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

We appreciate your support of our proudly Canadian business!

SPECIAL OFFER 💌 FREE GIFT WITH PURCHASE All orders $200+ select gift in cart

We're here to help! info@heelboy.com (416) 367-4335

Use coupon code WELCOME10 for 10% off your first order.

Congratulations! Your order qualifies for free shipping You are ||150|| away from free shipping.

Cart 0

Sorry, looks like we don't have enough of this product.

Products
  • American Express
  • Apple Pay
  • Diners Club
  • Discover
  • Google Pay
  • Mastercard
  • PayPal
  • Shop Pay
  • Visa
Add order notes
Is this a gift?
Subtotal Free
Shipping, taxes, and discount codes are calculated at checkout

Your Cart is Empty

Home
New Arrivals
Brands
Women's Shoes
Men's Shoes
Kids
On Sale
Apparel
Accessories
Blog
My Wishlist

DON'T MISS OUT ON THE SAVINGS - UP TO 40% OFF

SUMMER SALE

For a limited time, save on select in-season styles

ALL Sale Styles
Women's Sandals Sale
Sandals
Flats
Heels
Men's Sale
40% OFF* UGG

ALL SALE STYLES ARE FINAL ONLINE & IN-STORE SALE MAY VARY

Filters

Price
 
 
 
$
-
$
Size
More options
Colour
More options
Product type
Brand
More options
La Canadienne Women's Joelle in Brunette
Water Repellent

La Canadienne Women's Joelle in Brunette

$285.00 CAD $550.00 CAD
La Canadienne Women's Joelle in Black
Water Repellent

La Canadienne Women's Joelle in Black

$285.00 CAD $550.00 CAD
Vagabond Women's Daniella in Black
Sale

Vagabond Women's Daniella in Black

$232.50 CAD $465.00 CAD
Free People Women's Ride or Die Engineer Boot in Burnt Caramel
Sale

Free People Women's Ride or Die Engineer Boot in Burnt Caramel

$247.50 CAD $495.00 CAD
Free People Women's Copenhagen Point Boot in Fudgesicle
Sale

Free People Women's Copenhagen Point Boot in Fudgesicle

$247.50 CAD $495.00 CAD
Free People Women's Copenhagen Point Boot in Black
Sale

Free People Women's Copenhagen Point Boot in Black

$247.50 CAD $495.00 CAD
Cole Haan Women's Gillian Lug Bootie in Black
Sale

Cole Haan Women's Gillian Lug Bootie in Black

$155.00 CAD $310.00 CAD
Dolce Vita Women's Haze in Onyx
Sale

Dolce Vita Women's Haze in Onyx

$145.00 CAD $290.00 CAD
Vagabond Women's Vendela in Black
Sale

Vagabond Women's Vendela in Black

$220.00 CAD $425.00 CAD
Ry & Ginger Women's Nadia in Black
Sale

Ry & Ginger Women's Nadia in Black

$275.00 CAD $350.00 CAD
Ry & Ginger Women's Nadia in Chocolate
Sale

Ry & Ginger Women's Nadia in Chocolate

$275.00 CAD $350.00 CAD
Dolce Vita Women's LinnyH2O in Truffle
Sale

Dolce Vita Women's LinnyH2O in Truffle

$115.00 CAD $200.00 CAD
Free People Women's New Frontier Western Boot in Camel
Sale

Free People Women's New Frontier Western Boot in Camel

$135.00 CAD $270.00 CAD
Palladium Unisex Pampa Zip LTH ESS in Black
Sale

Palladium Unisex Pampa Zip LTH ESS in Black

From $126.00 CAD $180.00 CAD
Nine West Women's Bazie3 Black M
Sale

Nine West Women's Bazie3 Black M

$142.45 CAD $185.00 CAD
Nine West Women's Bazie3 White M
Sale

Nine West Women's Bazie3 White M

$142.45 CAD $185.00 CAD
Nine West Women's Birgy Black M
Sale

Nine West Women's Birgy Black M

$173.25 CAD $225.00 CAD
Nine West Women's Birgy White M
Sale

Nine West Women's Birgy White M

$173.25 CAD $225.00 CAD
Jeffrey Campbell Women's Flwr_Burst Green M
Sale

Jeffrey Campbell Women's Flwr_Burst Green M

$400.00 CAD $500.00 CAD
Nine West Women's Ailet9x9 Black M
Sale

Nine West Women's Ailet9x9 Black M

$192.50 CAD $250.00 CAD
Nine West Women's Ailet9x9 Brown M
Sale

Nine West Women's Ailet9x9 Brown M

$192.50 CAD $250.00 CAD
Nine West Women's Bunie2 Black M
Sale

Nine West Women's Bunie2 Black M

$142.45 CAD $185.00 CAD
Nine West Women's Bunie8 Black M
Sale

Nine West Women's Bunie8 Black M

$142.45 CAD $185.00 CAD
Dolce Vita Women's HawkH2O in Onyx
Sale

Dolce Vita Women's HawkH2O in Onyx

$115.00 CAD $200.00 CAD