Shop All Men's at Winnipeg Outfitters | Winnipeg Outfitters Skip to content
Free Shipping on all orders over $199.99*
Free Shipping on all orders over $199.99*

All Men's

Filters

  • Men's Vans Jockey Snapback

    Original price $35.00 - Original price $35.00
    Original price
    $35.00
    $35.00 - $35.00
    Current price $35.00

    Clean, low-profile, and ready for anything, this light-structured jockey hat pairs a flat bill with an easy strapback closure and a front woven Van...

    View full details
    Original price $35.00 - Original price $35.00
    Original price
    $35.00
    $35.00 - $35.00
    Current price $35.00
  • Men's Vans Stretch Logo Snapback

    Original price $45.00 - Original price $45.00
    Original price
    $45.00
    $45.00 - $45.00
    Current price $45.00

    Crafted from 100% cotton for a comfortable fit. This medium-structured cap features a slightly curved bill, providing a classic look. The direct em...

    View full details
    Original price $45.00 - Original price $45.00
    Original price
    $45.00
    $45.00 - $45.00
    Current price $45.00
  • Men's Vans Stretch Logo Crew

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

    This midweight fleece crewneck embodies Vans' laid-back style with bold logo graphics. The relaxed fit and soft cotton blend fabric keep you comfor...

    View full details
    Original price $80.00 - Original price $80.00
    Original price
    $80.00
    $80.00 - $80.00
    Current price $80.00
  • Men's Vans Stacked Hi Pullover

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

    This relaxed-fit zip hoodie brings laid-back style to your everyday look. Made from soft midweight fleece, it features the iconic Vans logo and ''O...

    View full details
    Original price $95.00 - Original price $95.00
    Original price
    $95.00
    $95.00 - $95.00
    Current price $95.00
  • Men's UA Logo Short Sleeve Tee

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

    Everyone makes graphic Ts...but Under Armour makes them better. The fabric they use is light, soft, and quick-drying. Super-soft, cotton-blend fa...

    View full details
    Original price $30.00 - Original price $30.00
    Original price
    $30.00
    $30.00 - $30.00
    Current price $30.00
  • Men's UA Rival Fleece Joggers

    Original price $65.00 - Original price $65.00
    Original price
    $65.00
    $65.00 - $65.00
    Current price $65.00

    This gear keeps you warmed up and ready for pretty much everything you do—it's light, comfy, and super-soft on the inside. Ultra-soft cotton-ble...

    View full details
    Original price $65.00 - Original price $65.00
    Original price
    $65.00
    $65.00 - $65.00
    Current price $65.00
  • Men's Puma ESS NO.1 Logo Full-Zip Hoodie

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

    Step up your game with this dynamic full-zip hoodie. Featuring PUMA No. 1 Logo embroidery, an adjustable hood, and ribbed cuffs and hem, it's perfe...

    View full details
    Original price $70.00 - Original price $70.00
    Original price
    $70.00
    $70.00 - $70.00
    Current price $70.00
  • Men's Puma ESS Small NO.1 Logo Tee

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

    Show off your PUMA pride with this tee, featuring a sleek PUMA No. 1 Logo embroidery. Crafted for those who embrace effortless style, it's perfect ...

    View full details
    Original price $32.00 - Original price $32.00
    Original price
    $32.00
    $32.00 - $32.00
    Current price $32.00
  • Men's Puma Wardrobe ESS Relaxed Hoodie

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

    Step into effortless style with this PUMA hoodie. Featuring a CAT logo, ribbed cuffs, and a drawcord hood, it's perfect for any adventure. Kangaroo...

    View full details
    Original price $85.00 - Original price $85.00
    Original price
    $85.00
    $85.00 - $85.00
    Current price $85.00
  • Men's Puma ESS 2 Colour NO.1 Logo Shorts

    Original price $40.00 - Original price $40.00
    Original price
    $40.00
    $40.00 - $40.00
    Current price $40.00

    These shorts feature an embroidered PUMA No. 1 Logo and an elastic waistband with internal drawcords for a perfect fit. Made for those who live lif...

    View full details
    Original price $40.00 - Original price $40.00
    Original price
    $40.00
    $40.00 - $40.00
    Current price $40.00
  • Women's Puma Wardrobe ESS Peach Touch Slouchy Sweatpant

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

    Meet your new weekend uniform. These slouchy sweatpants have a simple design that makes them easy to mix and match. They’re cut for a stylish silho...

    View full details
    Original price $95.00 - Original price $95.00
    Original price
    $95.00
    $95.00 - $95.00
    Current price $95.00
  • Men's Oakley B1B PO Hoodie

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

    For a modern take on a classic, the B1B PO Hoodie 2.0 delivers and then some. The all-cotton French terry fabric and pullover hoodie with adjustabl...

