Shop Vintage Canadian Shoes

Sponsored
$189.00
World's Most Comfortable Dress Shoe | The Original (Chestnut Brown), 11 / Standard
Amberjack
$189.00
World's Most Comfortable Dress Shoe | The Original (Chestnut Brown), 11 / Standard
Amberjack
$140.00
GORUCK Ballistic Trainers - Black / Gum / Black Reflective - 7.5
Rogue Fitness
Free shipping
$140.00
GORUCK Ballistic Trainers - Black / Gum / Black Reflective - 7.5
Rogue Fitness
$152.00
Mangrove Leather Flats - Vintage Red / 8.5
ELF
$152.00
Mangrove Leather Flats - Vintage Red / 8.5
ELF
$69.99
Crown Vintage Edsul Sneaker | Men's | Brown Synthetic | Size 8.5 | Sneakers
DSW
20% Off*
$69.99
Crown Vintage Edsul Sneaker | Men's | Brown Synthetic | Size 8.5 | Sneakers
DSW
$39.99
Women Vintage Slip On Loafers Low Heel PU Leather Loafers
Vernier
$39.99
Women Vintage Slip On Loafers Low Heel PU Leather Loafers
Vernier
$59.98
Crown Vintage Nirea Loafer | Women's | Cognac | Size 9.5 | Loafers | Block
DSW
20% Off*
$59.98
Crown Vintage Nirea Loafer | Women's | Cognac | Size 9.5 | Loafers | Block
DSW
$49.98
Crown Vintage Treviion Slipon Sneaker | Men's | Navy/Brown | Size 8 | Sneakers
DSW
20% Off*
$49.98
Crown Vintage Treviion Slipon Sneaker | Men's | Navy/Brown | Size 8 | Sneakers
DSW
$42.99
$77.62
Women's Brown Vintage Victorian Lace-Up Ankle Boots With Button Details And Mid Heel For Cosplay, Historical Reenactments, And Everyday Wear
LightInTheBox
44% off
$42.99
$77.62
Women's Brown Vintage Victorian Lace-Up Ankle Boots With Button Details And Mid Heel For Cosplay, Historical Reenactments, And Everyday Wear
LightInTheBox
$79.99
$98.62
Women's Vintage Floral Lace-Up Heels - Elegant Green & Gold Victorian-Style Shoes For Special Occasions
LightInTheBox
18% off
$79.99
$98.62
Women's Vintage Floral Lace-Up Heels - Elegant Green & Gold Victorian-Style Shoes For Special Occasions
LightInTheBox
$70.99
$141.97
Retro Vintage Rococo Baroque Mary Jane Shoes Chunky Heels Chunky Heels Women's Royal Carnival Of Venice Adults' Shoes
LightInTheBox
49% off
$70.99
$141.97
Retro Vintage Rococo Baroque Mary Jane Shoes Chunky Heels Chunky Heels Women's Royal Carnival Of Venice Adults' Shoes
LightInTheBox
$109.95
Victoria Women's Berlin Ciclista Sneaker
Amazon.com
Free shipping
$109.95
Victoria Women's Berlin Ciclista Sneaker
Amazon.com
$35.99
Men's Genuine Leather Zipper Handmade Casual Shoes
Cotosen
$35.99
Men's Genuine Leather Zipper Handmade Casual Shoes
Cotosen
$75.00
Retro Nubuck Leather Lace-Up Sneakers Non-Slip Flat Casual Shoes In Yellow Brown/Red/Green 7.5 / Green
Dwarves-Handmade Leather Shoes
Free shipping
$75.00
Retro Nubuck Leather Lace-Up Sneakers Non-Slip Flat Casual Shoes In Yellow Brown/Red/Green 7.5 / Green
Dwarves-Handmade Leather Shoes
$79.70
Deadstock 1940'S Pumps EU 38
Etsy
1K+
$79.70
Deadstock 1940'S Pumps EU 38
Etsy
$109.00
Kizik Men's Lima - Blackout 5.5 / Standard | Kizik Hands-Free Shoes | Step In Shoes | Slip On Shoes
Kizik Store
1K+
$109.00
Kizik Men's Lima - Blackout 5.5 / Standard | Kizik Hands-Free Shoes | Step In Shoes | Slip On Shoes
