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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!

Men's Jeans

  • Men's Vans Deppster Web Belt

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

    The Deppster Web Belt brings easy adjustability and everyday durability with its classic slide clamp closure and debossed Vans logo. At 46 inches l...

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    Original price $25.00 - Original price $25.00
    Original price $25.00
    $25.00
    $25.00 - $25.00
    Current price $25.00
  • Men's Carhartt Loose Straight Dungaree Pants

    Original price $69.99 - Original price $69.99
    Original price $69.99
    $69.99
    $69.99 - $69.99
    Current price $69.99

    These men's jeans are tough enough for the job, but comfortable enough for the weekend. Constructed from a durable midweight denim that only gets b...

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    Original price $69.99 - Original price $69.99
    Original price $69.99
    $69.99
    $69.99 - $69.99
    Current price $69.99
  • Men's Dickies 5-Pocket Regular Fit Jean

    Original price $55.00 - Original price $55.00
    Original price $55.00
    $55.00
    $55.00 - $55.00
    Current price $55.00

    The Men's FLEX Regular Fit 5-Pocket Jeans are comfortable enough for a tough workday, yet stylish enough to wear any day. Featuring Dickies FLEX, t...

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    Original price $55.00 - Original price $55.00
    Original price $55.00
    $55.00
    $55.00 - $55.00
    Current price $55.00
  • Men's Carhartt Relaxed Jean

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

    A workwear classic, these 100% cotton men's jeans are built to stand up to long days and demanding conditions. The relaxed fit offers a little extr...

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    Original price $70.00 - Original price $70.00
    Original price $70.00
    $70.00
    $70.00 - $70.00
    Current price $70.00
  • 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...

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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 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
  • 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...

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    Original price $45.00 - Original price $45.00
    Original price $45.00
    $45.00
    $45.00 - $45.00
    Current price $45.00
  • Men's Levi's 501 Original Pant

    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 bl...

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    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 505 Jeans

    Original price $78.00 - Original price $78.00
    Original price $78.00
    $79.95 - $79.99
    $79.95 - $79.99
    Current price $79.95

    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...

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    Original price $78.00 - Original price $78.00
    Original price $78.00
    $79.95 - $79.99
    $79.95 - $79.99
    Current price $79.95
  • Men's Carhartt Straight Fit Jean 2 back
    Men's Carhartt Straight Fit Jean

    Men's Carhartt Straight Fit Jean

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

    Built for tough jobs, these men's jeans are made of heavyweight cotton denim that's comfortable and durable. They're cut with a slim fit with a tap...

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    Original price $60.00 - Original price $60.00
    Original price $60.00
    $60.00
    $60.00 - $60.00
    Current price $60.00
  • Men's Dickies Ultra Carpenter Jean

    Men's Dickies Ultra Carpenter Jean

    Original price $55.00 - Original price $55.00
    Original price $55.00
    $55.00
    $55.00 - $55.00
    Current price $55.00

    Dickies Men's Relaxed Fit Heavyweight Carpenter Denim Jeans aren't just for carpenters. Made of heavyweight denim, these workplace pants are highly...

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    Original price $55.00 - Original price $55.00
    Original price $55.00
    $55.00
    $55.00 - $55.00
    Current price $55.00
  • Men's Carhartt Loose Fit Jean back view
    Men's Carhartt Loose Fit Jean

    Men's Carhartt Loose Fit Jean

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

    These men's jeans are tough enough for the job, but comfortable enough for the weekend. Constructed from a durable midweight denim that only gets b...

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    Original price $75.00 - Original price $75.00
    Original price $75.00
    $75.00
    $75.00 - $75.00
    Current price $75.00
  • Men's Carhartt Rugged Flex Rigby Camo Pant
    Men's Carhartt Rugged Flex Rigby Camo Pant front

    Men's Carhartt Rugged Flex Rigby Camo Pant

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

    When there's work to be done, these Carhartt double-knee pants are up to the challenge. A midweight canvas blend with built-in Rugged Flex® technol...

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    Original price $84.99 - Original price $84.99
    Original price $84.99
    $84.99
    $84.99 - $84.99
    Current price $84.99
  • Men's Dickies Rinsed Duck Logger Jean
    Men's Dickies Rinsed Duck Logger Jean

    Men's Dickies Rinsed Duck Logger Jean

    Original price $56.00 - Original price $56.00
    Original price $56.00
    $56.00
    $56.00 - $56.00
    Current price $56.00

    Relaxed fit through seat and thigh, 100% cotton, durable duck fabric, bellowed front cargo pockets, double knee patches add extra durability, hamme...

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    Original price $56.00 - Original price $56.00
    Original price $56.00
    $56.00
    $56.00 - $56.00
    Current price $56.00