Shop Spring '25 - 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*

Spring '25 - Men's

Filters

  • Men's Timberland Mt. Maddsen Waterproof Mid Hiking Boot

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $112.50
    $112.50 - $112.50
    Current price $112.50

    Experience rugged, trail-worthy performance with the Mt. Maddsen mid-hiker boot. The anti-fatigue comfort technology provides all-day comfort and s...

    View full details
    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $112.50
    $112.50 - $112.50
    Current price $112.50
  • Men's Irish Setter MudTrek Chore Boot

    Original price $180.00
    Original price $180.00 - Original price $180.00
    Original price $180.00
    Current price $135.00
    $135.00 - $135.00
    Current price $135.00

    Handle tough treks in mucky, sloppy conditions with this MudTrek Chore 15-inch pull-on black rubber boot. The durable outsole provides great tracti...

    View full details
    Original price $180.00
    Original price $180.00 - Original price $180.00
    Original price $180.00
    Current price $135.00
    $135.00 - $135.00
    Current price $135.00
  • Men's Dry Shot Sod Buster Boot

    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $127.50
    $127.50 - $127.50
    Current price $127.50

    The Dryshod Men"s Sod Buster Black Garden Boots will keep your feet dry and comfy in warm weather. These boots have a WIXIT Cool-Clad airmesh linin...

    View full details
    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $127.50
    $127.50 - $127.50
    Current price $127.50
  • Men's Merrell Hut Ultra Wrap Slide

    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00

    The Hut Ultra Wrap takes the comfort Merrell is known for to the next level. This Wrap sandal delivers a breathable EVA upper with all new FloatMax...

    View full details
    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00
  • Men's Merrell Morphlite Shoe

    Original price $140.00
    Original price $140.00 - Original price $140.00
    Original price $140.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00

    The Merrell Morphlite road-to-trail running shoe brings together dual-purpose technologies for multi-terrain movement. This shoe features Merrell's...

    View full details
    Original price $140.00
    Original price $140.00 - Original price $140.00
    Original price $140.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00
  • Men's Merrell Moab Speed 2 Shoe

    Original price $180.00
    Original price $180.00 - Original price $180.00
    Original price $180.00
    Current price $126.00
    $126.00 - $126.00
    Current price $126.00

    The Moab Speed 2 is the latest innovation in hiking from Merrell. This new and improved generation of hiking shoes pairs the knowledge and trail in...

    View full details
    Original price $180.00
    Original price $180.00 - Original price $180.00
    Original price $180.00
    Current price $126.00
    $126.00 - $126.00
    Current price $126.00
  • Sold out

    Men's Oakley Cresting Trucker Hat

    Original price $28.00 - Original price $28.00
    Original price $28.00
    $28.00
    $28.00 - $28.00
    Current price $28.00

    This six panel, stretch-fit, Golf Cresting Trucker Cap from Oakley provides both classic styling and all-day comfort.  The curved brim helps protec...

    View full details
    Original price $28.00 - Original price $28.00
    Original price $28.00
    $28.00
    $28.00 - $28.00
    Current price $28.00
    Sold out
  • Sold out

    Oakley O-Frame MX Goggles

    Original price $68.00 - Original price $68.00
    Original price $68.00
    $68.00
    $68.00 - $68.00
    Current price $68.00

    Some of the winningest riders in history put their faith in the Oakley O-Frame, relying on the moisture-wicking comfort, wide view and impact-resis...

    View full details
    Original price $68.00 - Original price $68.00
    Original price $68.00
    $68.00
    $68.00 - $68.00
    Current price $68.00
    Sold out
  • Ray-Ban Warren Sunglasses

    Original price $202.98 - Original price $202.98
    Original price $202.98
    $202.98
    $202.98 - $202.98
    Current price $202.98

    Ray-Ban Warren Bio-based RB4396 Sunglasses are a classic rectangle frame made with bio-acetate having 67% bio-based carbon content. RB4396 is desig...

    View full details
    Original price $202.98 - Original price $202.98
    Original price $202.98
    $202.98
    $202.98 - $202.98
    Current price $202.98
  • Oakley Holbrook XL Polarized Sunglasses

    Original price $258.00 - Original price $258.00
    Original price $258.00
    $258.00
    $258.00 - $258.00
    Current price $258.00

    The look of Holbrook, from its iconic style to keyhole bridge and metal rivets, has been scaled up to fit larger faces. Durability and all-day com...