Kizik Store
$54.99
Vintage Mary Janes Shoes Summer Autumn Low Heel Women Loafers, Blue / US7
Getcomfyshoes
$54.99
Vintage Mary Janes Shoes Summer Autumn Low Heel Women Loafers, Blue / US7
Getcomfyshoes
$64.97
New Balance Men's 608 V5 Casual Comfort Cross Trainer
Amazon.com
80K+
Free shipping
$64.97
New Balance Men's 608 V5 Casual Comfort Cross Trainer
Amazon.com
$50.59
Huitjours Men Brogues Wingtip Lace Up Classic Black Dress Shoes Derby Gatsby Prom Fashion Oxford
Amazon.com
13
Free shipping
$50.59
Huitjours Men Brogues Wingtip Lace Up Classic Black Dress Shoes Derby Gatsby Prom Fashion Oxford
Amazon.com
$54.99
Vintage Mary Janes Shoes Summer Autumn Low Heel Women Loafers, Brown / US7
Getcomfyshoes
$54.99
Vintage Mary Janes Shoes Summer Autumn Low Heel Women Loafers, Brown / US7
Getcomfyshoes
$75.00
Genuine Soft Leather Lace-Up Oxford Shoes Casual Vintage Barefoot Shoes In Yellow Brown/Coffee 6.5 / Coffee
Dwarves-Handmade Leather Shoes
Free shipping
$75.00
Genuine Soft Leather Lace-Up Oxford Shoes Casual Vintage Barefoot Shoes In Yellow Brown/Coffee 6.5 / Coffee
Dwarves-Handmade Leather Shoes
$116.00
$145.00
CANADA GOOSE Suede Leather Trim Embellishment Sneakers 7.5
The RealReal
20% off
$116.00
$145.00
CANADA GOOSE Suede Leather Trim Embellishment Sneakers 7.5
The RealReal
$75.00
Vintage Genuine Leather Barefoot Shoes Lace-Up Casual Derby Shoes In Grey/Khaki/Yellow Brown 9 / Grey
Dwarves-Handmade Leather Shoes
Free shipping
$75.00
Vintage Genuine Leather Barefoot Shoes Lace-Up Casual Derby Shoes In Grey/Khaki/Yellow Brown 9 / Grey
Dwarves-Handmade Leather Shoes
$40.00
Deadstock 1980S Brown Suede Lace Up Sneakers Shoes / Women's 7
Etsy
$40.00
Deadstock 1980S Brown Suede Lace Up Sneakers Shoes / Women's 7
Etsy
$72.00
Unique Vintage 1950S Square Toe Pumps In Black & White At Nordstrom, Size 37
Nordstrom
$72.00
Unique Vintage 1950S Square Toe Pumps In Black & White At Nordstrom, Size 37
Nordstrom
$138.60
Vintage Inspired Shoes, Genuine Leather Shoes, Retro Women Shoes, Brown Women Shoes, Swing Shoes, Lindy Hop Shoes, Swing Dancing Shoes
Etsy
711
$138.60
Vintage Inspired Shoes, Genuine Leather Shoes, Retro Women Shoes, Brown Women Shoes, Swing Shoes, Lindy Hop Shoes, Swing Dancing Shoes
Etsy
$48.95
Vintage Leather Hand-Stitching Casual Shoes With Supportive Soles Brown-US 12
speteto
Free shipping
$48.95
Vintage Leather Hand-Stitching Casual Shoes With Supportive Soles Brown-US 12
speteto
$16.33
$17.67
Vintage Style Men's Casual Skateboarding Shoes - All-Season Low Top Sneakers With Solid Color, Fabric Upper, EVA Midsole, PVC Sole, Round Toe, Lace
Temu US
422
$16.33
$17.67
Vintage Style Men's Casual Skateboarding Shoes - All-Season Low Top Sneakers With Solid Color, Fabric Upper, EVA Midsole, PVC Sole, Round Toe, Lace
Temu US
$59.66
Mens Vintage Leather Dress Shoes Red Bottom Shoes Brown 13
chyhua.com
$59.66
Mens Vintage Leather Dress Shoes Red Bottom Shoes Brown 13
chyhua.com
$48.95
