Shop Men's Footwear at Winnipeg Outfitters | Winnipeg Outfitters Skip to content
Free Shipping on all orders over $199.99*
Free Shipping on all orders over $199.99*

Men's Footwear

Filters

  • Men's Timberland Maddsen Low Waterproof Hiking Boot

    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $90.00
    $90.00 - $90.00
    Current price $90.00

    The Men's Mt. Maddsen Waterproof Hiking Boot offers durable performance and all-day comfort. The upper is crafted from waterproof premium Timberlan...

    View full details
    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $90.00
    $90.00 - $90.00
    Current price $90.00
  • Men's Timberland Emerson Street Mid Shoe

    Original price $140.00
    Original price $140.00 - Original price $140.00
    Original price $140.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00

    Feel confident on the go with these mid lace-up sneakers made with Premium Timberland Leather and ReBOTL fabric lining containing 50% recycled PET ...

    View full details
    Original price $140.00
    Original price $140.00 - Original price $140.00
    Original price $140.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00
  • Men's Timberland Redwood Falls Mid Chelsea Boot

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00

    These comfy pull-on boots feature Gripstick™ rubber outsoles and our exclusive multi-directional L7 Traction Lug technology for superior traction w...

    View full details
    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00
  • Men's Curry 3Z 24 Basketball Shoes

    Original price $105.00
    Original price $105.00 - Original price $105.00
    Original price $105.00
    Current price $73.50
    $73.50 - $73.50
    Current price $73.50

    These are the shoes you're going to go back to again and again, all season long. A durable rubber outsole, leather overlays, and lock-down webbed l...

    View full details
    Original price $105.00
    Original price $105.00 - Original price $105.00
    Original price $105.00
    Current price $73.50
    $73.50 - $73.50
    Current price $73.50
  • Men's Vans Ashwood Hi Decon Shoe

    Original price $95.00
    Original price $95.00 - Original price $95.00
    Original price $95.00
    Current price $71.25
    $71.25 - $71.25
    Current price $71.25

    The Vans Ashwood Hi Decon High-top Shoes combine functionality and durability. Padded ankle support keeps you protected while our signature rubber ...

    View full details
    Original price $95.00
    Original price $95.00 - Original price $95.00
    Original price $95.00
    Current price $71.25
    $71.25 - $71.25
    Current price $71.25
  • Men's Adidas Grand Court 2.0 Shoe

    Original price $90.00
    Original price $90.00 - Original price $90.00
    Original price $90.00
    Current price $63.00
    $63.00 - $63.00
    Current price $63.00

    If you could only have one pair of sneakers, this could be them. These adidas Grand Court shoes with the classic 3-Stripes keep your sneaker game s...

    View full details
    Original price $90.00
    Original price $90.00 - Original price $90.00
    Original price $90.00
    Current price $63.00
    $63.00 - $63.00
    Current price $63.00
  • Men's Bates Tactical Sport 2 Mid Boot

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00

    For over a decade, Tactical Sport has stepped up to extreme expectations - and now it just got better. The completely re-booted Tactical Sport 2 ta...

    View full details
    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00
  • Men's Cat Hauler 6 inch CSA Boot

    Men's CAT Hauler 6 Inch CSA Boot

    Original price $270.00
    Original price $270.00 - Original price $270.00
    Original price $270.00
    Current price $189.00
    $189.00 - $189.00
    Current price $189.00

    Never worry about staying dry. Part of the new ULTRADUTY collection, the Hauler waterproof work boot is engineered to function in the toughest envi...

    View full details
    Original price $270.00
    Original price $270.00 - Original price $270.00
    Original price $270.00
    Current price $189.00
    $189.00 - $189.00
    Current price $189.00
  • Men's Merrell Skyquest Trek Shoe

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00

    The Skyquest Trek was built with confidence by taking inspiration from our elite performance footwear and applying it to an everyday sneaker made t...

    View full details
    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00
  • Men's Merrell Speed Fusion Sandal

    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00

    Relentlessly adaptable. The Speed Fusion Web Sport includes a modern outsole, a fresh aesthetic, and simple straps for the perfect mix of modern, s...

