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Winnipeg Outfitters will resume shipping to all areas in Canada including PO Boxes. Thank you for your patience!
Winnipeg Outfitters will resume shipping to all areas in Canada including PO Boxes. Thank you for your patience!

$100 to $200

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  • Men's Bates Tactical Sport 2 Mid Boot

    Original price $150.00 - Original price $150.00
    Original price $150.00
    $150.00
    $150.00 - $150.00
    Current price $150.00

    For over a decade, Tactical Sport has stepped up to extreme expectations - and now it just got better. The completely re-booted Tactical Sport 2 ta...

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    Original price $150.00 - Original price $150.00
    Original price $150.00
    $150.00
    $150.00 - $150.00
    Current price $150.00
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    Men's Bates Tactical Sport 2 Tall Boot

    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $160.00
    $160.00 - $170.00
    Current price $160.00

    For over a decade, Tactical Sport has stepped up to extreme expectations - and now it just got better. The completely re-booted Tactical Sport 2 ta...

    View full details
    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $160.00
    $160.00 - $170.00
    Current price $160.00
    Save 6% Save %
  • Men's Brooks Addiction Walker 2 Shoe

    Original price $170.00 - Original price $170.00
    Original price $170.00
    $170.00
    $170.00 - $170.00
    Current price $170.00

    Enjoy life at any pace in this men’s walking shoe. A comfy leather upper complements great support for a smooth stroll, saunter, or amble. Full-gr...

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    Original price $170.00 - Original price $170.00
    Original price $170.00
    $170.00
    $170.00 - $170.00
    Current price $170.00
  • Men's Brooks Addiction Walker V-Strap 2 Shoe

    Original price $170.00 - Original price $170.00
    Original price $170.00
    $170.00
    $170.00 - $170.00
    Current price $170.00

    Skip the laces and save a little time. Supportive and soft, this men's walking shoe has your back — and your feet. A new leather upper complements ...

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    Original price $170.00 - Original price $170.00
    Original price $170.00
    $170.00
    $170.00 - $170.00
    Current price $170.00
  • Men's Brooks Adenaline GTS 24 Shoe

    Original price $180.00 - Original price $180.00
    Original price $180.00
    $180.00
    $180.00 - $180.00
    Current price $180.00

    Runners have loved the Adrenaline for over 20 years. The Adrenaline GTS 24 men's running shoes feature nitrogen-infused DNA LOFT v3 foam provides c...

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    Original price $180.00 - Original price $180.00
    Original price $180.00
    $180.00
    $180.00 - $180.00
    Current price $180.00
  • Men's CAT Accomplice CSA Boot

    Original price $190.00 - Original price $190.00
    Original price $190.00
    $190.00
    $190.00 - $190.00
    Current price $190.00

    Made with innovation and integrity. The Accomplice is perfect for everyday use with modern style. This boot not only doubles down on durability and...

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    Original price $190.00 - Original price $190.00
    Original price $190.00
    $190.00
    $190.00 - $190.00
    Current price $190.00
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    Men's CAT Exposition 6 Inch CSA Boot

    Original price $220.00
    Original price $220.00 - Original price $220.00
    Original price $220.00
    Current price $154.00
    $154.00 - $154.00
    Current price $154.00

    No matter how you take on your work, the Exposition 6" Waterproof Alloy Toe CSA Work Boot provides the comfort, protection, and stability to get th...

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    Original price $220.00
    Original price $220.00 - Original price $220.00
    Original price $220.00
    Current price $154.00
    $154.00 - $154.00
    Current price $154.00
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  • Men's CAT Invader CSA Shoe

    Original price $160.00 - Original price $160.00
    Original price $160.00
    $160.00
    $160.00 - $160.00
    Current price $160.00

    Working without limits. Doing your job with pride. Going all in. That’s why modern work requires a modern boot. Introducing Invader from Cat Footwe...

