot Max' shoe has an air-circulating, Integrated Drainage System to help keep feet cool and dry. Stretch upper, 3-toe design and adjustable straps help ensure a secure fit. The perfect summer treat for your feet.

Clearance-save 40%$29.94

Clarks Men's 'Swing Sky' Leather Sandal

Clarks Men's 'Swing Sky' Leather Sandal

  • As summer heats up, keep your cool in this breathable, leather style. Features suede lining and hook-and-eye closure for comfort and a secure fit. Perfect for all-day summer fun.

Clearance-save 40%$71.94

Unstructured by Clarks Men's 'Un.Bend' Leather Shoe

Unstructured by Clarks Men's 'Un.Bend' Leathe...r Shoe

  • Smart-looking and rugged, this classic lace-up oxford is perfect for laid-back and active days. Constructed of breathable leather with genuine lambskin lining for luxurious softness. The innovative Air Circulation System helps keep your feet feeling fresh. Tthe EVA outsole cushions your every step.

Clearance-save 40%From $107.94

Saucony Men's 'Grid Spectrum' Training Shoe

Saucony Men's 'Grid Spectrum' Training Shoe

  • A great choice for runners, this lightweight shoe features a breathable mesh design that makes every step cool and comfortable. The padded insole is removable so you can add orthotics when needed.

Clearance-save 40%$59.94

Timberland Men's 'GT Scramble' Hiker

Timberland Men's 'GT Scramble' Hiker

  • Retro-inspired style meets modern comfort in this classic leather hiker. Recycled linings and 42% recycled rubber outsoles help reduce your footprint on the planet as you trek along its many trails.

Clearance-save 20%$95.94

Clarks Men's 'Colson Over' Shoe

Clarks Men's 'Colson Over' Shoe

  • Upgrade your shoe collection with this dressy leather lace-up style. Designed with a breathable leather upper and molded EVA insole for true walking comfort. A classic look that will continue to hold its fashionable appeal for years to come.

Clearance-save 40%From $83.94

Timberland Men's 'Altamont' Fisherman Sandal

Timberland Men's 'Altamont' Fisherman Sandal

  • Get all the style of a shoe with the lightweight breathability of a summer sandal. Features the shock-absorbing power of 'Smart Comfort' technology to cradle your feet in comfort.

Clearance-save 40%$71.94

Clarks Men's 'Swing Dale' Leather Sandal

Clarks Men's 'Swing Dale' Leather Sandal

  • A staple for cottagers, backyard barbequers, beach goers and laid-back guys everywhere, this Clarks' sandal features a genuine leather upper in a brown finish with self-adhesive straps. Easy on, easy off, for simple comfort in quality leather.

Clearance-save 40%$71.94

Reebok 'Sort Fury RS 2.0 L' Men's Leather Athletic Shoe

Reebok 'Sort Fury RS 2.0 L' Men's Leather Ath...letic Shoe

  • Designed to provide essential comfort whether you are working out or out for a stroll, this 'Sport Fury RS 2.0' shoe is the perfect choice to get you going. You just can't beat the way its breathable leather upper, cushiony rubber midsole and outsole and removable insole make your feet feel.

Clearance-save 25%$59.94

K-Swiss Men's 'Blade Light Run' Athletic Shoe

K-Swiss Men's 'Blade Light Run' Athletic Shoe

  • Great for training or casual outings, this lightweight style features mesh inserts for cool, breathable comfort. Plus, its bold, colourful design will add a touch of flair to your day.

Clearance-save 40%$71.94

Dockers Men's 'Carew' Leather Oxford Shoe

Dockers Men's 'Carew' Leather Oxford Shoe

  • Featuring a classic oxford design that's never out of style, the 'Carew' shoe looks great with a pair of denims or khakis. Comfortably styled with a breathable leather upper and cushiony latex insole that's easy on your feet.

Clearance-save 40%$77.94

Reebok 'Kobo' Clip

Reebok 'Kobo' Clip

  • The 'KOBO' Clip from Reebok is the perfect slip on fashion for on-the-go guys. With its durable rubber style and easy access slip on, these shoes will a favourite for when you're looking for a quick and easy comfortable design.

Clearance-save 55%$8.94

Clarks 'Boid Knoll' Casual Slip-On Shoe For Men

Clarks 'Boid Knoll' Casual Slip-On Shoe For M...en

  • Cool, casual and always a great choice for work and weekend wear too, these deck-style shoes are perfect with chinos, denim, shorts and trousers. They're super comfortable and have a classic look that's always in style.

Clearance-save 40%$71.94

Page «1 23 4 »