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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!

Spring '25 - Men's

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  • Men's DC Manteca Shoe

    Original price $100.00 - Original price $100.00
    Original price $100.00
    $100.00
    $100.00 - $100.00
    Current price $100.00

    The remastered Manteca 4 S features a wealth of skate-focused upgrades to the classic cupsole design. The SUPER SUEDE upper and SUPER RUBBER outsol...

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    Original price $100.00 - Original price $100.00
    Original price $100.00
    $100.00
    $100.00 - $100.00
    Current price $100.00
  • Men's Crooks & Castles Star Hat

    Original price $32.00 - Original price $32.00
    Original price $32.00
    $32.00
    $32.00 - $32.00
    Current price $32.00

    Featuring the iconic Crooks & Castles logo, complete with star and chain details. Designed to complement the matching star t-shirt, this hat is...

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    Original price $32.00 - Original price $32.00
    Original price $32.00
    $32.00
    $32.00 - $32.00
    Current price $32.00
  • Men's Crooks & Castles Back Chain Sweatpant

    Original price $70.00 - Original price $80.00
    Original price $70.00
    $70.00 - $80.00
    $70.00 - $80.00
    Current price $70.00

    Featuring the signature logo screen printed on the front. Equipped with two side hand pockets for convenience, they also include an elastic and dra...

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    Original price $70.00 - Original price $80.00
    Original price $70.00
    $70.00 - $80.00
    $70.00 - $80.00
    Current price $70.00
  • Men's Crooks & Castles Star Tee

    Original price $32.00 - Original price $38.00
    Original price $32.00
    $32.00 - $38.00
    $32.00 - $38.00
    Current price $32.00

    Features the distinctive Crooks & Castles logo screen printed on the back, making a bold statement. The front is adorned with the signature Cro...

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    Original price $32.00 - Original price $38.00
    Original price $32.00
    $32.00 - $38.00
    $32.00 - $38.00
    Current price $32.00
  • Men's Crooks & Castles Square Hoodie

    Original price $80.00 - Original price $90.00
    Original price $80.00
    $80.00 - $90.00
    $80.00 - $90.00
    Current price $80.00

    Featuring the Crooks & Castles Elite logo screen printed on the front. The back is adorned with a unique square bandana detail and Crooks logo,...

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    Original price $80.00 - Original price $90.00
    Original price $80.00
    $80.00 - $90.00
    $80.00 - $90.00
    Current price $80.00
  • Men's Crooks & Castles Back Chain Hoodie

    Original price $80.00 - Original price $90.00
    Original price $80.00
    $80.00 - $90.00
    $80.00 - $90.00
    Current price $80.00

    Featuring the iconic Crooks & Castles logo screen printed on the front, it showcases your streetwear flair. The back boasts the signature Crook...

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    Original price $80.00 - Original price $90.00
    Original price $80.00
    $80.00 - $90.00
    $80.00 - $90.00
    Current price $80.00
  • Men's Crooks & Castles Back Chain Tee

    Original price $32.00 - Original price $38.00
    Original price $32.00
    $32.00 - $38.00
    $32.00 - $38.00
    Current price $32.00

    This t-shirt features the iconic Crooks & Castles logo screen printed on the front, offering a bold and stylish statement. The back of the t-sh...

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    Original price $32.00 - Original price $38.00
    Original price $32.00
    $32.00 - $38.00
    $32.00 - $38.00
    Current price $32.00
  • Men's New Balance MX608v5 Slip Resistant Shoe

    Original price $109.99 - Original price $109.99
    Original price $109.99
    $109.99
    $109.99 - $109.99
    Current price $109.99

    It’s easy to be motivated to move when you have the all-day comfort of the men's 608v5. The newest generation of this classic trainer features an e...

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    Original price $109.99 - Original price $109.99
    Original price $109.99
    $109.99
    $109.99 - $109.99
    Current price $109.99
  • Men's New Balance Fresh Foam X Kaiha Shoe

    Original price $129.99 - Original price $129.99
    Original price $129.99
    $129.99
    $129.99 - $129.99
    Current price $129.99

    Whether you’re getting in your daily steps or training for your next race, do it in style and extreme comfort with our Fresh Foam X Kaiha Road. The...

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    Original price $129.99 - Original price $129.99
    Original price $129.99
    $129.99
    $129.99 - $129.99
    Current price $129.99
  • Men's New Balance Fresh Foam 680 v8 Shoe

    Original price $119.99 - Original price $119.99
    Original price $119.99
    $119.99
    $119.99 - $119.99
    Current price $119.99

    Durable, comfortable, and built to keep up with you whether you’re running miles or running errands. Fresh Foam midsole foam cushioning with appro...

