Men's Dress Shoes

Never under estimate the power of a good dress shoe. Heel Boy understands that not every men's dress shoe is built alike and so we fill our collection with a wide variety. Check out plain toe shoe's, monk strapped, wing tipped or brogue'd styles from brands like Cole Haan, Rockport, Kenneth Cole and others.
  • Men's Dress Shoes

Style

Available In-store

Men's Dress Shoes

Never under estimate the power of a good dress shoe. Heel Boy understands that not every men's dress shoe is built alike and so we fill our collection with a wide variety. Check out plain toe shoe's, monk strapped, wing tipped or brogue'd styles from brands like Cole Haan, Rockport, Kenneth Cole and others.
  • Men's Dress Shoes
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Cole Haan Men
Cole Haan Men's Lewis Black M

$250.00

AVAILABLE IN-STORE

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Dockers
Dockers Men's Hawley Dress Shoe in Black

$140.00

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Dockers
Dockers Men's Hawley Dress Shoe in Dark Tan

$140.00

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Vionic
Vionic Men's Bruno Oxford in Black

$179.95

AVAILABLE IN-STORE

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Dockers
Dockers Men's Reliant Dress Shoe in Brown

$110.00

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Dockers
Dockers Men's Reliant Dress Shoe in Black

$110.00

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Dockers
Dockers Men's Prosperity Dress Shoe in Black

$130.00

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Dockers
Dockers Men's Worden Dress Shoe in Black

$99.99

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STEVE MADDEN
Steve Madden Men's Driscoll in Tan

$150.00

AVAILABLE IN-STORE

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STEVE MADDEN
Steve Madden Men's Junno in Black

$160.00 $136.00

AVAILABLE IN-STORE

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Dockers
Dockers Men's Corinth Oxford in Cognac

$140.00

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Dockers
Dockers Men's Robertson Dress Shoe in Chilie

$119.99

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Dockers
Dockers Men's Robertson Dress Shoe in Black

$119.99

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Dockers
Dockers Men's Fidelity Dress Shoe in Black

$129.99

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Cole Haan Men
Cole Haan Men's Lewis Brown M

$250.00

AVAILABLE IN-STORE

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Dockers
Dockers Men's Exchange Dress Shoe in Black

$110.00

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Dockers
Dockers Men's Gordon Dress Shoe in Black

$110.00

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Dockers
Dockers Men's Endow Oxford in Black

$130.00

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Dockers
Dockers Men's Endow Oxford in Black (Wide)

$130.00

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G.H Bass & Co.
G.H Bass & Co. Men's Larson in Black

$185.00

AVAILABLE IN-STORE

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Cole Haan Men
Cole Haan Men's Washington C26589/British Tan M

$395.00

AVAILABLE IN-STORE

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Cole Haan Men
Cole Haan Men's Washington Grd Whole Cut C26588/Black M

$395.00

AVAILABLE IN-STORE

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Dockers
Dockers Men's Franchise Loafer in Black

$130.00

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Dockers
Dockers Men's Agent Shoe in Black

$129.99

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Dunham
Dunham Men's Mct410bk Jericho Black D

$180.00

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Dunham
Dunham Men's Mct410bk Jericho Black 6E

$180.00

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Dunham
Dunham Men's Ch3020 Jericho Black 4E

$170.00

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Dunham
Dunham Men's Mct410bk Jericho Black 2E

$180.00

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Dunham
Dunham Men's Daa03br Bennington Brown 2E

$140.00

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Dunham
Dunham Men's Daa03bk Bennington Black 2E

$140.00

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Dunham
Dunham Men's Daa03bk Bennington Black D

$140.00

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Dunham
Dunham Men's Ch3020 Jericho Black 6E

$170.00

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Dunham
Dunham Men's Daa03br Bennington Brown 4E

$140.00

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Dunham
Dunham Men's Daa03br Bennington Brown D

$140.00

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Dunham
Dunham Men's Mct410bk Jericho Black 4E

$180.00

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Dunham
Dunham Men's Daa03bk Bennington Black 4E

$140.00

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Dunham
Dunham Men's Mct410bk Jericho Black B

$180.00

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Rockport Men
Rockport Men's M79569 Fairwood Black W