    View full details
    Original price $258.00 - Original price $258.00
    Original price $258.00
    $258.00
    $258.00 - $258.00
    Current price $258.00
  • Atmosphere Burn Sunglasses

    Original price $39.99 - Original price $39.99
    Original price $39.99
    $39.99
    $39.99 - $39.99
    Current price $39.99

    This sunglass features optical grade shatterproof Polycarbonate lenses that are lightweight, durable and have been developed to perform in a wide ...

    View full details
    Original price $39.99 - Original price $39.99
    Original price $39.99
    $39.99
    $39.99 - $39.99
    Current price $39.99
  • Atmosphere Baja Polarized Sunglasses

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

    This sunglass features the most technologically advanced premium polarized lenses available in the market. The lenses eliminate up to 99.9% of the ...

    View full details
    Original price $40.00 - Original price $40.00
    Original price $40.00
    $40.00
    $40.00 - $40.00
    Current price $40.00
  • Atmosphere Volt Sunglasses

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

    This sunglass features optical grade shatterproof Polycarbonate lenses that are lightweight, durable and have been developed to perform in a wide r...

    View full details
    Original price $36.00 - Original price $36.00
    Original price $36.00
    $36.00
    $36.00 - $36.00
    Current price $36.00
  • Men's Atmosphere Vendetta Sunglasses

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

    This sunglass features optical grade shatterproof Polycarbonate lenses that are lightweight, durable and have been developed to perform in a wide r...

    View full details
    Original price $30.00 - Original price $30.00
    Original price $30.00
    $30.00
    $30.00 - $30.00
    Current price $30.00
  • Atmosphere Conundrum Sunglasses

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

    This sunglass features the most technologically advanced premium polarized lenses available in the market. The lenses eliminate up to 99.9% of the ...

    View full details
    Original price $30.00 - Original price $30.00
    Original price $30.00
    $30.00
    $30.00 - $30.00
    Current price $30.00
  • Vans Quick Patch Trucker Hat

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

    Mesh back hat with a snapback closure. Front patch logo at center front. Mesh back trucker hat Merrow edge patch 100% Polyester

    Original price $30.00 - Original price $30.00
    Original price $30.00
    $30.00
    $30.00 - $30.00
    Current price $30.00
  • Men's CAT Caterpillar Work Hat

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

    The Caterpillar Work Cap features a front 3-D logo patch on the front. The curved bill offers sun protection, and the FLEXFIT® sweatband ensures a ...

    View full details
    Original price $40.00 - Original price $40.00
    Original price $40.00
    $40.00
    $40.00 - $40.00
    Current price $40.00
  • Men's Stormtech Soho Pant

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

    Ultra-light, ultra-soft, this all-season lightweight pant will keep up with your training, day trips, and all-around active lifestyle. Convenient 5...

    View full details
    Original price $80.00 - Original price $80.00
    Original price $80.00
    $80.00
    $80.00 - $80.00
    Current price $80.00
  • Men's Columbia Silver Ridge Utility Pant

    Original price $89.99 - Original price $89.99
    Original price $89.99
    $89.99
    $89.99 - $89.99
    Current price $89.99

    Stay sun-safe and dry on the trail with these durable pants. UPF 50 sun protection, sweat-wicking, and just-right stretch provide comfort and utili...

    View full details
    Original price $89.99 - Original price $89.99
    Original price $89.99
    $89.99
    $89.99 - $89.99
    Current price $89.99
  • Men's Striker Vortex Rain Pant

    Original price $239.99 - Original price $259.99
    Original price $239.99
    $239.99 - $259.99
    $239.99 - $259.99
    Current price $239.99

    Loaded with premium rainwear features at a practical price, the Striker Vortex Rain Pant is an essential piece of fishing equipment when foul weath...

    View full details
    Original price $239.99 - Original price $259.99
    Original price $239.99
    $239.99 - $259.99
    $239.99 - $259.99
    Current price $239.99
  • Men's Striker Vortex Rain Jacket

    Original price $279.99 - Original price $299.99
    Original price $279.99
    $279.99 - $299.99
    $279.99 - $299.99
    Current price $279.99

    Loaded with premium rainwear features at a practical price, the Striker Vortex Rain Jacket is an essential piece of fishing equipment when foul wea...

