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Serving Calgarians Since 1958
Men's Footwear

Collection: Men's Footwear

O'Connors Calgary

Discover Premium Shoes & Boots That Elevate Every Step

Exceptional footwear doesn’t just complete your outfit. It carries you forward with confidence and comfort.

At O’Connors, we know the right shoe doesn’t just look the part. It fits like it was made for you. From handcrafted dress shoes that walk you through important milestones, to polished boots that bring quiet strength to your stride, to casual shoes designed for comfort without compromise — the right pair speaks to who you are and how you move through the world.

That’s why we carry only the finest names in men’s footwear — from Sanders and ECCO to Allen Edmonds and Crockett & Jones. These brands are chosen for their craftsmanship, comfort, and timeless design. Because the true difference isn’t just how they look — it’s how they feel, how they last, and how they move with you.

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Vendor: Cole Haan

Cole Haan Men's GrandPrø Topspin Sneakers - Black

Price Upon Request

Vendor: Cole Haan

Cole Haan Men's GrandPrø Topspin Sneakers - British Tan

Price Upon Request

Vendor: Cole Haan

Cole Haan Men's GrandPrø Topspin Sneakers - Lava Smoke

Price Upon Request

Vendor: Cole Haan

Cole Haan Men's GrandPrø Topspin Sneakers - Optic White

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Alex - Black Calf

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Alex - Dark Brown Burnished Calf

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Boston - Black Cavalry Calf

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Boston - Chestnut Burnished Calf

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Chelsea 8 - Black Calf

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Chelsea 8 - Chestnut Burnished Calf

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Chiltern - Dark Brown Suede

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Chiltern - Earth Green Suede

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Chiltern - Snuff Suede

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Connaught 2 - Black Calf

Price Upon Request

Vendor: Crockett & Jones

Crockett & Jones Connaught 2 - Chestnut Burnished Calf

Price Upon Request

Explore Our Men’s Footwear Categories:

From handcrafted dress shoes to casual staples, our footwear collection reflects the same quality, craftsmanship, and attention to detail that define the O’Connors experience.

Experience the O’Connors difference

Men’s Dress Shoes

A well-made dress shoe sets the foundation for elevated style. Our collection includes Oxfords, Derbies, and monk straps — crafted from premium leathers in timeless silhouettes. Designed for polish, structure, and long-lasting comfort, each pair is crafted to carry you through boardrooms, events, and other special occasions.

Men’s Loafers & Slip-Ons

A great loafer offers all-day comfort with just the right touch of polish. Our collection includes penny loafers, tassels, and sleek slip-ons — finished in supple leather or suede for everyday elegance. Each pair is designed to complement tailoring or elevate casual looks, bringing effortless versatility to your wardrobe.

Men’s Casual Shoes

Casual shoes should be easy — but never ordinary. Our selection includes stylish lace-ups, refined sneakers, and relaxed weekend styles crafted for all-day wear. Designed to coordinate seamlessly with denim, chinos, or casual tailoring, each pair offers comfort, versatility, and subtle sophistication.

Men’s Boots

A well-crafted boot brings structure, style, and staying power to your look. Our collection includes Chelsea, chukka, and lace-up boots made with premium materials for comfort, durability, and versatility. Whether paired with denim or layered into tailored outfits, each pair brings a modern edge to refined silhouettes.

Men’s Boots

Fine shoes deserve thoughtful care. Our collection features premium products from Saphir — including creams, conditioners, polishes, and brushes — curated to preserve leather and prolong the life of every pair. Whether restoring a finish or protecting a new investment, these essentials help your footwear stay looking its best.

O'Connors Calgary
O'Connors Calgary

Visit Us In-Store

Shop in-store to explore all of our brands and collections up close. Experience the quality, style, and craftsmanship firsthand—and discover what makes each piece uniquely yours.

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Experience the Luxury of In-Person Shopping

Step into our 12,000 sq. ft. store for a premium retail experience. Browse beautifully curated collections and enjoy personal wardrobe recommendations.

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Enjoy Unparalleled Customer Service

We take pride in every customer experience. As a family-run business, we’ve built our reputation on trust, care, and lasting connections.

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Browse Our Entire Clothing Collection

Interested in a specific designer? We curate too many exceptional pieces
to feature online. Visit us in person to explore our full collection.

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