$150.00

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Rockport Men
Rockport Men's M79569 Fairwood Black M

$150.00

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Fergalicious
Fergalicious Women's Mayor Brown M

$150.00

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Fergalicious
Fergalicious Women's Mayor Black M

$150.00

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Italian Shoemakers
Italian Shoemakers Women's 5397S8 Blue M

$60.00 $42.00

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Italian Shoemakers
Italian Shoemakers Women's 5117D9 Gold M

$70.00 $49.00

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Rockport Men
Rockport Men's Cg7226 Total Motion Classic Dress Black M

$190.00

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Rockport Men
Rockport Men's Bx2410 Style Purpose Black W

$150.00

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Rockport Men
Rockport Men's Ch1929 Symon Black W

$130.00

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Rockport Men
Rockport Men's Ch1235 Slayter Black W

$150.00

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Dunham
Dunham Men's Ch3020 Jericho Black 2E

$170.00

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Rockport Men
Rockport Men's Cg7234 Total Motion Classic Dress Black M

$190.00

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Dunham
Dunham Men's Ch3020 Jericho Black D

$170.00

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Rockport Men
Rockport Men's A13013 Style Leader 2 Black M

$150.00

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Dunham
Dunham Men's Ch3020 Jericho Black B

$170.00

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Rockport Men
Rockport Men's Bx2410 Style Purpose Black M

$150.00

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Rockport Men
Rockport Men's Ch1235 Slayter Black M

$150.00

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Cole Haan Men
Cole Haan Men's Frankland Blue M

$250.00 $175.00

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Cole Haan Men
Cole Haan Men's Warner Brown M

$350.00 $245.00

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Italian Shoemakers
Italian Shoemakers Women's 5770S8x Black M

$50.00 $35.00

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Italian Shoemakers
Italian Shoemakers Women's 5117D9 Silver M

$70.00 $49.00

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Rockport Men
Rockport Men's Ch2508 Total Motion Sport Dress Brown M

$170.00

Kenneth Cole Men's Klay Lace Up Oxfords in Black Dress Shoes Kenneth Cole 8
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Kenneth Cole
Kenneth Cole Men's Klay Lace Up Oxfords in Black

$135.00

AVAILABLE IN-STORE

Kenneth Cole Men's Klay Lace Up Oxfords in Cognac Dress Shoes Kenneth Cole 8
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Kenneth Cole
Kenneth Cole Men's Klay Lace Up Oxfords in Cognac

$135.00

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Kenneth Cole
Kenneth Cole Men's Klay Lace Up B Oxfords in Black

$150.00

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Italian Shoemakers
Italian Shoemakers Women's 4272V9 Black M

$50.00 $35.00

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Italian Shoemakers
Italian Shoemakers Women's 4272V9 Gold M

$50.00 $35.00

AVAILABLE IN-STORE

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Italian Shoemakers
Italian Shoemakers Women's 4176V8 White M

$60.00 $42.00

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Italian Shoemakers
Italian Shoemakers Women's 4176V8 Black M

$60.00 $42.00

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Rockport Men
Rockport Men's V80700 Essential Details Ii Black M

$145.00

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Cole Haan Men
Cole Haan Men's Wayne Brown M

$250.00 $175.00

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Rockport Men
Rockport Men's M77058 Style Purpose Brown W

$160.00

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Rockport Men
Rockport Men's Ch1930 Symon Brown W

$130.00

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Rockport Men
Rockport Men's Bx2408 Style Purpose Black W

$150.00

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Cole Haan Men
Cole Haan Men's Wayne Black M

$250.00 $175.00

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Rockport Men
Rockport Men's Ch1931 Symon Black W

$130.00

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Rockport Men
Rockport Men's Ch1046 Style Purpose Brown M

$150.00

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Rockport Men
Rockport Men's Ch0242 Total Motion Sport Dress Black W

$170.00

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Dunham
Dunham Men's 8009Sb 8000 Brown B

$170.00

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Rockport Men
Rockport Men's Ch0242 Total Motion Sport Dress Black M

$170.00

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Dunham
Dunham Men's 8009Sb 8000 Brown 6E