    View full details
    Original price $279.99 - Original price $299.99
    Original price $279.99
    $279.99 - $299.99
    $279.99 - $299.99
    Current price $279.99
  • Men's Lugz Fringe Moc Toe Boot

    Original price $90.00
    Original price $90.00 - Original price $90.00
    Original price $90.00
    Current price $67.50
    $67.50 - $67.50
    Current price $67.50

    The Fringe is a stylish boot that offers steady traction from the start of your day until the end. With a moc toe design, this boot features a dura...

    View full details
    Original price $90.00
    Original price $90.00 - Original price $90.00
    Original price $90.00
    Current price $67.50
    $67.50 - $67.50
    Current price $67.50
  • Men's Cloutier Leather Moccasin

    Original price $98.00 - Original price $98.00
    Original price $98.00
    $98.00
    $98.00 - $98.00
    Current price $98.00

    The Laurentian Chief leather moccasin with single lacing and a padded sole is the perfect slipper to wear when relaxing at home.  Made in Canada wi...

    View full details
    Original price $98.00 - Original price $98.00
    Original price $98.00
    $98.00
    $98.00 - $98.00
    Current price $98.00
  • Dickies Silicone Print Hat

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

    Simple and understated, this cap is made for everyday style. It has a moisture-wicking sweatband, a low profile, and an adjustable strapback closur...

    View full details
    Original price $40.00 - Original price $40.00
    Original price $40.00
    $40.00
    $40.00 - $40.00
    Current price $40.00
  • Men's Fox Absolute FlexFit Hat

    Original price $44.99 - Original price $44.99
    Original price $44.99
    $44.99
    $44.99 - $44.99
    Current price $44.99

    The Absolute Flexfit Hat takes that classic Flexfit look and marries it with iconic Fox branding. Made from quality, hard-wearing materials it's th...

    View full details
    Original price $44.99 - Original price $44.99
    Original price $44.99
    $44.99
    $44.99 - $44.99
    Current price $44.99
  • Men's CAT Dynamic Pant

    Original price $79.00 - Original price $79.00
    Original price $79.00
    $79.00
    $79.00 - $79.00
    Current price $79.00

    Contemporary Style meets the job site with the lightweight, industrial Dynamic Pant.  The pant is equipped with durable oxford knee overlays, quic...

    View full details
    Original price $79.00 - Original price $79.00
    Original price $79.00
    $79.00
    $79.00 - $79.00
    Current price $79.00
  • Men's Richlu Insulated Hoodie

    Original price $120.00 - Original price $132.00
    Original price $120.00
    $120.00 - $132.00
    $120.00 - $132.00
    Current price $120.00

    For hiking, camping, or running errands on chillier days, this insulated full-zip hoodie is the ultimate companion for staying warm and shielded in...

    View full details
    Original price $120.00 - Original price $132.00
    Original price $120.00
    $120.00 - $132.00
    $120.00 - $132.00
    Current price $120.00
  • Men's Watson Gale Force Work Glove Cuffed

    Original price $28.00 - Original price $28.00
    Original price $28.00
    $28.00
    $28.00 - $28.00
    Current price $28.00

    Lightweight 3M Recycled Thinsulate™™ EC100 lining is made with 78% post consumer recycled materials and provides warmth in cold conditions Full-...

    View full details
    Original price $28.00 - Original price $28.00
    Original price $28.00
    $28.00
    $28.00 - $28.00
    Current price $28.00
  • Oakley Flak 2.0 XL Sunglasses

    Original price $228.00 - Original price $228.00
    Original price $228.00
    $228.00
    $228.00 - $228.00
    Current price $228.00

    The Flak 2.0 XL edition offers a standard size frame with enhanced lens coverage, and every millimeter of the peripheral view is optimized with Hig...

    View full details
    Original price $228.00 - Original price $228.00
    Original price $228.00
    $228.00
    $228.00 - $228.00
    Current price $228.00
  • Men's Skechers Relaxed Fit: Expected - Avillo Shoe

    Original price $84.00
    Original price $84.00 - Original price $84.00
    Original price $84.00
    Current price $58.80
    $58.80 - $58.80
    Current price $58.80

    Find your island of style and comfort with Skechers Relaxed Fit: Expected - Avillo. Soft washed canvas fabric and suede upper in a slip-on casual c...

