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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 Bottoms

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  • Men's Carhartt Loose Straight Dungaree Pants

    $69.99 - $69.99
    $69.99
    $69.99
    $69.99 - $69.99
    $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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    $69.99 - $69.99
    $69.99
    $69.99
    $69.99 - $69.99
    $69.99

  • Men's Dickies 5-Pocket Regular Fit Jean

    $55.00 - $55.00
    $55.00
    $55.00
    $55.00 - $55.00
    $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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    $55.00 - $55.00
    $55.00
    $55.00
    $55.00 - $55.00
    $55.00

  • Men's Carhartt Relaxed Jean

    $70.00 - $70.00
    $70.00
    $70.00
    $70.00 - $70.00
    $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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    $70.00 - $70.00
    $70.00
    $70.00
    $70.00 - $70.00
    $70.00

  • Men's Levi's 501 Jeans

    $79.95 - $79.95
    $79.95
    $79.95
    $79.95 - $79.95
    $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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    $79.95 - $79.95
    $79.95
    $79.95
    $79.95 - $79.95
    $79.95

  • Men's Levi's 514 Jeans

    $89.95 - $89.95
    $89.95
    $89.95
    $89.95 - $89.95
    $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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    $89.95 - $89.95
    $89.95
    $89.95
    $89.95 - $89.95
    $89.95

  • Men's Dickies Regular Fit Jean

    $45.00 - $45.00
    $45.00
    $45.00
    $45.00 - $45.00
    $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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    $45.00 - $45.00
    $45.00
    $45.00
    $45.00 - $45.00
    $45.00

  • Men's Levi's 501 Original Pant

    $99.95 - $99.95
    $99.95
    $99.95
    $99.95 - $99.95
    $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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    $99.95 - $99.95
    $99.95
    $99.95
    $99.95 - $99.95
    $99.95

  • Men's Levi's 505 Jeans

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

    Men's Carhartt Straight Fit Jean

    $60.00 - $60.00
    $60.00
    $60.00
    $60.00 - $60.00
    $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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    $60.00 - $60.00
    $60.00
    $60.00
    $60.00 - $60.00
    $60.00
  • Men's Dickies Ultra Carpenter Jean

    Men's Dickies Ultra Carpenter Jean

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

    Men's Carhartt Loose Fit Jean

    $75.00 - $75.00
    $75.00
    $75.00
    $75.00 - $75.00
    $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...

    View full details
    $75.00 - $75.00
    $75.00
    $75.00
    $75.00 - $75.00
    $75.00

At Outfitters, we understand that finding the perfect pair of pants can be a challenge. That's why we offer a wide range of men's bottoms to suit any style or occasion.

Our collection includes everything from workwear bibs to joggers, shorts to jeans - so whether you're looking for something casual or dressy, we've got you covered. When it comes to quality apparel, you have a variety of top-notch options - Champion, Carhartt, Adidas, Dickies and Crooks & Castles just to name a few. Shop confidently knowing your purchase is backed by the best brands in fashion!

Our great selection of men's bottoms provides something for every individual taste. We understand that every man has their own unique style in fashion. That's why our collection features a variety of styles and designs to suit every preference. From modern Adidas joggers to timeless Levi's denim jeans and everything in between - there is something for everyone.

All of our men's bottoms are designed with both comfort and durability in mind. We use only the highest quality materials to ensure that each piece stands up to everyday wear and tear. So whether you're working hard on the job site or relaxing at home, our pants will keep you looking stylish and feeling comfortable.