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  • Men's Timberland Chillberg Mid Boot

    $170.00 - $170.00
    $170.00
    $170.00 - $170.00
    $170.00

    Upper made with waterproof Better Leather from an LWG Silver-rated tannery.  200 grams of PrimaLoft® insulation. Rustproof speed lace hardware wi...

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    $170.00 - $170.00
    $170.00
    $170.00 - $170.00
    $170.00
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    Great Canadian Merino Trekker Sock

    $14.50
    $14.50 - $14.50
    $14.50
    $10.88
    $10.88 - $10.88
    $10.88

    Wool for warmth and moisture control. Warmth to -25°C .Pre-shrunk wool.

    $14.50
    $14.50 - $14.50
    $14.50
    $10.88
    $10.88 - $10.88
    $10.88
    Save 25% Save %

  • Men's Skechers Bulldozer Boot

    $125.00 - $125.00
    $125.00
    $125.00 - $125.00
    $125.00

    Gear up with exceptional traction and supportive comfort with Skechers Skech-Air® Envoy - Bulldozer. This lace-up water repellent trail mid top s...

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    $125.00 - $125.00
    $125.00
    $125.00 - $125.00
    $125.00

  • Men's Skechers Relment Boot

    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

    Keep going in any condition with comfort and rugged style in Skechers Relaxed Fit®: Relment boot. This lace-up hiking boot features a waterproo...

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    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

  • Men's DC Peary Boot

    $140.00 - $140.00
    $140.00
    $140.00 - $140.00
    $140.00

    Heavy duty leather construction. D-rings ands speed lacing hardware. Water resistant. Durable tread on outsole. Rubber cup sole construction.

    $140.00 - $140.00
    $140.00
    $140.00 - $140.00
    $140.00

  • Men's Baffin Ice Monster CSA Boot

    $310.00 - $310.00
    $310.00
    $310.00 - $310.00
    $310.00

    Waterproof leather with breathable membrane and comfort padded top collar. Composite Safety Toe and Plate. IceBite™ Grip for greater slip re...

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    $310.00 - $310.00
    $310.00
    $310.00 - $310.00
    $310.00

  • Men's New Balance Hierro V7 Shoe

    $189.99 - $189.99
    $189.99
    $189.99 - $189.99
    $189.99

    Fresh Foam midsole cushioning is presicion engineered to deliver an ultra cushioned, lightweight ride.  Synthetic/Mesh upper with zonal TPU threads...

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    $189.99 - $189.99
    $189.99
    $189.99 - $189.99
    $189.99

  • Men's Vans Soland Shoe

    $100.00 - $100.00
    $100.00
    $100.00 - $100.00
    $100.00

    Drop V Vans branding. Lace up closure. OrthoLite sock liner. Deluxe padded heel and collar. Deluxe IMEVA midsole construction. Original waffle ou...

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    $100.00 - $100.00
    $100.00
    $100.00 - $100.00
    $100.00
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    Men's Vans Range Exp Hi VansGuard Shoe

    $120.00
    $120.00 - $120.00
    $120.00
    $88.50
    $88.50 - $88.50
    $88.50

    Hi-top upper with Vans side stripe branding. Lace up closure. Water-resistant materials. OrthoLite sock liner. Padded tongue and collar. EVA mids...

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    $120.00
    $120.00 - $120.00
    $120.00
    $88.50
    $88.50 - $88.50
    $88.50
    Save 26% Save %

  • Men's Puma Pacer Future Trail Boot

    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

    Modern trail running-inspired sneaker boot. Mid-cut construction with synthetic quarter overlays. Rugged outsole for additional grip. Soft Foam...

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    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

  • Men's Adidas Hoops 3.0 Mid Shoe

    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

    These men's adidas sneakers are ready for everyday wear no matter the occasion. They blend into any wardrobe with unmistakable basketball inspira...

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    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

  • Men's Skechers Hillcrest Shoe

    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

    Get ready to explore the trails in sure-footed comfort with the Skechers Hillcrest - Vast Adventure shoe. This sporty walking trail sneaker feat...

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    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

  • Men's Cloutier Snowshoe Boot

    $299.99 - $299.99
    $299.99
    $299.99 - $299.99
    $299.99

    Old brown leather and smoke suede 11.5" snowshoe boot. Sheepskin lining and rubber outsole. Full lace up closure.

    $299.99 - $299.99
    $299.99
    $299.99 - $299.99
    $299.99

  • Men's Cloutier Sheepskin Moccasin

    $143.99 - $143.99
    $143.99
    $143.99 - $143.99
    $143.99

    Suede slip on moccasin with sheepskin trimmed, sheepskin lined, padded outsole.

    $143.99 - $143.99
    $143.99
    $143.99 - $143.99
    $143.99

  • Men's Adidas Kaptir 2.0 Shoe

    $120.00 - $120.00
    $120.00
    $120.00 - $120.00
    $120.00

    The knit upper and quarter webbing on the tongue adds depth to your style. Cloudfoam helps you stay comfortable and in charge all day long. Made ...

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    $120.00 - $120.00
    $120.00
    $120.00 - $120.00
    $120.00

  • Men's Timberland MT. Maddsen Mid Hiker

    $150.00 - $150.00
    $150.00
    $150.00 - $150.00
    $150.00

    Upper made with waterproof Better Leather from an LWG Silver-rated tannery. Fully gusseted tongue. ReBOTL™ fabric lining. Anti-fatigue removable ...