    View full details
    Original price $84.00
    Original price $84.00 - Original price $84.00
    Original price $84.00
    Current price $58.80
    $58.80 - $58.80
    Current price $58.80
  • Timberland Pro Radius Low CSA Shoe
    Timberland Pro Radius Low CSA Shoe

    Men's Timberland Pro Radius Low CSA Shoe

    Original price $155.00
    Original price $155.00 - Original price $155.00
    Original price $155.00
    Current price $77.50
    $77.50 - $77.50
    Current price $77.50

    Asymmetrical composite safety toe. Electrical shock protection. Metal and mutilation free.Timberland PRO® Flex Technology outsole featuring anato...

    View full details
    Original price $155.00
    Original price $155.00 - Original price $155.00
    Original price $155.00
    Current price $77.50
    $77.50 - $77.50
    Current price $77.50
  • Oakley Heliostat Sunglasses

    Original price $226.00 - Original price $226.00
    Original price $226.00
    $226.00
    $226.00 - $226.00
    Current price $226.00

    Heliostat updates Oakley’s pioneering high wrap frame design. Rooted in the brand’s tried and true high wrap design history, Heliostat spotlights e...

    View full details
    Original price $226.00 - Original price $226.00
    Original price $226.00
    $226.00
    $226.00 - $226.00
    Current price $226.00
  • Men's Dickies Duck 5 Pocket Pant

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

    These Men's Regular Fit Duck Pants provide the durability you need for tough workplaces. They're designed in every way to optimize performance. Our...

    View full details
    Original price $65.00 - Original price $65.00
    Original price $65.00
    $65.00
    $65.00 - $65.00
    Current price $65.00
  • Sold out

    Men's CAT Raised Logo Hat

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

    With a classic look and ultimate durability, CAT's Raised Logo Cap will be your new favorite. Logo embroidery on front Contrast mesh back Plastic ...

    View full details
    Original price $24.00 - Original price $24.00
    Original price $24.00
    $24.00
    $24.00 - $24.00
    Current price $24.00
    Sold out
  • Men's CAT Leather Patch Hat

    Original price $38.99 - Original price $38.99
    Original price $38.99
    $38.99
    $38.99 - $38.99
    Current price $38.99

    CAT® WORKWEAR gives you just the right amount of style with a touch of leather. Leather logo patch on front 6-panel construction Moisture wicking s...

    View full details
    Original price $38.99 - Original price $38.99
    Original price $38.99
    $38.99
    $38.99 - $38.99
    Current price $38.99
  • Men's Carhartt Quarter Sock (3 Pack)

    Original price $22.00 - Original price $22.00
    Original price $22.00
    $22.00
    $22.00 - $22.00
    Current price $22.00

    These men's quarter socks are a workday staple that offer breathable comfort on the job. They're made of a soft cotton blend with a bit of spandex ...

    View full details
    Original price $22.00 - Original price $22.00
    Original price $22.00
    $22.00
    $22.00 - $22.00
    Current price $22.00
  • Men's Carhartt Low Cut 3PK Sock

    Original price $22.00 - Original price $22.00
    Original price $22.00
    $22.00
    $22.00 - $22.00
    Current price $22.00

    These men's low cut socks are a workday staple that offer breathable comfort on the job. They're made of a soft cotton blend with a bit of spandex ...

    View full details
    Original price $22.00 - Original price $22.00
    Original price $22.00
    $22.00
    $22.00 - $22.00
    Current price $22.00
  • Men's Carhartt Safety Cuff Glove

    Original price $39.99 - Original price $39.99
    Original price $39.99
    $39.99
    $39.99 - $39.99
    Current price $39.99

    Stacking wood or clearing brush, hard-working hands deserve the durability of System 5™ synthetic leather. These men's work gloves are made of stur...

    View full details
    Original price $39.99 - Original price $39.99
    Original price $39.99
    $39.99
    $39.99 - $39.99
    Current price $39.99
  • Men's Carhartt Midweight Pullover

    Original price $79.99 - Original price $84.99
    Original price $79.99
    $79.99 - $84.99
    $79.99 - $84.99
    Current price $79.99

    From job site to weekend projects, this men's sweatshirt offers easy-wearing warmth. Carhartt durability and familiar hoodie comfort mean you can s...