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    Original price $160.00 - Original price $160.00
    Original price $160.00
    $160.00
    $160.00 - $160.00
    Current price $160.00
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    Men's CAT Streamline CSA Mesh Shoe

    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $119.00
    $119.00 - $119.00
    Current price $119.00

    When all you know is all-in, you need shoes that deliver. The Streamline 2.0 Composite Toe CSA Work Shoe seamlessly shifts between active work and ...

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    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $119.00
    $119.00 - $119.00
    Current price $119.00
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  • Men's Columbia Burnsider Omni-Heat Infinity Boot

    Original price $180.00 - Original price $180.00
    Original price $180.00
    $180.00
    $180.00 - $180.00
    Current price $180.00

    When your commute gets tough, these boots get going. This waterproof-breathable boot is lined with our most advanced thermal-reflective tech for wa...

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    Original price $180.00 - Original price $180.00
    Original price $180.00
    $180.00
    $180.00 - $180.00
    Current price $180.00
  • Men's Columbia Fairbanks Omni-Heat Boot

    Original price $170.00 - Original price $170.00
    Original price $170.00
    $170.00
    $170.00 - $170.00
    Current price $170.00

    Take on mud, slush, and rain in this waterproof-breathable boot featuring toasty thermal-reflective lining, a comfortable cushioned midsole, and an...

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    Original price $170.00 - Original price $170.00
    Original price $170.00
    $170.00
    $170.00 - $170.00
    Current price $170.00
  • Men's Curry 3Z 24 Basketball Shoes

    Original price $105.00 - Original price $105.00
    Original price $105.00
    $105.00
    $105.00 - $105.00
    Current price $105.00

    These are the shoes you're going to go back to again and again, all season long. A durable rubber outsole, leather overlays, and lock-down webbed l...

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    Original price $105.00 - Original price $105.00
    Original price $105.00
    $105.00
    $105.00 - $105.00
    Current price $105.00
  • Men's DC Manteca 4 HI Shoe

    Original price $105.00 - Original price $105.00
    Original price $105.00
    $105.00
    $105.00 - $105.00
    Current price $105.00

    DC's Men's Manteca 4 Hi High-Top Shoes feature a leather cow upper and foam padded collar/tongue for comfort. Mesh lining HF weld quarter logo EVA ...

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    Original price $105.00 - Original price $105.00
    Original price $105.00
    $105.00
    $105.00 - $105.00
    Current price $105.00
  • Men's DC Peary Boot

    Original price $140.00 - Original price $140.00
    Original price $140.00
    $140.00
    $140.00 - $140.00
    Current price $140.00

    Experience ultimate comfort and durability with DC Shoes Peary Tr Leather Boots. Featuring heavy-duty leather upper fabric rubber cupsole construct...

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    Original price $140.00 - Original price $140.00
    Original price $140.00
    $140.00
    $140.00 - $140.00
    Current price $140.00
  • Men's DC Pure Hi-Top Shoe

    Original price $115.00 - Original price $115.00
    Original price $115.00
    $115.00
    $115.00 - $115.00
    Current price $115.00

    Prepare for cooler temperatures with the Pure High-Top Winter Shoes - a DC go-to revamped for seasonal shifts. Featuring a durable blend of nubuck ...

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    Original price $115.00 - Original price $115.00
    Original price $115.00
    $115.00
    $115.00 - $115.00
    Current price $115.00
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    Men's Irish Setter Pinnacle Boot

    Original price $269.99
    Original price $269.99 - Original price $269.99
    Original price $269.99
    Current price $135.00
    $135.00 - $135.00
    Current price $135.00

    The Pinnacle boots feature advanced technology for greater stability and comfort for hunters and outdoor enthusiasts. Pinnacle's patented ATC outso...

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    Original price $269.99
    Original price $269.99 - Original price $269.99
    Original price $269.99
    Current price $135.00
    $135.00 - $135.00
    Current price $135.00
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  • Sold out

    Men's Irish Setter Soft Paw Boot

    Original price $215.00
    Original price $215.00 - Original price $215.00
    Original price $215.00
    Current price $150.50
    $150.50 - $150.50
    Current price $150.50

    This nubuck, waxed leather upper boot is slightly taller than an oxford shoe to provide more protection above the ankle. The Memory Foam insole giv...