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    $150.00 - $150.00
    $150.00
    $150.00 - $150.00
    $150.00
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    Men's Merrell Anvik 2 Mid WP Boot

    $170.00
    $170.00 - $170.00
    $170.00
    $119.50
    $119.50 - $119.50
    $119.50

    GORE-TEX® waterproof membrane, exceptional breathability and waterproof performance. Mesh and TPU upper. Protective toe cap. Merrell Air Cushion ...

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    $170.00
    $170.00 - $170.00
    $170.00
    $119.50
    $119.50 - $119.50
    $119.50
    Save 30% Save %
  • Save 19% Save %

    Men's Adidas Kaptir 2.0 Shoe

    $110.00
    $110.00 - $110.00
    $110.00
    $89.50
    $89.50 - $89.50
    $89.50

    Lace closure with a knit upper. Mesh lining. Heel counter. Sculpted Cloudfoam midsole. Synthetic outsole.

    $110.00
    $110.00 - $110.00
    $110.00
    $89.50
    $89.50 - $89.50
    $89.50
    Save 19% Save %

  • Men's Puma Pacer Future Classic Shoe

    $90.00 - $90.00
    $90.00
    $90.00 - $90.00
    $90.00

    Made with a breathable knit upper, these fashion sneakers showcase a round toe front, lace-up closure with TPU lace-through cage at lateral side ...

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    $90.00 - $90.00
    $90.00
    $90.00 - $90.00
    $90.00
  • Men's UA Charged Bandit TR2 Shoe
    Save 20% Save %

    Men's UA Charged Bandit TR2 Shoe

    $130.00
    $130.00 - $130.00
    $130.00
    $104.50
    $104.50 - $104.50
    $104.50

    Lightweight, engineered two-toned mesh upper construction for increased ventilation. Molded sockliner forms to the foot, eliminating slippage &...

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    $130.00
    $130.00 - $130.00
    $130.00
    $104.50
    $104.50 - $104.50
    $104.50
    Save 20% Save %

  • Men's UA Charged Rogue 3 Shoe

    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

    Engineered mesh upper is extremely lightweight & breathable. Lightweight, external heel counter for additional support. Dual midsole combines...

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    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00
  • Save 20% Save %

    Men's Skechers Mooney Slip On Shoe

    $90.00
    $90.00 - $90.00
    $90.00
    $72.00
    $72.00 - $72.00
    $72.00

    This slip-on oxford sneaker features a lightweight mesh knit and smooth synthetic upper with a stretch-laced front and a cushioned Air-Cooled Mem...

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    $90.00
    $90.00 - $90.00
    $90.00
    $72.00
    $72.00 - $72.00
    $72.00
    Save 20% Save %
  • Save 20% Save %

    Men's Skechers High Degree Shoe

    $90.00
    $90.00 - $90.00
    $90.00
    $72.00
    $72.00 - $72.00
    $72.00

    Woven knit mesh fabric and synthetic upper in a slip on stretch laced athletic training and walking comfort sneaker with interwoven designs. Air ...

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    $90.00
    $90.00 - $90.00
    $90.00
    $72.00
    $72.00 - $72.00
    $72.00
    Save 20% Save %
  • Save 35% Save %

    Men's Skechers Volgo Slip On Shoe

    $75.00
    $75.00 - $75.00
    $75.00
    $49.00
    $49.00 - $49.00
    $49.00

    Soft woven canvas fabric upper in a slip on stretch laced casual beach moc with stitching and overlay accents. Air Cooled Memory Foam insole.

    $75.00
    $75.00 - $75.00
    $75.00
    $49.00
    $49.00 - $49.00
    $49.00
    Save 35% Save %

When it comes to men's shoes, you can count on Winnipeg Outfitters as your one-stop shop. You can find anything you desire, whether it's causal men's footwear, a great pair of running shoes, or a warm pair of men's winter boots. We believe that excellent products are worth buying and supporting, which is why we offer brands like Vans, Timberland, and Under Armour.

Is running outdoors your thing? We have a variety of brands recognized for producing running shoes that allow you to keep up with the pace. With Puma, you'll feel as if you can achieve feline-like agility due to the comfort and lightness of their shoes. New Balance is a fantastic choice for wide feet. The soft cushioning of New Balance running shoes has made them very well-known and a top choice for style and comfort.

When it comes to Canadian winters we know a thing or two about the right footwear. At Winnipeg Outfitters we have the perfect boots to get you through the winter season. Sorel is a classic when it comes to winter boots, with a variety of styles and functions to choose from. Sorel boots are extremely popular among men for their fashionable appearance and practical function, both of which are enhanced by a waterproof outer and detachable liner to keep you warm all winter long. For the more adventurous men, we carry winter boots from Columbia, Merrell, and Baffin that are sure to keep your feet warm and dry no matter the activity. With these boots, you'll be able to hike, snowshoe, or just enjoy a winter walk without worry.

Winnipeg Outfitters is also your go-to store for sandals in the summertime. We carry a wide variety of brands and styles to suit any taste, from sporty to casual. Whether you're looking for sandals, slides, or even slippers, we have what you're looking for. So whatever the season or activity, come to Winnipeg Outfitters for all your men's footwear needs. We'll make sure you find the perfect pair of shoes, boots, or sandals for you!