$170.00

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Dunham
Dunham Men's 8009Sb 8000 Brown D

$170.00

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Dunham
Dunham Men's 8009Bk 8000 Black 4E

$170.00

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Dunham
Dunham Men's 8009Sb 8000 Brown 2E

$170.00

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Dunham
Dunham Men's 8009Bk 8000 Black D

$170.00

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Dunham
Dunham Men's 8009Sb 8000 Brown 4E

$170.00

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Dunham
Dunham Men's 8009Bk 8000 Black B

$170.00

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Dunham
Dunham Men's 8009Bk 8000 Black 6E

$170.00

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Rockport Men
Rockport Men's Bx2408 Style Purpose Black M

$150.00

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Vionic
Vionic Men's Anders Monk Strap in Black

$194.95

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Vionic
Vionic Men's Anders Monk Strap in Dark Tan

$194.95

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Vionic
Vionic Men's Anders Monk Strap in Black

$194.95

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Rockport Men
Rockport Men's Ch1926 Symon Brown M

$130.00

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Rockport Men
Rockport Men's Bx2477 Style Purpose Black W

$160.00

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Rockport Men
Rockport Men's Ch0246 Total Motion Sport Dress Blue M

$170.00

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Rockport Men
Rockport Men's Ch1930 Symon Brown M

$130.00

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Rockport Men
Rockport Men's Ch1230 Slayter Brown W

$140.00

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Rockport Men
Rockport Men's Bx2060 Style Leader 2 Brown W

$150.00

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Rockport Men
Rockport Men's Ch1240 Slayter Black M

$150.00

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Rockport Men
Rockport Men's Ch1931 Symon Black M

$130.00

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Rockport Men
Rockport Men's V82591 Charles Road Black W

$150.00

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Rockport Men
Rockport Men's Ch3803 Cullen Brown W

$120.00

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STEVE MADDEN
Steve Madden Men's Adrick in Black

$160.00

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Rockport Men
Rockport Men's Ci0168 Finnley Brown M

$160.00

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Rockport Men
Rockport Men's Ci0168 Finnley Brown W

$160.00

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Cole Haan Men
Cole Haan Men's C20155 Warren Black M

$200.00

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Rockport Men
Rockport Men's A13019 Style Leader 2 Black M

$150.00

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Rockport Men
Rockport Men's A13010 Style Leader 2 Black M

$150.00

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Rockport Men
Rockport Men's V80545 Classic Tradition Black M

$140.00

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Rockport Men
Rockport Men's Ch1046 Style Purpose Brown W

$150.00

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Rockport Men
Rockport Men's Ch1232 Slayter Black M

$150.00

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Rockport Men
Rockport Men's Ch1232 Slayter Black W

$150.00

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Cole Haan Women
Cole Haan Women's W00219 Newburg Black M

$350.00

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Cole Haan Men
Cole Haan Men's C24523 Washington Grand Brown W

$395.00

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Cole Haan Men
Cole Haan Men's Harrison Gr Derby/Dark Rown-C24162 M

$295.00 $221.25

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Cole Haan Men
Cole Haan Men's Henry Black/Black-C24152 M

$250.00 $187.50

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Cole Haan Men
Cole Haan Men's Warner Black M

$370.00 $277.50

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Cole Haan Men
Cole Haan Men's Henry British Tan/Dark Natura-C24151 M

$250.00 $187.50

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Rockport Men
Rockport Men's Ch0241 Total Motion Sport Dress Brown W

$175.00

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Cole Haan Men
Cole Haan Men's Henry Gr Split Ox/Black-C24158 M

$250.00 $187.50

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Cole Haan Men
Cole Haan Men's C24523 Washington Grand Brown M

$395.00

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Rockport Men
Rockport Men's A13010 Style Leader 2 Black W

$150.00

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Cole Haan Men
Cole Haan Men's C20155 Warren Black W

$200.00

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Rockport Men
Rockport Men's Ch5296 Style Leader 2 Brown W

$150.00

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Rockport Men
Rockport Men's Ch5296 Style Leader 2 Brown M

$150.00

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Rockport Men
Rockport Men's Ch6037 Peirson Brown W

$160.00

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