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    Original price $119.99 - Original price $119.99
    Original price $119.99
    $119.99
    $119.99 - $119.99
    Current price $119.99
  • Men's Merrell Skyquest Trek Shoe

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

    The Skyquest Trek was built with confidence by taking inspiration from our elite performance footwear and applying it to an everyday sneaker made t...

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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
  • Men's Merrell Speed Strike II Mid Shoe

    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 faste...

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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
  • Men's Merrell Speed Fusion Sandal

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

    Relentlessly adaptable. The Speed Fusion Web Sport includes a modern outsole, a fresh aesthetic, and simple straps for the perfect mix of modern, s...

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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
  • 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
  • Men's Levi's Core Zip Up Hoodie

    Original price $79.95 - Original price $79.95
    Original price $79.95
    $79.95
    $79.95 - $79.95
    Current price $79.95

    Because sometimes you need a reliable, no-frills hoodie. This Zip-Up Hoodie is kept simple with a versatile fit and a classic zip-up design. An es...

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    Original price $79.95 - Original price $79.95
    Original price $79.95
    $79.95
    $79.95 - $79.95
    Current price $79.95
  • Men's Levi's Classic Pocket Tee

    Original price $64.95 - Original price $64.95
    Original price $64.95
    $64.95
    $64.95 - $64.95
    Current price $64.95

    This classic shirt may be collared, but it's far from stuffy. Wear it button-up with your some chinos, a leather belt and Oxford shoes. Or ignore t...

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    Original price $64.95 - Original price $64.95
    Original price $64.95
    $64.95
    $64.95 - $64.95
    Current price $64.95
  • Men's Levi's Camper Niko Bandana Tee

    Original price $64.95 - Original price $64.95
    Original price $64.95
    $64.95
    $64.95 - $64.95
    Current price $64.95

    Levi's took the effortlessly relaxed vibes of the great outdoors and channeled them into this Americana classic. Wear this Classic Camp Shirt with ...

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    Original price $64.95 - Original price $64.95
    Original price $64.95
    $64.95
    $64.95 - $64.95
    Current price $64.95
  • Men's Levi's Trucker Jacket

    Original price $108.00 - Original price $108.00
    Original price $108.00
    $108.00
    $108.00 - $108.00
    Current price $108.00

    A Trucker Jacket makes an outfit—and its style endures beyond seasons and trends. Meant to be worn forever, wherever, whenever, you’d be hard-press...

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    Original price $108.00 - Original price $108.00
    Original price $108.00
    $108.00
    $108.00 - $108.00
    Current price $108.00
  • Men's Levi's 514 Jeans

    Original price $89.95 - Original price $89.95
    Original price $89.95
    $89.95
    $89.95 - $89.95
    Current price $89.95

    Looking for a fit that's not too relaxed and not too straight? You're in luck—the Levi's Men's 514 Straight Jeans hit that sweet spot. With their v...

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    Original price $89.95 - Original price $89.95
    Original price $89.95
    $89.95
    $89.95 - $89.95
    Current price $89.95
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    Men's Carhartt Crew 3PK Sock

    Original price $24.00
    Original price $24.00 - Original price $24.00
    Original price $24.00
    Current price $19.00
    $19.00 - $24.00
    Current price $19.00

    These men's crew socks add a little comfort to days spent on your feet. They're made with extra cushioning where you need it most. The soft, stretc...

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    Original price $24.00
    Original price $24.00 - Original price $24.00
    Original price $24.00
    Current price $19.00
    $19.00 - $24.00
    Current price $19.00
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  • Men's Skechers BOBS Sport Squad Chaos Shoe

    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00

    Step into athletic style and comfort wearing Skechers Hands Free Slip-ins: BOBS Sport Squad Chaos. Designed with our Exclusive Heel Pillow, this f...

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    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00
  • Men's Skechers Edgeride Shoe

    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00

    Enjoy well-cushioned performance while minding your footprint wearing Skechers Edgeride - Rekze. This product's upper is made with at least 20% rec...

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    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00
  • Men's Skechers Edgeride Shoe - WIDE

    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00

    Enjoy well-cushioned performance while minding your footprint wearing Skechers Edgeride - Rekze. This product's upper is made with at least 20% re...

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    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00
  • Men's Skechers Durham Shoe

    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00

    Lace into durable walking comfort with Skechers Relaxed Fit: Durham - Delck. This roomy lace-up sneaker features a layered leather and synthetic up...

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    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00
  • Men's Skechers Durham Shoe - WIDE

    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00

    Lace into durable walking comfort with Skechers Relaxed Fit: Durham - Delck. This roomy lace-up sneaker features a layered leather and synthetic u...