    View full details
    Original price $79.99 - Original price $84.99
    Original price $79.99
    $79.99 - $84.99
    $79.99 - $84.99
    Current price $79.99
  • Save 15% Save %

    Men's Carhartt Duck Bib Overalls

    Original price $139.99
    Original price $139.99 - Original price $139.99
    Original price $139.99
    Current price $119.50
    $119.50 - $119.50
    Current price $119.50

    An update to Carhartt's most popular unlined bib, the R01, these heavyweight men's bib overalls were designed using feedback from the Carhartt Crew...

    View full details
    Original price $139.99
    Original price $139.99 - Original price $139.99
    Original price $139.99
    Current price $119.50
    $119.50 - $119.50
    Current price $119.50
    Save 15% Save %
  • Unisex ATC Premium RingSpun Full Zip Hooded Sweatshirt

    Original price $38.00 - Original price $44.00
    Original price $38.00 - Original price $44.00
    Original price $38.00
    $24.70 - $28.60
    $24.70 - $28.60
    Current price $24.70

    Classic fit Combed and RING SPUN cotton 3-end fleece 100% cotton jersey lined hood with contrast drawstring Tear away label YKK zipper Scuba ho...

    View full details
    Original price $38.00 - Original price $44.00
    Original price $38.00 - Original price $44.00
    Original price $38.00
    $24.70 - $28.60
    $24.70 - $28.60
    Current price $24.70
  • Men's Carhartt Rugged Flex Fit Cap

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

    The Carhartt durability legacy runs 130 years strong. This ball cap celebrates our workwear style with a logo patch. It features an odor-fighting s...

    View full details
    Original price $45.00 - Original price $45.00
    Original price $45.00
    $45.00
    $45.00 - $45.00
    Current price $45.00
  • Sold out

    Men's CAT Essential Rain Jacket

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

    When there’s no chance of seeing the sun, put on the Essentials Rain Jacket and get it done. This jacket’s Storm Blocker Plus™ waterproof, windproo...

    View full details
    Original price $120.00 - Original price $120.00
    Original price $120.00
    $120.00
    $120.00 - $120.00
    Current price $120.00
    Sold out
  • Great Canadian Wool Cabin Crew Sock

    Original price $14.00 - Original price $14.00
    Original price $14.00
    $14.00
    $14.00 - $14.00
    Current price $14.00

    Tired of the typical red stripe wool boot socks? Introducing the Colorful Wool Cabin Socks from JB Field's. With 57% preshrunk wool, they are easy ...

    View full details
    Original price $14.00 - Original price $14.00
    Original price $14.00
    $14.00
    $14.00 - $14.00
    Current price $14.00
  • Men's Baffin Black Hawk Rubber Boot

    Original price $80.00
    Original price $80.00 - Original price $80.00
    Original price $80.00
    Current price $60.00
    $60.00 - $60.00
    Current price $60.00

    Baffin boots have been used by hunters, trappers and fishers for over 30 years. Since the mid-eighties, North Americans have relied on Baffin for w...

    View full details
    Original price $80.00
    Original price $80.00 - Original price $80.00
    Original price $80.00
    Current price $60.00
    $60.00 - $60.00
    Current price $60.00
  • Men's Irish Setter Terrian Boot

    Original price $279.99 - Original price $279.99
    Original price $279.99
    $279.99
    $279.99 - $279.99
    Current price $279.99

    Dominate any terrain, no matter where you hunt, with this 10-inch waterproof, insulated Realtree Edge camo hunting boot. Expect outstanding durabil...

    View full details
    Original price $279.99 - Original price $279.99
    Original price $279.99
    $279.99
    $279.99 - $279.99
    Current price $279.99
  • Men's Irish Setter Wingshooter 6-Inch CSA Safety Boot

    Original price $289.99 - Original price $289.99
    Original price $289.99
    $289.99
    $289.99 - $289.99
    Current price $289.99

    Take your work to the next level with this 6-inch waterproof leather CSA safety toe boot. This boot is made from durable full-grain leather and fea...

    View full details
    Original price $289.99 - Original price $289.99
    Original price $289.99
    $289.99
    $289.99 - $289.99
    Current price $289.99
  • Men's Cloutier Sheepskin Moccasin

    Original price $143.99 - Original price $143.99
    Original price $143.99
    $143.99
    $143.99 - $143.99
    Current price $143.99

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

    Original price $143.99 - Original price $143.99
    Original price $143.99
    $143.99
    $143.99 - $143.99
    Current price $143.99