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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!

$50 to $100

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  • 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
  • Men's Carhartt Duck Work Dungaree Flannel Lined Pant

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

    At the construction site or in the warehouse, cold weather won't keep you from getting the job done. These men's pants are made of washed duck for ...

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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 Carhartt Duck Work Dungaree Pant Black
    Men's Carhartt Duck Work Dungaree Pant

    Men's Carhartt Duck Work Dungaree Pant

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

    Just as durable as Carhartt's firm and standard duck work pants but softer to the touch, these washed duck work pants with utility pockets are read...

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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 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 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 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 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 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 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...

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    Original price $79.00 - Original price $79.00
    Original price $79.00
    $79.00
    $79.00 - $79.00
    Current price $79.00
  • Men's CAT Operator Flex Pant

    Original price $99.00 - Original price $99.00
    Original price $99.00
    $99.00
    $99.00 - $99.00
    Current price $99.00

    Built to flex with your natural movements, the Operator Flex Pant makes climbing, sitting and bending more comfortable. Strategically placed pocket...

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    Original price $99.00 - Original price $99.00
    Original price $99.00
    $99.00
    $99.00 - $99.00
    Current price $99.00
  • Men's Columbia Rebel Roamer II Pant

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

    Get ready to roam comfortably, rain or shine, in these waterproof-breathable, fully seam-sealed pants with adjustable details throughout for your p...

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    Original price $79.99 - Original price $79.99
    Original price $79.99
    $79.99
    $79.99 - $79.99
    Current price $79.99
  • 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...

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    Original price $89.99 - Original price $89.99
    Original price $89.99
    $89.99
    $89.99 - $89.99
    Current price $89.99
  • 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 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
  • 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 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 Relaxed Fit Duck Pant

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

    Step up your workwear game with a pair of Dickies’ Relaxed Fit Straight Leg Carpenter Duck Pants that quickly became a 5-star customer favorite. Th...

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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 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
  • 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 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 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 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 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