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    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00
  • 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 CAT Suede Flexfit Hat

    Original price $39.00 - Original price $39.00
    Original price $39.00
    $39.00
    $39.00 - $39.00
    Current price $39.00

    CAT Workwear Suede Flexfit Cap comes with a moisture wicking stretch band for superior comfort. FLEXFIT® Fully Fitted Moisture wicking stretch swe...

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    Original price $39.00 - Original price $39.00
    Original price $39.00
    $39.00
    $39.00 - $39.00
    Current price $39.00
  • Men's CAT UPF Hooded Banner L/S Tee

    Original price $50.00 - Original price $50.00
    Original price $50.00
    $50.00
    $50.00 - $50.00
    Current price $50.00

    Stay cool and protected from the sun with our UPF Hooded Long Sleeve Tee. This hooded tee features moisture control and UPF 50 protection making lo...

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    Original price $50.00 - Original price $50.00
    Original price $50.00
    $50.00
    $50.00 - $50.00
    Current price $50.00
  • Men's CAT Operator Flex Pant

    Original price $99.00 - Original price $99.00
    Original price $99.00
    $99.00
    $99.00 - $99.00
    Current price $99.00

    Built to flex with your natural movements, the Operator Flex Pant makes climbing, sitting and bending more comfortable. Strategically placed pocket...

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    Original price $99.00 - Original price $99.00
    Original price $99.00
    $99.00
    $99.00 - $99.00
    Current price $99.00
  • Men's CAT Logo Pocket Tee

    Original price $30.00 - Original price $36.00
    Original price $30.00
    $30.00 - $36.00
    $30.00 - $36.00
    Current price $30.00

    The name says it all, this classic work tee features a chest pocket accented with our trademark logo, perfect for the pocket tee fans out there! Le...

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    Original price $30.00 - Original price $36.00
    Original price $30.00
    $30.00 - $36.00
    $30.00 - $36.00
    Current price $30.00
  • Men's CAT Trademark Pullover

    Original price $75.00 - Original price $85.00
    Original price $75.00
    $75.00 - $85.00
    $75.00 - $85.00
    Current price $75.00

    A staple for any CAT fan, this pullover hoodie has a high quality embroidered logo on the front, perfect for showing your love for the CAT brand. E...

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    Original price $75.00 - Original price $85.00
    Original price $75.00
    $75.00 - $85.00
    $75.00 - $85.00
    Current price $75.00
  • Men's CAT Arm Logo Full Zip Hoody

    Original price $85.00 - Original price $95.00
    Original price $85.00
    $85.00 - $95.00
    $85.00 - $95.00
    Current price $85.00

    CAT's classic Full Zip Hooded Sweatshirt offers all you need for a hard day work. With built in S3 cord management system for increased safety on t...

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    Original price $85.00 - Original price $95.00
    Original price $85.00
    $85.00 - $95.00
    $85.00 - $95.00
    Current price $85.00
  • Men's Striker Habit Pullover

    Original price $99.99 - Original price $99.99
    Original price $99.99
    $99.99
    $99.99 - $99.99
    Current price $99.99

    Created for those who eat, sleep, and breath fishing. With its generous fit and incredibly soft cotton/poly blend, the Striker® Habit Hoody checks ...

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    Original price $99.99 - Original price $99.99
    Original price $99.99
    $99.99
    $99.99 - $99.99
    Current price $99.99
  • Men's Stormtech Epsilon Soft Shell Jacket

    Original price $200.00 - Original price $220.00
    Original price $200.00
    $200.00
    $200.00 - $220.00
    Current price $200.00

    Technically Tough. This 3-layer H2XTREME waterproof/breathable softshell with mechanical stretch features a bonded ripstop outer shell, microfleece...

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    Original price $200.00 - Original price $220.00
    Original price $200.00
    $200.00
    $200.00 - $220.00
    Current price $200.00
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    Men's Stormtech Stratus Shell Jacket

    Original price $148.50
    Original price $148.50 - Original price $148.50
    Original price $148.50
    Current price $74.25
    $74.25 - $148.50
    Current price $74.25

    Ultra-lightweight, H2XTREME technical outer shell engineered to perform under the most challenging weather conditions, with superior sealed seam te...

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    Original price $148.50
    Original price $148.50 - Original price $148.50
    Original price $148.50
    Current price $74.25
    $74.25 - $148.50
    Current price $74.25
    Save 50% Save %
  • Unisex UA Sportstyle Cotton 3-Pack Quarter Socks

    Original price $30.00 - Original price $30.00
    Original price $30.00
    $30.00
    $30.00 - $30.00
    Current price $30.00

    Yes, they're cotton socks—but they work harder than any other cotton socks you've worn. They wick sweat so your foot feels cooler, while still givi...

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    Original price $30.00 - Original price $30.00
    Original price $30.00
    $30.00
    $30.00 - $30.00
    Current price $30.00