This site has limited support for your browser. We recommend switching to Edge, Chrome, Safari, or Firefox.

info@heelboy.com (416) 367-4335
Congratulations! Your order qualifies for free shipping You are || $150 | away from free shipping. *Exceptions apply

WE'RE STILL SHIPPING* with alternative carriers! Learn more >

Already on your phone? Shop on our App 📲

ENTER '241' AT CHECKOUT BUY 1, GET 1 FREE ON NOW

OUR BEST SALE IS BACK!

2 FOR 1 SALE

SHOP OUR BEST SALE IN-STORES & ONLINE. *Exclusions apply

start shopping sale

*SELECTED STYLES , EXCLUSIONS APPLY, ONLINE & IN-STORE MAY VARY | ALL SALES FINAL

  • ALL 2 FOR 1 STYLES
  • BOOTS
  • HEELS
  • SNEAKERS
  • MEN'S
Free People Women's Scorpio Studded Foldover Boot in Black
Free People Women's Scorpio Studded Foldover Boot in Black
Free People Women's Scorpio Studded Foldover Boot in Black
Free People Women's Scorpio Studded Foldover Boot in Black

Free People Women's Scorpio Studded Foldover Boot in Black

$295.00 CAD
Vagabond Women's Eyra in Black
Vagabond Women's Eyra in Black
Vagabond Women's Eyra in Black
Vagabond Women's Eyra in Black

Vagabond Women's Eyra in Black

$385.00 CAD
Vagabond Women's Eyra in Mud
Vagabond Women's Eyra in Mud
Vagabond Women's Eyra in Mud

Vagabond Women's Eyra in Mud

$385.00 CAD
Vagabond Women's Daniella in Black
Vagabond Women's Daniella in Black
Vagabond Women's Daniella in Black
Vagabond Women's Daniella in Black

Vagabond Women's Daniella in Black

$465.00 CAD
Alohas Women's Kalila in Brown
Alohas Women's Kalila in Brown
Alohas Women's Kalila in Brown
Alohas Women's Kalila in Brown

Alohas Women's Kalila in Brown

$475.00 CAD
Dolce Vita Women's Auggie in Black
Dolce Vita Women's Auggie in Black
Dolce Vita Women's Auggie in Black

Dolce Vita Women's Auggie in Black

$300.00 CAD
Vagabond Women's Vendela in Red
Vagabond Women's Vendela in Red

Vagabond Women's Vendela in Red

$285.00 CAD
Vagabond Women's Vendela in Black
Vagabond Women's Vendela in Black

Vagabond Women's Vendela in Black

$285.00 CAD
Vagabond Women's Nella in Black

Vagabond Women's Nella in Black

$260.00 CAD
Vagabond Women's Nella in Chocolate
Vagabond Women's Nella in Chocolate
Vagabond Women's Nella in Chocolate
Vagabond Women's Nella in Chocolate

Vagabond Women's Nella in Chocolate

$260.00 CAD
Jeffrey Campbell Women's Maximal Black M
Jeffrey Campbell Women's Maximal Black M
Jeffrey Campbell Women's Maximal Black M
Jeffrey Campbell Women's Maximal Black M
Jeffrey Campbell Women's Maximal Black M

Jeffrey Campbell Women's Maximal Black M

$360.00 CAD
Jeffrey Campbell Women's Hotlava_K2 Brown M
Jeffrey Campbell Women's Hotlava_K2 Brown M

Jeffrey Campbell Women's Hotlava_K2 Brown M

$295.00 CAD
Nine West Women's Ezra3 in Black
Nine West Women's Ezra3 in Black
Nine West Women's Ezra3 in Black
Nine West Women's Ezra3 in Black
Nine West Women's Ezra3 in Black
Nine West Women's Ezra3 in Black
Nine West Women's Ezra3 in Black

Nine West Women's Ezra3 in Black

$145.00 CAD
Nine West Women's Tatiana Black M
Nine West Women's Tatiana Black M
Nine West Women's Tatiana Black M
Nine West Women's Tatiana Black M
Nine West Women's Tatiana Black M
Nine West Women's Tatiana Black M
Nine West Women's Tatiana Black M
Nine West Women's Tatiana Black M
Nine West Women's Tatiana Black M

Nine West Women's Tatiana Black M

$150.00 CAD
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black
Nine West Women's Patsy3 in Black

Nine West Women's Patsy3 in Black

$155.00 CAD
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural
Nine West Women's Patsy3 in Natural

Nine West Women's Patsy3 in Natural

$155.00 CAD
 

Vagabond Women's Lykke in Black

$240.00 CAD
Vagabond Women's Dorah in Black
Vagabond Women's Dorah in Black
Vagabond Women's Dorah in Black
Vagabond Women's Dorah in Black

Vagabond Women's Dorah in Black

$225.00 CAD
Diesel Women's S-Athene Low Sneakers in White
Diesel Women's S-Athene Low Sneakers in White
Diesel Women's S-Athene Low Sneakers in White
Diesel Women's S-Athene Low Sneakers in White
Diesel Women's S-Athene Low Sneakers in White

Diesel Women's S-Athene Low Sneakers in White

$195.00 CAD
Diesel Women's S-Ukiyo V2 Low Sneakers in Black/White
Diesel Women's S-Ukiyo V2 Low Sneakers in Black/White

Diesel Women's S-Ukiyo V2 Low Sneakers in Black/White

$295.00 CAD
Diesel Women's S-Ukiyo V2 Low Sneakers in Dirty/White

Diesel Women's S-Ukiyo V2 Low Sneakers in Dirty/White

$295.00 CAD
Diesel Women's S-Ukiyo V2 Low Sneakers in White
Diesel Women's S-Ukiyo V2 Low Sneakers in White
Diesel Women's S-Ukiyo V2 Low Sneakers in White
Diesel Women's S-Ukiyo V2 Low Sneakers in White
Diesel Women's S-Ukiyo V2 Low Sneakers in White

Diesel Women's S-Ukiyo V2 Low Sneakers in White

$295.00 CAD
Ilse Jacobsen Women's Tulip in Army
Ilse Jacobsen Women's Tulip in Army
Ilse Jacobsen Women's Tulip in Army
Ilse Jacobsen Women's Tulip in Army

Ilse Jacobsen Women's Tulip in Army

$110.00 CAD
+4