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    Original price $215.00
    Original price $215.00 - Original price $215.00
    Original price $215.00
    Current price $150.50
    $150.50 - $150.50
    Current price $150.50
    Sold out
  • Sold out

    Men's Irish Setter VaprTrek 8-Inch Boot - Wide

    Original price $239.99
    Original price $239.99 - Original price $239.99
    Original price $239.99
    Current price $167.99
    $167.99 - $167.99
    Current price $167.99

    Full grain, waterproof leather and abrasion resistant mesh Real Tree print upper. Removable polyurethane with memory foam footbed. Bi-directional l...

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    Original price $239.99
    Original price $239.99 - Original price $239.99
    Original price $239.99
    Current price $167.99
    $167.99 - $167.99
    Current price $167.99
    Sold out
  • Men's Lugz Challenge Shoe

    Original price $101.55 - Original price $101.55
    Original price $101.55
    $101.55
    $101.55 - $101.55
    Current price $101.55

    The perfect everyday shoe does exist. Looking for a sneaker that will go with just about anything? Enter the Challenge, a cupsole sneaker bolstered...

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    Original price $101.55 - Original price $101.55
    Original price $101.55
    $101.55
    $101.55 - $101.55
    Current price $101.55
  • Men's Lugz Convoy 6-Inch Boot

    Original price $110.00 - Original price $110.00
    Original price $110.00
    $110.00
    $110.00 - $110.00
    Current price $110.00

    When you want that 6 inch classic look even on your casual days, this is the boot for you. Come on, throw on those jeans with a pair of Convoy’s a...

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    Original price $110.00 - Original price $110.00
    Original price $110.00
    $110.00
    $110.00 - $110.00
    Current price $110.00
  • Men's Merell Speed Strike 2 Mid Hiker

    Original price $160.00 - Original price $160.00
    Original price $160.00
    $160.00
    $160.00 - $160.00
    Current price $160.00

    The Speed Strike 2 Mid Waterproof provides the comfort and weather protection you want of a waterproof hiking boot, while also delivering a faster,...

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    Original price $160.00 - Original price $160.00
    Original price $160.00
    $160.00
    $160.00 - $160.00
    Current price $160.00
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    Men's Merrell Accentor 3 Sport Mid GTX Boot

    Original price $190.00
    Original price $190.00 - Original price $190.00
    Original price $190.00
    Current price $133.00
    $133.00 - $133.00
    Current price $133.00

    This sporty hiker with grippy rubber sole and GORE-TEX® waterproofing cradles your foot for all-day comfort during days on the trail. GORE-TEX® wa...

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    Original price $190.00
    Original price $190.00 - Original price $190.00
    Original price $190.00
    Current price $133.00
    $133.00 - $133.00
    Current price $133.00
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  • Sold out

    Men's Merrell Adventure Chelsea Pull On Boot

    Original price $215.00
    Original price $215.00 - Original price $215.00
    Original price $215.00
    Current price $150.50
    $150.50 - $150.50
    Current price $150.50

    Get all-day comfort with the same out-of-the-box fit you expect from Moab. This Chelsea delivers a lifestyle look, waterproofing, and traction you ...

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    Original price $215.00
    Original price $215.00 - Original price $215.00
    Original price $215.00
    Current price $150.50
    $150.50 - $150.50
    Current price $150.50
    Sold out
  • Men's Merrell Fly Strike Shoe

    Original price $120.00 - Original price $120.00
    Original price $120.00
    $120.00
    $120.00 - $120.00
    Current price $120.00

    Lightweight and capable, this luggy trail runner with abrasion-resistant upper is designed for fast runs on paved and hard-packed trails. Mesh upp...

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    Original price $120.00 - Original price $120.00
    Original price $120.00
    $120.00
    $120.00 - $120.00
    Current price $120.00