Vintage Leather Hand-Stitching Casual Shoes With Supportive Soles Blue-US 10
speteto
Free shipping
$48.95
Vintage Leather Hand-Stitching Casual Shoes With Supportive Soles Blue-US 10
speteto
$48.95
Vintage Leather Hand-Stitching Casual Shoes With Supportive Soles Green-US 8.5
speteto
Free shipping
$48.95
Vintage Leather Hand-Stitching Casual Shoes With Supportive Soles Green-US 8.5
speteto
$79.00
$149.00
Kizik Men's Milan - Coffee Liqueur 13 / Standard | Kizik Hands-Free Shoes | Step In Shoes | Slip On Shoes
Kizik Store
46% off
$79.00
$149.00
Kizik Men's Milan - Coffee Liqueur 13 / Standard | Kizik Hands-Free Shoes | Step In Shoes | Slip On Shoes
Kizik Store
$359.90
$459.90
Mauri "Freeze" Gold / Camel Genuine Crocodile / Nappa Leather / Velvet Embossed Casual Sneakers 8418. 18 Charcoal Grey
Upscale Menswear
21% off
$359.90
$459.90
Mauri "Freeze" Gold / Camel Genuine Crocodile / Nappa Leather / Velvet Embossed Casual Sneakers 8418. 18 Charcoal Grey
Upscale Menswear
$124.95
Vintage Havana Flair 8 Women's White Oxford 10 m
ShoeMall
$124.95
Vintage Havana Flair 8 Women's White Oxford 10 m
ShoeMall
$144.98
$190.58
Autry Vintage Runner Sneakers - EU43
CETTIRE
23% off
$144.98
$190.58
Autry Vintage Runner Sneakers - EU43
CETTIRE
$53.99
Reebok Classic Leather 1983 Vintage Mens Beige Lifestyle Sneakers Shoes 7
Ruze Shoes
$53.99
Reebok Classic Leather 1983 Vintage Mens Beige Lifestyle Sneakers Shoes 7
Ruze Shoes
$25.69
$26.96
British Retro Small Fragrance Wind Houndstooth Diamond Buckle Small Square Head Thick Heel Women's Shoes
Temu US
1
$25.69
$26.96
British Retro Small Fragrance Wind Houndstooth Diamond Buckle Small Square Head Thick Heel Women's Shoes
Temu US
See more
See less
    Some results have been hidden because they may be inaccessible to you.Show inaccessible results
    See more images

    Shop Vintage Canadian Shoes

    Sponsored
    $189.00
    World's Most Comfortable Dress Shoe | The Original (Chestnut Brown), 11 / Standard
    Amberjack
    $189.00
    World's Most Comfortable Dress Shoe | The Original (Chestnut Brown), 11 / Standard
    Amberjack
    $140.00
    GORUCK Ballistic Trainers - Black / Gum / Black Reflective - 7.5
    Rogue Fitness
    Free shipping
    $140.00
    GORUCK Ballistic Trainers - Black / Gum / Black Reflective - 7.5
    Rogue Fitness
    $152.00
    Mangrove Leather Flats - Vintage Red / 8.5
    ELF
    $152.00
    Mangrove Leather Flats - Vintage Red / 8.5
    ELF
    $69.99
    Crown Vintage Edsul Sneaker | Men's | Brown Synthetic | Size 8.5 | Sneakers
    DSW
    20% Off*
    $69.99
    Crown Vintage Edsul Sneaker | Men's | Brown Synthetic | Size 8.5 | Sneakers
    DSW
    $39.99
    Women Vintage Slip On Loafers Low Heel PU Leather Loafers
    Vernier
    $39.99
    Women Vintage Slip On Loafers Low Heel PU Leather Loafers
    Vernier
    $59.98
    Crown Vintage Nirea Loafer | Women's | Cognac | Size 9.5 | Loafers | Block
    DSW
    20% Off*
    $59.98
    Crown Vintage Nirea Loafer | Women's | Cognac | Size 9.5 | Loafers | Block