    View full details
    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00
  • Men's Merrell Fly Strike Shoe

    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00

    Lightweight and capable, this luggy trail runner with abrasion-resistant upper is designed for fast runs on paved and hard-packed trails. Mesh upp...

    View full details
    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00
  • Men's Merrell Moab Speed 2 Shoe

    Original price $180.00
    Original price $180.00 - Original price $180.00
    Original price $180.00
    Current price $126.00
    $126.00 - $126.00
    Current price $126.00

    The Moab Speed 2 is the latest innovation in hiking from Merrell. This new and improved generation of hiking shoes pairs the knowledge and trail in...

    View full details
    Original price $180.00
    Original price $180.00 - Original price $180.00
    Original price $180.00
    Current price $126.00
    $126.00 - $126.00
    Current price $126.00
  • Men's New Balance Fresh Foam 680 v8 Shoe

    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00

    Durable, comfortable, and built to keep up with you whether you’re running miles or running errands. Fresh Foam midsole foam cushioning with appro...

    View full details
    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00
  • Men's Puma Park Lifestyle SK8 Shoe

    Original price $110.00
    Original price $110.00 - Original price $110.00
    Original price $110.00
    Current price $77.00
    $77.00 - $77.00
    Current price $77.00

    Step into skate-inspired style with these sneakers. Featuring a suede upper, synthetic details, and rubber sole, they're built for all-day adventur...

    View full details
    Original price $110.00
    Original price $110.00 - Original price $110.00
    Original price $110.00
    Current price $77.00
    $77.00 - $77.00
    Current price $77.00
  • Men's Skechers BOBS Sport Squad Chaos Shoe

    Original price $90.00
    Original price $90.00 - Original price $90.00
    Original price $90.00
    Current price $63.00
    $63.00 - $63.00
    Current price $63.00

    Step into athletic style and comfort wearing Skechers Hands Free Slip-ins: BOBS Sport Squad Chaos. Designed with our Exclusive Heel Pillow, this f...

    View full details
    Original price $90.00
    Original price $90.00 - Original price $90.00
    Original price $90.00
    Current price $63.00
    $63.00 - $63.00
    Current price $63.00
  • Men's Skechers Hasting - Fielden Shoe

    Original price $84.00
    Original price $84.00 - Original price $84.00
    Original price $84.00
    Current price $58.80
    $58.80 - $58.80
    Current price $58.80

    Experience casual comfort for your daily life wearing Skechers Relaxed Fit: Hasting - Fielden. This vegan moc toe loafer features a roomy canvas an...

    View full details
    Original price $84.00
    Original price $84.00 - Original price $84.00
    Original price $84.00
    Current price $58.80
    $58.80 - $58.80
    Current price $58.80
  • Men's Skechers Relaxed Fit: Expected - Avillo Shoe

    Original price $84.00
    Original price $84.00 - Original price $84.00
    Original price $84.00
    Current price $58.80
    $58.80 - $58.80
    Current price $58.80

    Find your island of style and comfort with Skechers Relaxed Fit: Expected - Avillo. Soft washed canvas fabric and suede upper in a slip-on casual c...

    View full details
    Original price $84.00
    Original price $84.00 - Original price $84.00
    Original price $84.00
    Current price $58.80
    $58.80 - $58.80
    Current price $58.80
  • Men's Timberland Motion Access Low Waterproof Sneaker

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00

    Waterproof performance in a trail-ready sneaker crafted for confidence. Modern style on the outside made with Premium Timberland Leather and an inn...

    View full details
    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00
  • Timberland Pro Radius Low CSA Shoe
    Timberland Pro Radius Low CSA Shoe

    Men's Timberland Pro Radius Low CSA Shoe

    Original price $155.00
    Original price $155.00 - Original price $155.00
    Original price $155.00
    Current price $77.50
    $77.50 - $77.50
    Current price $77.50

    Asymmetrical composite safety toe. Electrical shock protection. Metal and mutilation free.Timberland PRO® Flex Technology outsole featuring anato...

