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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!

Winter Sale 2025

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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
  • 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 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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    Men's FXR Industry Pant

    Original price $149.99
    Original price $149.99 - Original price $149.99
    Original price $149.99
    Current price $104.99
    $104.99 - $104.99
    Current price $104.99

    170gsm nylon / spandex fabric with DWR finish 4-way stretch Tough ripstop nylon / spandex at front legs and back seat Performance fit with pre-cur...

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    Original price $149.99
    Original price $149.99 - Original price $149.99
    Original price $149.99
    Current price $104.99
    $104.99 - $104.99
    Current price $104.99
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  • Men's Dickies Work Pant
    Men's Dickies Work Pant

    Men's Dickies Original 874 Work Pant

    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 Original 874 Work Pants are designed to be timeless and functional. A beloved icon since 1967, these men's pants combine a relaxed fi...

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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 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 FXR Industry Pant

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

    170gsm nylon / spandex fabric with DWR finish Tough ripstop nylon / spandex at front legs and back seat Performance fit with pre-curved, reinforce...

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    Original price $150.00 - Original price $150.00
    Original price $150.00
    $150.00
    $150.00 - $150.00
    Current price $150.00
  • Women's Vans Arroyo Wide Leg Cargo Pant

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

    The Arroyo Wide Leg Cargo Pants is a classic workwear inspired piece with a modern style in an all-new hue. These canvas pants offer lots room, lot...

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    Original price $85.00 - Original price $85.00
    Original price $85.00
    $85.00
    $85.00 - $85.00
    Current price $85.00
  • 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
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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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    Women's Levi's Ribcage Straight Ankle Pant

    Original price $95.95
    Original price $95.95 - Original price $95.95
    Original price $95.95
    Current price $67.17
    $67.17 - $67.17
    Current price $67.17

    Levi's® highest high rise yet. The Ribcage Jean—with its soaring 12-inch rise—has become a hip-slimming, waist-defining, leg-lengthening obsession....

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    Original price $95.95
    Original price $95.95 - Original price $95.95
    Original price $95.95
    Current price $67.17
    $67.17 - $67.17
    Current price $67.17
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  • Women's Dickies High Waisted Carpenter Pant

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

    Dickies Women's Relaxed Fit Carpenter Pants provide the utility of traditional carpenter pants with a more modern fit that is perfect for those who...

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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
  • Boy's Dickies Flex Duck Carpenter Pant

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

    These classic boys’ carpenter pants borrow from our original workwear with authentic tool pockets, a hammer loop, and durable brushed duck canvas ...

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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
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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 FXR Industry Pant

    Original price $129.99
    Original price $129.99 - Original price $129.99
    Original price $129.99
    Current price $90.99
    $90.99 - $90.99
    Current price $90.99

    170gsm nylon / spandex fabric with DWR finish Performance fit with pre-curved, reinforced knees Zippered front thigh pockets Zippered side vents w...

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    Original price $129.99
    Original price $129.99 - Original price $129.99
    Original price $129.99
    Current price $90.99
    $90.99 - $90.99
    Current price $90.99
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  • 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 Dickies Duck Carpenter Pant

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

    When the job calls for durability, you need these Men's FLEX Regular Fit Duck Carpenter Pants. Built to withstand the toughest tasks, these pants h...

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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 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...

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    Original price $65.00 - Original price $65.00
    Original price $65.00
    $65.00
    $65.00 - $65.00
    Current price $65.00
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    Women's Levi's 94 Bagg Cargo

    Original price $89.95
    Original price $89.95 - Original price $89.95
    Original price $89.95
    Current price $62.97
    $62.97 - $62.97
    Current price $62.97

    Cargo pants never go out of style, especially when we put our spin on them. These '94 Baggy Cargo Pants are vintage-inspired with a mid-rise fit. T...

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    Original price $89.95
    Original price $89.95 - Original price $89.95
    Original price $89.95
    Current price $62.97
    $62.97 - $62.97
    Current price $62.97
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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
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    Women's Levi's 314 Shaping Straight Jean

    Original price $89.95
    Original price $89.95 - Original price $89.95
    Original price $89.95
    Current price $44.98
    $44.98 - $44.98
    Current price $44.98

    It's all in the name. Levi's supportive, soft 314 Shaping Straight jeans lengthen your legs, hug your curves and celebrate your features. Plus, the...

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    Original price $89.95
    Original price $89.95 - Original price $89.95
    Original price $89.95
    Current price $44.98
    $44.98 - $44.98
    Current price $44.98
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    Women's Levi's 311 Shaping Skinny Jean

    Original price $89.95
    Original price $89.95 - Original price $89.95
    Original price $89.95
    Current price $44.98
    $44.98 - $44.98
    Current price $44.98

    It's all in the name. Levi's supersoft 311 Shaping Skinny jeans lengthen your legs, hug your curves and celebrate your features. Plus, they're desi...

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    Original price $89.95
    Original price $89.95 - Original price $89.95
    Original price $89.95
    Current price $44.98
    $44.98 - $44.98
    Current price $44.98
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  • Men's Misty Mountain Camouflage Milspec BDU Pant

    Original price $64.00 - Original price $64.00
    Original price $64.00
    $64.00
    $64.00 - $64.00
    Current price $64.00

    Heavy weight twill poly/cotton fabric. Side pocket BDU style all military grade sewing and hard wear. Drawstring adjustable cuffs.S = 27-31, M = 32...

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    Original price $64.00 - Original price $64.00
    Original price $64.00
    $64.00
    $64.00 - $64.00
    Current price $64.00
  • 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