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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!

Fall Winter 24

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  • 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 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 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
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    Men's Levi's Classic Western Shirt

    Original price $79.95
    Original price $79.95 - Original price $79.95
    Original price $79.95
    Current price $55.97
    $55.97 - $55.97
    Current price $55.97

    Cowboy boots and chaps not included. As a brand with deep roots in the American West, there's nothing we love more than this rugged-yet-put-togethe...

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    Original price $79.95
    Original price $79.95 - Original price $79.95
    Original price $79.95
    Current price $55.97
    $55.97 - $55.97
    Current price $55.97
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  • Women's Levi's 312 Jean

    Original price $84.95 - Original price $84.95
    Original price $84.95
    $84.95
    $84.95 - $84.95
    Current price $84.95

    It's all in the name. Levi's supportive, soft 312 Shaping Slim jeans lengthen your legs, hug your curves and celebrate your features. Plus, they're...

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    Original price $84.95 - Original price $84.95
    Original price $84.95
    $84.95
    $84.95 - $84.95
    Current price $84.95
  • 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 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 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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    Women's Levi's The Ultimate Western Shirt

    Original price $74.95
    Original price $74.95 - Original price $74.95
    Original price $74.95
    Current price $52.47
    $52.47 - $52.47
    Current price $52.47

    A new interpretation of Levi's® iconic shirt, the Levi's® Ultimate Western is an instant classic. Its unique style is a testament to a timeless Ame...

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    Original price $74.95
    Original price $74.95 - Original price $74.95
    Original price $74.95
    Current price $52.47
    $52.47 - $52.47
    Current price $52.47
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    Women's Levi's 725 High Bootcut Pant

    Original price $99.95
    Original price $99.95 - Original price $99.95
    Original price $99.95
    Current price $69.97
    $69.97 - $69.97
    Current price $69.97

    An ultra-high rise meets a modern bootcut leg. Levi's designed these easy-to-wear 725 High-Rise Bootcut Jeans with a fashion-forward rise, slim leg...

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    Original price $99.95
    Original price $99.95 - Original price $99.95
    Original price $99.95
    Current price $69.97
    $69.97 - $69.97
    Current price $69.97
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  • 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
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    Women's Levi's 726 High Rise Flare Jean

    Original price $98.00
    Original price $98.00 - Original price $98.00
    Original price $98.00
    Current price $68.60
    $68.60 - $68.60
    Current price $68.60

    Levi's 726 High-Rise Flares are designed with a slim fit through your hip and thigh before flaring at the knee. Part of their signature ‘Lot 700’ f...

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    Original price $98.00
    Original price $98.00 - Original price $98.00
    Original price $98.00
    Current price $68.60
    $68.60 - $68.60
    Current price $68.60
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  • Women's Levi's 724 High Rise Jean

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

    High rise. Slim fit. Straight leg. Levi's took your favorite high rise and updated it with an ultra-modern straight leg. Part of their signature ‘L...

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    Original price $98.00 - Original price $98.00
    Original price $98.00
    $98.00
    $98.00 - $98.00
    Current price $98.00
  • 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...

    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