    View full details
    Original price $75.00 - Original price $75.00
    Original price
    $75.00
    $75.00 - $75.00
    Current price $75.00
  • Men's Oakley O Bark 2.0 Tee

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

    From casual wear to light training, this O Bark 2.0 with classic crew neck styling delivers an enduring, stylish look. Soft, lightweight fabric com...

    View full details
    Original price $30.00 - Original price $30.00
    Original price
    $30.00
    $30.00 - $30.00
    Current price $30.00
  • Men's Oakley B1B Socks 2.0 (3 Pack)

    Original price $35.00 - Original price $35.00
    Original price
    $35.00
    $35.00 - $35.00
    Current price $35.00

    When all-day casual comfort calls the B1B Socks answer every time. Soft absorbent cotton keeps your feet feeling their best and the below the calf ...

    View full details
    Original price $35.00 - Original price $35.00
    Original price
    $35.00
    $35.00 - $35.00
    Current price $35.00
  • Men's Oakley Gold Ellipse Mesh Hat

    Original price $35.00 - Original price $35.00
    Original price
    $35.00
    $35.00 - $35.00
    Current price $35.00

    Elevate your game with the Oakley Ellipse Mesh Golf Hat. This 6-panel cap features embroidered logos and breathable perforated side panels for maxi...

    View full details
    Original price $35.00 - Original price $35.00
    Original price
    $35.00
    $35.00 - $35.00
    Current price $35.00
  • Men's New Balance Sport Essentials Fleece Jogger

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

    With soft brushed fleece fabric and a relaxed fit, this jogger delivers comfort, and features an embroidered logo at the left thigh. Side seam hand...

    View full details
    Original price $75.00 - Original price $75.00
    Original price
    $75.00
    $75.00 - $75.00
    Current price $75.00
  • Men's New Balance Sport Essentials Logo Tee

    Original price $35.00 - Original price $35.00
    Original price
    $35.00
    $35.00 - $35.00
    Current price $35.00

    An iconic tee that pairs well with your favorite jeans and joggers. Ribbed collar Stacked NB logo Short sleeves Relaxed, roomy fit, designed to fit...

    View full details
    Original price $35.00 - Original price $35.00
    Original price
    $35.00
    $35.00 - $35.00
    Current price $35.00
  • Men's Mil-Spex Quilted Tactical Jacket

    Original price $94.50 - Original price $94.50
    Original price
    $94.50
    $94.50 - $94.50
    Current price $94.50

    Quilted poly/cotton outer shell. Flannel lining. Polyester sleeve lining. Full zipper closure with front snap pockets. Quilted poly/cotton outer sh...

    View full details
    Original price $94.50 - Original price $94.50
    Original price
    $94.50
    $94.50 - $94.50
    Current price $94.50
  • 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...

    View full details
    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 Straight Jean

    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...

    View full details
    Original price $89.95 - Original price $89.95
    Original price $89.95
    $89.95
    $89.95 - $89.95
    Current price $89.95
  • Men's Levi's 505 Regular Jean

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

    It's no secret we love us a button fly, but sometimes, you need a zipper. Meet the original zip fly from 1967, our 505™ Regular. With its versatile...

    View full details
    Original price $89.95 - Original price $89.95
    Original price $89.95
    $89.95
    $89.95 - $89.95
    Current price $89.95
  • Men's Levi's 501 Jean

    Original price $99.95 - Original price $99.95
    Original price $99.95
    $99.95
    $99.95 - $99.95
    Current price $99.95

    Close your eyes. Think “jeans.” Now open. They were 501 Originals, right? With a classic straight leg and iconic styling, they’re literally the blu...

    View full details
    Original price $99.95 - Original price $99.95
    Original price $99.95
    $99.95
    $99.95 - $99.95
    Current price $99.95
  • Men's Levi's 501 Jeans

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

    Close your eyes. Think “jeans.” Now open. They were 501 Originals, right? With a classic straight leg and iconic styling, they’re literally the blu...

    View full details
    Original price $79.95 - Original price $79.95
    Original price $79.95
    $79.95
    $79.95 - $79.95
    Current price $79.95
  • Men's Hurley Laguna Icon Stretch Hat

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

    The Hurley Laguna Icon Stretch Trucker Hat features a structured, curved bill and breathable mesh for all-day comfort and coverage. Structured cur...

    View full details
    Original price $36.00 - Original price $36.00
    Original price
    $36.00
    $36.00 - $36.00
    Current price $36.00