    View full details
    Original price $155.00
    Original price $155.00 - Original price $155.00
    Original price $155.00
    Current price $77.50
    $77.50 - $77.50
    Current price $77.50
  • Men's UA Surge 4 Running Shoes

    Original price $80.00
    Original price $80.00 - Original price $80.00
    Original price $80.00
    Current price $56.00
    $56.00 - $56.00
    Current price $56.00

    These shoes are going to feel cushioned and comfortable, but also light and breathable. Why? Because when you never slow down, that's what you need...

    View full details
    Original price $80.00
    Original price $80.00 - Original price $80.00
    Original price $80.00
    Current price $56.00
    $56.00 - $56.00
    Current price $56.00
  • Men's Adidas Run 72 Shoe

    Original price $95.00
    Original price $95.00 - Original price $95.00
    Original price $95.00
    Current price $66.50
    $66.50 - $66.50
    Current price $66.50

    Versatile sneakers that make every journey feel effortless. These adidas sneakers bring a '70s vibe to your everyday look. The lightweight upper is...

    View full details
    Original price $95.00
    Original price $95.00 - Original price $95.00
    Original price $95.00
    Current price $66.50
    $66.50 - $66.50
    Current price $66.50
  • Men's Adidas Duramo Shoe

    Original price $95.00
    Original price $95.00 - Original price $95.00
    Original price $95.00
    Current price $66.50
    $66.50 - $66.50
    Current price $66.50

    Lightweight, wide-fit running shoes made in part with recycled materials. Once you've signed up for your first 5K or 10K race, these wide-fit adida...

    View full details
    Original price $95.00
    Original price $95.00 - Original price $95.00
    Original price $95.00
    Current price $66.50
    $66.50 - $66.50
    Current price $66.50
  • Men's Baffin Zone Hiker Boot

    Original price $225.00
    Original price $225.00 - Original price $225.00
    Original price $225.00
    Current price $157.50
    $157.50 - $157.50
    Current price $157.50

    ZONE is a high-performance winter sport-boot, designed for the active lifestyle. Tested by Baffin ambassadors during marathons and ultramarathons i...

    View full details
    Original price $225.00
    Original price $225.00 - Original price $225.00
    Original price $225.00
    Current price $157.50
    $157.50 - $157.50
    Current price $157.50
  • Men's CAT Streamline CSA Mesh Shoe

    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $85.00
    $85.00 - $85.00
    Current price $85.00

    When all you know is all-in, you need shoes that deliver. The Streamline 2.0 Composite Toe CSA Work Shoe seamlessly shifts between active work and ...

    View full details
    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $85.00
    $85.00 - $85.00
    Current price $85.00

When it comes to men's shoes, you can count on Winnipeg Outfitters as your one-stop shop. You can find anything you desire, whether it's causal men's footwear, a great pair of running shoes, or a warm pair of men's winter boots. We believe that excellent products are worth buying and supporting, which is why we offer brands like Vans, Timberland, and Under Armour.

Is running outdoors your thing? We have a variety of brands recognized for producing running shoes that allow you to keep up with the pace. With Puma, you'll feel as if you can achieve feline-like agility due to the comfort and lightness of their shoes. New Balance is a fantastic choice for wide feet. The soft cushioning of New Balance running shoes has made them very well-known and a top choice for style and comfort.

When it comes to Canadian winters we know a thing or two about the right footwear. At Winnipeg Outfitters we have the perfect boots to get you through the winter season. Sorel is a classic when it comes to winter boots, with a variety of styles and functions to choose from. Sorel boots are extremely popular among men for their fashionable appearance and practical function, both of which are enhanced by a waterproof outer and detachable liner to keep you warm all winter long. For the more adventurous men, we carry winter boots from Columbia, Merrell, and Baffin that are sure to keep your feet warm and dry no matter the activity. With these boots, you'll be able to hike, snowshoe, or just enjoy a winter walk without worry.

Winnipeg Outfitters is also your go-to store for sandals in the summertime. We carry a wide variety of brands and styles to suit any taste, from sporty to casual. Whether you're looking for sandals, slides, or even slippers, we have what you're looking for. So whatever the season or activity, come to Winnipeg Outfitters for all your men's footwear needs. We'll make sure you find the perfect pair of shoes, boots, or sandals for you!