Men's Dress Shoes

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171 Results
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Clarks Men's Cosgrove Free Loafer

Now $119.99
$130.00 Comp. value
★★★★★ ★★★★★
(123)
Available in Wide!
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Dr. Martens Men's Bonny Hiking Boot

$174.99
★★★★★ ★★★★★
(86)
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Available in Wide!
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Available in Wide!
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Available in Wide!
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Aldo Collen Chelsea Boot

$129.99
★★★★★ ★★★★★
(9)
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Cole Haan Men's GrandPlus Ultra Oxford

$139.99
★★★★★ ★★★★★
(51)
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Aldo Nelsen Oxford

$119.99
★★★★★ ★★★★★
(69)
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Clarks Men's Whiddon Pace Oxford

$119.94
★★★★★ ★★★★★
(28)
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Online Only
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Clarks Men's Radcliff Low Oxford

$129.94
★★★★★ ★★★★★
(14)
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Steve Madden Men's Galen Casual Oxford

$109.99
★★★★★ ★★★★★
(94)
Available in Wide!
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Available in Wide!
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Mix No. 6 Men's Harloe Loafer

$79.99
★★★★★ ★★★★★
(9)
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Aldo Men's Carnaby Oxford

$89.99
★★★★★ ★★★★★
(23)
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Clarks Men's Tilden Oxford

$119.94
★★★★★ ★★★★★
(453)
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Clarks Men's Whiddon Oxford

$119.94
★★★★★ ★★★★★
(100)
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Clarks Men's Weltridge Moc Oxford

$129.94
★★★★★ ★★★★★
(1)
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Mix No. 6 Men's Hardien Loafer

$79.99
★★★★★ ★★★★★
(152)
Available in Wide!
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Aldo Men's Giovanni Cap Toe Wide Width Oxford

$119.99
★★★★★ ★★★★★
(56)
Available in Wide!
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Aldo Men's Nelsen Oxford

$119.99
★★★★★ ★★★★★
(69)
Online Only
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Clarks Men's Steadwell Cap Oxford

$119.94
★★★★★ ★★★★★
(15)
Available in Wide!
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Mix No. 6 Men's Bentli Oxford

$79.99
★★★★★ ★★★★★
(128)

Men's Dress Shoes: Oxfords, Derbies, Loafers, and Boots for the Office, Interviews, and Weddings

Men's dress shoes at DSW Canada include oxfords, derbies, monk straps, loafers, and dress boots from Florsheim, Clarks, Rockport, and Steve Madden. Filter by colour, width, and style to find a pair for a suit or a smart-casual office. Closed-lacing and open-lacing styles both live here.

Why shoppers choose men's dress shoes at DSW:

  • Lace-up and slip-on styles: Oxfords, derbies, and loafers.
  • Colour filters: Black and brown pairs are a click away.
  • Width options: Wide and extra-wide sizes are available.
  • Care-friendly: Leather that polishes up for years.

Lace-Up Styles Compared: Oxfords, Derbies, and Monk Straps

An oxford has closed lacing and the sleekest line, which suits a suit. A derby has open lacing and gives more instep room. A monk strap swaps laces for a buckle and pairs well with navy. Start with oxfords for formal looks. Cap-toe and plain-toe designs work for business, and wingtips add brogue detail that suits tweed and textured fabrics.

Slip-Ons, Colour, and Fit for Everyday Wear

Loafers slip on in seconds and pass in most business-casual offices. Pick black dress shoes for formal events and brown dress shoes for daytime and navy suits. Shoppers who need extra room can browse wide and extra-wide sizes. Parents dressing the whole family can check kids' dress shoes. Become a DSW VIP to earn Rewards on every purchase. Cedar shoe trees hold shape between wears, and rotating two pairs gives leather a day to dry. Rubber outsoles grip icy sidewalks better than leather, which matters from November through March. Wear dress socks when trying on pairs to find the perfect fit.

Men's Dress Shoes FAQs

What dress shoes should a man wear with a suit?

Black oxfords suit most suits, and brown works with navy, grey, and tan.

What is the difference between oxfords and derbies?

Oxfords have closed lacing and look more formal. Derbies have open lacing and fit wider insteps.

How should men's dress shoes fit?

They should hold the heel snugly, with about a thumb's width of room at the toe.

Where can I buy men's dress shoes in Canada?

Shop men's dress shoes online at dsw.ca or at your local DSW store.