Facebook Pixel
Toggle Nav

paymentFree Australian shipping for orders over $120

 
 
Search
My Cart

Casual Shoes

Welcome to Windsor Smith’s Men’s Casual Shoes Collection. From canvas slip-ons and boat shoes to smart casual sneakers and loafers, our versatile footwear combines comfort, style, and quality for everyday wear.

Shop By
Shopping Options
Price
$ - $
Heel Type
Style
Colour
Size
6
7
8
9
10
11
12
40
41
42
43
44
45
46
Shop By

30 Items

per page
Set Descending Direction
  1. TIMOTHY SMOKE STONE SHOES

    TIMOTHY SMOKE STONE SHOES

    $219.95
  2. ZADE DARK BROWN LEATHER SHOES

    ZADE DARK BROWN LEATHER SHOES

    $189.95
  3. ZADE DARK BROWN SUEDE SHOES

    ZADE DARK BROWN SUEDE SHOES

    $179.95
  4. NIKOS DARK BROWN SHOES

    NIKOS DARK BROWN SHOES

    $179.95
  5. NIKOS DARK BROWN SUEDE SHOES

    NIKOS DARK BROWN SUEDE SHOES

    $179.95
  6. BARRET SAHARA SUEDE BOATSHOES

    BARRET SAHARA SUEDE BOATSHOES

    $159.95
  7. BARRET CEDAR BOATSHOES

    BARRET CEDAR BOATSHOES

    $179.95
  8. BARRET TOBACCO SUEDE BOATSHOES

    BARRET TOBACCO SUEDE BOATSHOES

    $159.95
  9. BARRET DARK STONE SUEDE BOATSHOES

    BARRET DARK STONE SUEDE BOATSHOES

    $159.95
  10. BRONSON TOBACCO SUEDE SHOES

    BRONSON TOBACCO SUEDE SHOES

    $159.95
  11. BRONSON DARK STONE SUEDE SHOES

    BRONSON DARK STONE SUEDE SHOES

    $159.95
  12. BRONSON WHEAT SUEDE SHOES

    BRONSON WHEAT SUEDE SHOES

    $159.95
  13. ELROY DARK INK SNEAKERS

    ELROY DARK INK SNEAKERS

    $179.95
  14. ELROY CEDAR CASUAL SNEAKERS

    ELROY CEDAR CASUAL SNEAKERS

    $179.95
  15. EDWIN TOBACCO SUEDE SNEAKERS

    EDWIN TOBACCO SUEDE SNEAKERS

    $179.95
  16. EDWIN BLACK SUEDE SNEAKERS

    EDWIN BLACK SUEDE SNEAKERS

    $179.95
  17. EDWIN TAUPE SUEDE SNEAKERS

    EDWIN TAUPE SUEDE SNEAKERS

    $179.95
  18. CARLO BLACK LEATHER / SUEDE SHOES

    CARLO BLACK LEATHER / SUEDE SHOES

    $159.95
  19. CARLO SMOKE LEATHER / SUEDE SHOES

    CARLO SMOKE LEATHER / SUEDE SHOES

    $159.95
  20. CARLO INK LEATHER / SUEDE SHOES

    CARLO INK LEATHER / SUEDE SHOES

    $159.95
  21. CARLO TOBACCO LEATHER / SUEDE SHOES

    CARLO TOBACCO LEATHER / SUEDE SHOES

    $159.95
  22. CODY MARON SUEDE SHOES

    CODY MARON SUEDE SHOES

    $159.95
  23. HENDRIK KHAKI LEATHER SHOES

    HENDRIK KHAKI LEATHER SHOES

    $189.95
  24. ART157 GREY LEATHER SHOES

    ART157 GREY LEATHER SHOES

    $189.95
  25. ART157 BLACK LEATHER SHOES

    ART157 BLACK LEATHER SHOES

    $189.95
  26. RYAN NAVY CANVAS LOAFERS

    RYAN NAVY CANVAS LOAFERS

    $99.95
  27. ROCCO STEEL SUEDE LOAFERS

    ROCCO STEEL SUEDE LOAFERS

    Original Price $149.95 Special Price $89.97 40
  28. STANLEY BLACK CANVAS SHOES

    STANLEY BLACK CANVAS SHOES

    $89.95
  29. STANLEY ASH CANVAS SHOES

    STANLEY ASH CANVAS SHOES

    $89.95
  30. STANLEY NATURAL CANVAS SHOES

    STANLEY NATURAL CANVAS SHOES

    $89.95
Shop By

30 Items

per page
Set Descending Direction
Cancel

Continue Shopping
© 2026 Windsor Smith™