Shop Under $50 at Winnipeg Outfitters | Winnipeg Outfitters Skip to content
Free Shipping on all orders over $199.99*
Free Shipping on all orders over $199.99*

Under $50

Filters

  • Men's Carhartt Rugged Flex Twill Mesh-Back Hat

    Original price $45.00 - Original price $45.00
    Original price
    $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 rubber logo patch. It features an odor-fig...

    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 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 Sleeveless Tee

    Original price $29.00 - Original price $40.00
    Original price $29.00
    $29.00 - $40.00
    $29.00 - $40.00
    Current price $29.00

    Since 1889, Carhartt has made durable workwear you can count on as you tackle the toughest jobs. This men's sleeveless t-shirt bears the Carhartt l...

    View full details
    Original price $29.00 - Original price $40.00
    Original price $29.00
    $29.00 - $40.00
    $29.00 - $40.00
    Current price $29.00
  • Men's Carhartt System 5 Work Glove

    Men's Carhartt System 5 Work Glove

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

    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 $45.00 - Original price $45.00
    Original price $45.00
    $45.00
    $45.00 - $45.00
    Current price $45.00
  • Men's Carhartt Thermal-Line Glove

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

    Farm, ranch, construction, when the job calls in all weather, these men's waterproof, insulated work gloves combine a storm-sealing build with our ...

    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
  • Men's CAT 1904 Workwear Hat

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

    The 1904 Workwear Cap delivers reliable performance while honoring Caterpillar's century-long legacy of building equipment for the world's toughest...

    View full details
    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 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 CAT Fleece Neck Warmer

    Original price $25.00 - Original price $25.00
    Original price $25.00
    $25.00
    $25.00 - $25.00
    Current price $25.00

    Stay warm and dry with our fleece neck warmer featuring advanced moisture control and stretch fabric. Moisture Control Stretch binding on top edge...

    View full details
    Original price $25.00 - Original price $25.00
    Original price $25.00
    $25.00
    $25.00 - $25.00
    Current price $25.00
  • 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 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...

    View full details
    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 Sheridan Flat Bill Cap

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

    A new icon! The Sheridan Flat Bill Cap has the Cat Trademark logo front and center, perfect for showing your style on or off the job site! Raised E...

    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
  • Men's CAT Trademark Tee

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

    The Trademark T-Shirt delivers timeless comfort in a durable package. Built from substantial ring-spun cotton jersey, this tee combines the softnes...

    View full details
    Original price $30.00 - Original price $36.00
    Original price
    $30.00 - $36.00
    $30.00 - $36.00
    Current price $30.00
  • Men's CAT Trademark Trucker Hat

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

    The Flexfit Cat Trademark Trucker Hat combines polyester-cotton-spandex front panels with breathable mesh back for dynamic comfort. The 110 Flexfit...

    View full details
    Original price $39.00 - Original price $39.00
    Original price $39.00
    $39.00
    $39.00 - $39.00
    Current price $39.00
  • Men's Code Five Realtree Camo L/S Tee

    Original price $40.00 - Original price $45.00
    Original price $40.00 - Original price $45.00
    Original price $40.00
    $26.00 - $29.25
    $26.00 - $29.25
    Current price $26.00

    Ribbed collar and cuffs Back locker patch Shoulder-to-shoulder self-fabric back neck tape Side seams Double-needle bottom hem Easy Tear label 5.5 ...

    View full details
    Original price $40.00 - Original price $45.00
    Original price $40.00 - Original price $45.00
    Original price $40.00
    $26.00 - $29.25
    $26.00 - $29.25
    Current price $26.00
  • Men's Columbia Thistletown Hills S/S Shirt

    Original price $45.00
    Original price $45.00 - Original price $45.00
    Original price $45.00
    Current price $31.50
    $31.50 - $31.50
    Current price $31.50

    A classic short-sleeve shirt that’s both sweat-wicking and lightweight to keep you dry and cool when things heat up. Wear it for comfort on any adv...

    View full details
    Original price $45.00
    Original price $45.00 - Original price $45.00
    Original price $45.00
    Current price $31.50
    $31.50 - $31.50
    Current price $31.50
  • 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...

    View full details
    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 Califas Snapback

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

    This cap is made from 100% Polyester with an adjustable snapback closure for a customized fit. It features an embroidered Crooks Logo.

    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 El Patron Snapback Hat

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

    The El Patron Snapback is a premium snapback with a high reinforced crown. Finished with iconic graphics in white embroidery.

    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 Notorious Crooks League Snapback Hat

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

    The Notorious Crooks League Snapback is a premium snapback with a high reinforced crown. Finished with iconic graphics in white embroidery.

    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 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...

    View full details
    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 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...

    View full details
    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 Streak Beanie

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

    This beanie is made of 100% acrylic, featuring a cuffed design for a comfortable, stretchy fit. It's finished with a Crooks logo on the front.

    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 Streak Snapback

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

    This cap is made from 100% Polyester with an adjustable snapback closure for a customized fit. It features an embroidered Crooks Logo.

