Today Only! 60% off King Koil® ‘Brier’ queen Sleep Set, now $339.99. Plus more deals. Shop >
Sears.ca> Shoes>  Men

Men

Top
rated

Check out what's making our customers' favourite footwear list.

See all

Find your
perfect size

The first step to shopping for shoes online is to find your perfect size.
And we can help!

Learn more

All the brands you know and trust

Arnold Palmer Nike Protocol Reebok Clarks
Shop all brands
Harley-Davidson Men's 'Barton' Leather Lace-Up Boot

Harley-Davidson Men's 'Barton' Leather Lace-U...p Boot

  • When you're looking for a tough boot, check out the Harley-Davidson 'Barton' lace-up. With durable Goodyear welt construction, it features a leather upper for comfort and style and a rubber outsole that will keep you firmly planted on the ground.

Save $40.00$199.99

Durango Boots Men's Oiled Trucker Western Boot

Durango Boots Men's Oiled Trucker Western Boo...t

7 reviews

  • Clean, classic western styling makes this handsome leather boot a perfect fit on the trails or enjoying an evening out with friends.

Save $40.00From $159.99

Florsheim Men's 'Freedom Bike' Leather Oxford Shoe

Florsheim Men's 'Freedom Bike' Leather Oxford... Shoe

  • Step up your footwear options with the classic, dress oxford styling offered by the 'Freedom Bike' lace-up shoe. Comfortably designed with a breathable leather upper and cool mesh lining. Plus the memory foam insole cushions each and every step for superb all-day wear.

Save $30.00From $99.99

Florsheim Men's 'Freedom' Leather Oxford Shoe

Florsheim Men's 'Freedom' Leather Oxford Shoe

  • Step up your footwear options with the sleek, dress oxford styling offered by the 'Freedom' lace-up shoe. Comfortably designed with a breathable leather upper and cool mesh lining. Plus the memory foam insole cushions each and every step for superb all-day wear.

Save $30.00From $99.99

Florsheim Milano' Men's Leather Shoes

Florsheim Milano' Men's Leather Shoes

2 reviews

  • Combining the comfort and style of leather with a classic slip-on design, this great-looking shoe will be a welcome addition to any wardrobe. A great choice for any day of the week.

Save $30.00From $99.99

Florsheim Men's 'Getaway' Leather Moc-Toe Slip-On Shoe

Florsheim Men's 'Getaway' Leather Moc-Toe Sli...p-On Shoe

  • Whether you're heading down a busy city street or taking a relaxing country stroll, this casual loafer offers a superb combination of style and comfort. The breathable, leather upper and elastic gores deliver cool comfort and a great fit.

Save $30.00From $109.99

Florsheim Richfield Tie' Men's Leather Moc-toe Oxfords

Florsheim Richfield Tie' Men's Leather Moc-to...e Oxfords

3 reviews

  • Combining the comfort and style of leather with a classic lace up design, this great-looking shoe will be a welcome addition to any wardrobe. A great choice for any day of the week.

Save $30.00From $99.99

Florsheim Men's 'Freedom Bike' Leather Slip-On Shoe

Florsheim Men's 'Freedom Bike' Leather Slip-O...n Shoe

  • Boasting desk-to-dinner good looks, the 'Freedom Bike' slip-on is comfortably styled with a breathable leather upper and cool mesh lining. Add to that a memory foam insole that cushions each and every step and you've got superb all-day comfort.

Save $30.00From $99.99

Florsheim Men's 'Getaway' Leather Bike Oxford Shoe

Florsheim Men's 'Getaway' Leather Bike Oxford... Shoe

1 review

  • Whether you're heading down a busy city street or taking a relaxing country stroll, this casual oxford offers a superb combination of style and comfort. The cool, breathable upper and padded insole deliver a superb comfort and cushioning.

Save $30.00From $109.99

Nike Men's 'Son Of Force' Athletic Shoe

Nike Men's 'Son Of Force' Athletic Shoe

  • Give your game a reboot with the 'Son Of Force' a great new look for the classic basketball shoe. Features a high-ankle design for greater support, plus superb underfoot cushioning. Perfect for wear on and off the court.

$94.99

Nike Men's 'Flex Show TR 3' Training Shoe

Nike Men's 'Flex Show TR 3' Training Shoe

  • No matter the sport, get active in the Nike® 'Flex Show TR 3' trainer. With a flexible midsole and a leather-detailed mesh upper, the support and ventilation are perfect for everyday training.

Save 25%$67.49

Nike Men's 'Flex Experience Run 3' Running Shoe

Nike Men's 'Flex Experience Run 3' Running Sh...oe

  • Stay ahead of the pack and on top of your game the 'Flex Experience Run 3' running shoe. Designed to go the extra mile, it has a breathable mesh upper and Phylite midsole to help keep you comfortable and supported right to the finish line. The durable outsole features rubber pods in heel and toe for lasting wear and traction.

$89.99

Buy men's shoes online at Sears Canada, where quality and value come together. You'll find everything from athletic shoes, dress shoes, and summer sandals. There are also casual men's shoes in all colours, styles and sizes, so you can stay comfortable without giving up your own personal style. You'll find all the best men's shoes right here at prices that keep in step with your budget.