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

Hey American Friends, we are shipping straight to your door (no extra duties).

Complimentary FREE SHIPPING on most US orders over $200* full details

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
SANDALS
SNEAKERS
FLATS
HEELS
MEN'S SANDALS
MEN'S SNEAKERS

SUN-READY STYLES HAVE LANDED

Your summer rotation starts here— discover breezy flats, bold heels, and everyday sneakers from your favourite brands.

WOMEN'S NEW ARRIVALS
MEN'S NEW ARRIVALS
ALL GENDER STYLES

CURRENTLY TRENDING

Buy now, wear again and again and again...

  • TOE-RINGS
  • METALLICS
  • ANKLE WRAP
  • Retro Sneakers
  • Pastels
SHOP THE EDIT
Kenneth Cole Women's Geala in Dark Red

Kenneth Cole Women's Geala in Dark Red

$136.00 USD
Kenneth Cole Women's Geala in Cream

Kenneth Cole Women's Geala in Cream

$136.00 USD
Kenneth Cole Women's Andarna2 in Silver/Gold

Kenneth Cole Women's Andarna2 in Silver/Gold

$144.00 USD
Kenneth Cole Women's Andarna2 in Black

Kenneth Cole Women's Andarna2 in Black

$144.00 USD
Marc Fisher Ltd Women's Gerty Black/Cooper Leather (Gr) M
Sale

Marc Fisher Ltd Women's Gerty Black/Cooper Leather (Gr) M

$91.00 USD $129.00 USD
Marc Fisher Ltd Women's Gerty Tan24323/Cooper Leather (Gr) M
Sale

Marc Fisher Ltd Women's Gerty Tan24323/Cooper Leather (Gr) M

$91.00 USD $129.00 USD
SHOP THE EDIT
Kenneth Cole Women's Andarna2 in Silver/Gold

Kenneth Cole Women's Andarna2 in Silver/Gold

$144.00 USD
Kenneth Cole Women's Asher in Silve

Kenneth Cole Women's Asher in Silve

$136.00 USD
Vince Camuto Women's Lilla Gold M
Sale

Vince Camuto Women's Lilla Gold M

$101.00 USD $144.00 USD
Vince Camuto Women's Darna Gold M
Sale

Vince Camuto Women's Darna Gold M

$88.00 USD $125.00 USD
Jeffrey Campbell Women's Linq_Mh Silver M

Jeffrey Campbell Women's Linq_Mh Silver M

$148.00 USD
Gentle Souls Women's Georgia in Silver

Gentle Souls Women's Georgia in Silver

$144.00 USD
SHOP THE EDIT
Nine West Women's Kelsie2 Multi M
Sale

Nine West Women's Kelsie2 Multi M

$77.00 USD $110.00 USD
Nine West Women's Kelsie2 Pink M
Sale

Nine West Women's Kelsie2 Pink M

$77.00 USD $110.00 USD
Nine West Women's Kaldra2 White684/Crystal Satin M
Sale

Nine West Women's Kaldra2 White684/Crystal Satin M

$93.00 USD $133.00 USD
Free People Women's Starboard Wrap Espadrille in Lemon

Free People Women's Starboard Wrap Espadrille in Lemon

$235.00 USD
Free People Women's Starboard Wrap Espadrille in Black

Free People Women's Starboard Wrap Espadrille in Black

$235.00 USD
Vince Camuto Women's Maura Gold M

Vince Camuto Women's Maura Gold M

$125.00 USD
SHOP THE EDIT
Camper Women's Pelotas Soller in Multi

Camper Women's Pelotas Soller in Multi

$137.00 USD
Camper Women's Pelotas Soller in Multi

Camper Women's Pelotas Soller in Multi

$137.00 USD
Camper Women's Pelotas Soller in Multi

Camper Women's Pelotas Soller in Multi

$137.00 USD
Alohas Women's TB.490 in Crochet Honey

Alohas Women's TB.490 in Crochet Honey

$209.00 USD
Alohas Women's TB.490 in Orange

Alohas Women's TB.490 in Orange

$201.00 USD
Alohas Men's TB.490 in Sheen Blue

Alohas Men's TB.490 in Sheen Blue

$194.00 USD
SHOP THE EDIT
Free People Women's Starboard Wrap Espadrille in Lemon

Free People Women's Starboard Wrap Espadrille in Lemon

$235.00 USD
Alohas Women's Rosalind in Yellow

Alohas Women's Rosalind in Yellow

$190.00 USD
Vince Camuto Women's Melly Yellow M
Sale

Vince Camuto Women's Melly Yellow M

$80.00 USD $114.00 USD
Alohas Women's Rosalind in Pink

Alohas Women's Rosalind in Pink

$190.00 USD
Vince Camuto Women's Melly Pink M
Sale

Vince Camuto Women's Melly Pink M

$80.00 USD $114.00 USD
Nine West Women's Kamsee Pink M
Sale

Nine West Women's Kamsee Pink M

$80.00 USD $114.00 USD

FOR ALL LOVE OF SHOES

info@heelboy.com

WOMENS-SUMMER-SHOE-SALE

SUMMER SALE

UP TO 40% OFF SELECT IN-SEASON STYLES

SHOP SALE
Jeffrey Campbell Women's Rivets Black M
Sale

Jeffrey Campbell Women's Rivets Black M

$112.00 USD $160.00 USD
Marc Fisher Ltd Women's Amelea Oro/Cow Specchio Mirror (Gr) M
Sale

Marc Fisher Ltd Women's Amelea Oro/Cow Specchio Mirror (Gr) M

$117.00 USD $167.00 USD
Ugg Women's Tasman Maxi Curly in Chestnut
Sale

Ugg Women's Tasman Maxi Curly in Chestnut

$75.00 USD $125.00 USD

*ALL SALES FINAL. EXCEPTIONS APPLY. LIMITED TIME ONLY.

Bridal Collection
Women's Sandals
Women's Heels
Women's Flats
WOMEN'S sneakers
MEN'S SNEAKERS

A Style-First Guide to Summer Footwear

This season, we're redefining what it means to dress well from the ground up. Gone are

Get inspired

Featured in: Downtown Kingston

Read the candid interview with our founder Chloe Raincock on Canadian small business, community and of course- shoes!

Read now

Loud, Proud, and Local

At Heel Boy, we’re all about celebrating love, identity, and community year-round—but there’s something undeniably magical about Pride season...

Checkout the events
Dolce Vita Women's Brevel in Off White

Dolce Vita Women's Brevel in Off White

$95.00 USD
Camper Women's Tasha in Brown

Camper Women's Tasha in Brown

$160.00 USD
Jeffrey Campbell Women's Jellz Silver M

Jeffrey Campbell Women's Jellz Silver M

$76.00 USD
 

Grahame James Women's Sophie in White

$114.00 USD

CURRENT OBSESSIONS

Brands we're loving :

Vagabond Shoemakers
Intentionally Blank
Dolce Vita
Ilse Jacobsen

FOLLOW US @HEELBOY