    Original price $32.00 - Original price $32.00
    Original price $32.00
    $32.00
    $32.00 - $32.00
    Current price $32.00
  • Men's Dickies Graphic Tee

    Original price $35.00 - Original price $38.00
    Original price $35.00 - Original price $38.00
    Original price $35.00
    $24.50 - $26.60
    $24.50 - $26.60
    Current price $24.50

    Our Men's Short Sleeve Heavyweight Logo T-Shirt works as hard as you do. No wonder so many trust this Dickies style to get them through their workd...

    View full details
    Original price $35.00 - Original price $38.00
    Original price $35.00 - Original price $38.00
    Original price $35.00
    $24.50 - $26.60
    $24.50 - $26.60
    Current price $24.50
  • Save 20% Save %

    Men's Dickies Heavyweight Crew Neck

    Original price $28.00
    Original price $28.00 - Original price $28.00
    Original price $28.00
    Current price $22.50
    $22.50 - $22.50
    Current price $22.50

    Dickies Men's Heavyweight Heathered Short Sleeve Pocket T-Shirt is a long-lasting workplace tee. Get the job done thanks to this durable heavyweigh...

    View full details
    Original price $28.00
    Original price $28.00 - Original price $28.00
    Original price $28.00
    Current price $22.50
    $22.50 - $22.50
    Current price $22.50
    Save 20% Save %
  • Men's Dickies Low Profile Dad Hat

    Original price $25.00 - Original price $25.00
    Original price
    $25.00
    $25.00 - $25.00
    Current price $25.00

    Classic Dad hat styling meets all-day comfort in this easy-wearing hat. The hat is unstructured and has a low profile, curved brim, adjustable stra...

    View full details
    Original price $25.00 - Original price $25.00
    Original price
    $25.00
    $25.00 - $25.00
    Current price $25.00
  • Men's Dickies Performance Cooling Tee

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

    Pick up your productivity levels even when temperatures are on the rise. This Men's Cooling Short Sleeve Pocket T-Shirt keeps it simple and comfy, ...

    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 Dickies Regular Fit Jean

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

    Dickies Men's Regular Fit Jeans aren't just your regular pair of jeans. Backed by many decades of history and legacy, their authentic, classic shap...

    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
  • Men's Dickies S/S Plaid Work Shirt

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

    A classic shirt featuring a button-down collar, single chest pocket with a pencil slot, and a shirt tail hem. The Dickies logo label is neatly plac...

    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 Dickies Wordmark Graphic Tee

    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $21.00
    $21.00 - $21.00
    Current price $21.00

    Up your t-shirt game at work or on the weekend in Dickies Short Sleeve Wordmark Graphic T-Shirt. Constructed from our durable heavyweight cotton fa...

    View full details
    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $21.00
    $21.00 - $21.00
    Current price $21.00
  • Men's Duray Thermal Socks

    Original price $13.99 - Original price $13.99
    Original price $13.99
    $13.99
    $13.99 - $13.99
    Current price $13.99

    The Boreal, made of 60% wool and 40% stretch nylon, is the favourite model of outdoor lovers as the wool offers an ideal balance during temperature...

    View full details
    Original price $13.99 - Original price $13.99
    Original price $13.99
    $13.99
    $13.99 - $13.99
    Current price $13.99
  • Men's Finntrail Trucker Hat

    Original price $32.00
    Original price $32.00 - Original price $32.00
    Original price $32.00
    Current price $19.20
    $19.20 - $19.20
    Current price $19.20

    A light cap is made of a durable fabric and has a firm curved bill. The back is meshed for maximum comfort in hot weather. The cap has a plastic cl...

    View full details
    Original price $32.00
    Original price $32.00 - Original price $32.00
    Original price $32.00
    Current price $19.20
    $19.20 - $19.20
    Current price $19.20
  • 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 Fox Absolute Tee

    Original price $39.95 - Original price $39.95
    Original price $39.95
    $39.95
    $39.95 - $39.95
    Current price $39.95

    Combining classic Fox style with supreme comfort, the Absolute Premium Tee is lightweight and soft, while its side-seam construction is key to help...

    View full details
    Original price $39.95 - Original price $39.95
    Original price $39.95
    $39.95
    $39.95 - $39.95
    Current price $39.95
  • Men's Fox Badge Flexfit Hat

    Original price $44.95 - Original price $44.95
    Original price
    $44.95
    $44.95 - $44.95
    Current price $44.95

    The Badge Flexfit Hat takes that classic Flexfit look and marries it with a must-have graphic. Made from quality, hard-wearing materials it's the p...

    View full details
    Original price $44.95 - Original price $44.95
    Original price
    $44.95
    $44.95 - $44.95
    Current price $44.95
  • Men's Fox Bold Flexfit Hat

    Original price $44.95 - Original price $44.95
    Original price
    $44.95
    $44.95 - $44.95
    Current price $44.95

    The Bold Flexfit Hat takes that classic Flexfit look and marries it with a must-have graphic. Made from quality, hard-wearing materials it's the pe...

    View full details
    Original price $44.95 - Original price $44.95
    Original price
    $44.95
    $44.95 - $44.95
    Current price $44.95