    DSW
    $49.98
    Crown Vintage Treviion Slipon Sneaker | Men's | Navy/Brown | Size 8 | Sneakers
    DSW
    20% Off*
    $49.98
    Crown Vintage Treviion Slipon Sneaker | Men's | Navy/Brown | Size 8 | Sneakers
    DSW
    $42.99
    $77.62
    Women's Brown Vintage Victorian Lace-Up Ankle Boots With Button Details And Mid Heel For Cosplay, Historical Reenactments, And Everyday Wear
    LightInTheBox
    44% off
    $42.99
    $77.62
    Women's Brown Vintage Victorian Lace-Up Ankle Boots With Button Details And Mid Heel For Cosplay, Historical Reenactments, And Everyday Wear
    LightInTheBox
    $79.99
    $98.62
    Women's Vintage Floral Lace-Up Heels - Elegant Green & Gold Victorian-Style Shoes For Special Occasions
    LightInTheBox
    18% off
    $79.99
    $98.62
    Women's Vintage Floral Lace-Up Heels - Elegant Green & Gold Victorian-Style Shoes For Special Occasions
    LightInTheBox
    $70.99
    $141.97
    Retro Vintage Rococo Baroque Mary Jane Shoes Chunky Heels Chunky Heels Women's Royal Carnival Of Venice Adults' Shoes
    LightInTheBox
    49% off
    $70.99
    $141.97
    Retro Vintage Rococo Baroque Mary Jane Shoes Chunky Heels Chunky Heels Women's Royal Carnival Of Venice Adults' Shoes
    LightInTheBox
    $109.95
    Victoria Women's Berlin Ciclista Sneaker
    Amazon.com
    Free shipping
    $109.95
    Victoria Women's Berlin Ciclista Sneaker
    Amazon.com
    $35.99
    Men's Genuine Leather Zipper Handmade Casual Shoes
    Cotosen
    $35.99
    Men's Genuine Leather Zipper Handmade Casual Shoes
    Cotosen
    $75.00
    Retro Nubuck Leather Lace-Up Sneakers Non-Slip Flat Casual Shoes In Yellow Brown/Red/Green 7.5 / Green
    Dwarves-Handmade Leather Shoes
    Free shipping
    $75.00
    Retro Nubuck Leather Lace-Up Sneakers Non-Slip Flat Casual Shoes In Yellow Brown/Red/Green 7.5 / Green
    Dwarves-Handmade Leather Shoes
    $79.70
    Deadstock 1940'S Pumps EU 38
    Etsy
    1K+
    $79.70
    Deadstock 1940'S Pumps EU 38
    Etsy
    $109.00
    Kizik Men's Lima - Blackout 5.5 / Standard | Kizik Hands-Free Shoes | Step In Shoes | Slip On Shoes
    Kizik Store
    1K+
    $109.00
    Kizik Men's Lima - Blackout 5.5 / Standard | Kizik Hands-Free Shoes | Step In Shoes | Slip On Shoes
    Kizik Store
    $54.99
    Vintage Mary Janes Shoes Summer Autumn Low Heel Women Loafers, Blue / US7
    Getcomfyshoes
    $54.99
    Vintage Mary Janes Shoes Summer Autumn Low Heel Women Loafers, Blue / US7
    Getcomfyshoes
    $64.97
    New Balance Men's 608 V5 Casual Comfort Cross Trainer
    Amazon.com
    80K+
    Free shipping
    $64.97
    New Balance Men's 608 V5 Casual Comfort Cross Trainer
    Amazon.com
    $50.59
    Huitjours Men Brogues Wingtip Lace Up Classic Black Dress Shoes Derby Gatsby Prom Fashion Oxford
    Amazon.com
    13
    Free shipping
    $50.59
    Huitjours Men Brogues Wingtip Lace Up Classic Black Dress Shoes Derby Gatsby Prom Fashion Oxford
    Amazon.com