Skip to content

Men's Shoes

Filters

  • Men's Skechers Hasting Slip On Shoe

    $84.00 - $84.00
    $84.00
    $84.00 - $84.00
    $84.00

    This laceless style features a canvas upper with twin gore panels for ease of wear, a Skechers Air-Cooled Memory Foam® comfort insole. Rubber out...

    View full details
    $84.00 - $84.00
    $84.00
    $84.00 - $84.00
    $84.00
  • Save 20% Save %

    Men's Skechers High Degree Shoe

    $90.00
    $90.00 - $90.00
    $90.00
    $72.00
    $72.00 - $72.00
    $72.00

    Woven knit mesh fabric and synthetic upper in a slip on stretch laced athletic training and walking comfort sneaker with interwoven designs. Air ...

    View full details
    $90.00
    $90.00 - $90.00
    $90.00
    $72.00
    $72.00 - $72.00
    $72.00
    Save 20% Save %

  • Men's Skechers Hill Crest Shoe

    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

    This sporty walking trail sneaker features a leather and mesh upper in a lace-up front, Memory Foam cushioned insole and speckled accent midsole....

    View full details
    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

  • Men's Skechers Hill Crest Shoe-WIDE

    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

    This sporty walking trail sneaker features a leather and mesh upper in a lace-up front, Memory Foam cushioned insole and speckled accent midsole. A...

    View full details
    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

  • Men's Skechers Hillcrest Shoe

    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

    Get ready to explore the trails in sure-footed comfort with the Skechers Hillcrest - Vast Adventure shoe. This sporty walking trail sneaker feat...

    View full details
    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00
  • Save 20% Save %

    Men's Skechers Mooney Slip On Shoe

    $90.00
    $90.00 - $90.00
    $90.00
    $72.00
    $72.00 - $72.00
    $72.00

    This slip-on oxford sneaker features a lightweight mesh knit and smooth synthetic upper with a stretch-laced front and a cushioned Air-Cooled Mem...

    View full details
    $90.00
    $90.00 - $90.00
    $90.00
    $72.00
    $72.00 - $72.00
    $72.00
    Save 20% Save %

  • Men's Skechers Moulton Shoe

    $80.00 - $80.00
    $80.00
    $80.00 - $80.00
    $80.00

    Soft engineered knit mesh fabric and smooth synthetic upper in a lace up athletic training sneaker with stitching and overlay accents. Memory Foa...

    View full details
    $80.00 - $80.00
    $80.00
    $80.00 - $80.00
    $80.00

  • Men's Skechers Oak Canyon Slip On Mid

    $100.00 - $100.00
    $100.00
    $100.00 - $100.00
    $100.00

    Relaxed fit, warmtech, water repellent suede slip on mid boot with fleece lining and memory foam.

    $100.00 - $100.00
    $100.00
    $100.00 - $100.00
    $100.00

  • Men's Skechers Relment Boot

    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

    Keep going in any condition with comfort and rugged style in Skechers Relaxed Fit®: Relment boot. This lace-up hiking boot features a waterproo...

    View full details
    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

  • Men's Skechers Request Slip On Shoe

    $90.00 - $90.00
    $90.00
    $90.00 - $90.00
    $90.00

    Flex twin gore mesh slip on with overlay upper. Air cooled gogo mat insole, flex, ortholite, ultra go outsole.

    $90.00 - $90.00
    $90.00
    $90.00 - $90.00
    $90.00

  • Men's Skechers Selmen Enago Shoe

    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

    Durable leather, sport suede, synthetic and mesh fabric in a lace up waterproof casual comfort hiking style sneaker oxford with stitching and ove...

    View full details
    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

  • Men's Skechers Stamina Shoe

    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

    This lace-up hiking trail design features a leather, synthetic and mesh upper with a Skechers Memory Foam™ insole. Dura-Grip flexible rubber high...

    View full details
    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

  • Men's Skechers Stamina Shoe WIDE

    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

    This lace-up hiking trail design features a leather, synthetic and mesh upper with a Skechers Memory Foam™ insole. Dura-Grip flexible rubber high...

    View full details
    $95.00 - $95.00
    $95.00
    $95.00 - $95.00
    $95.00

  • Men's Skechers Track Front Runner Shoe

    $90.00 - $90.00
    $90.00
    $90.00 - $90.00
    $90.00

    This vegan training lace-up features an engineered mesh and synthetic upper with a cushioned Skechers Memory Foam™ insole. Super flexible tractio...

    View full details
    $90.00 - $90.00
    $90.00
    $90.00 - $90.00
    $90.00

  • Men's Skechers Track Front Runner Shoe WIDE

    $90.00 - $90.00
    $90.00
    $90.00 - $90.00
    $90.00

    This vegan training lace-up features an engineered mesh and synthetic upper with a cushioned Skechers Memory Foam™ insole. Super flexible tractio...

    View full details
    $90.00 - $90.00
    $90.00
    $90.00 - $90.00
    $90.00
  • Save 35% Save %

    Men's Skechers Volgo Slip On Shoe

    $75.00
    $75.00 - $75.00
    $75.00
    $49.00
    $49.00 - $49.00
    $49.00

    Soft woven canvas fabric upper in a slip on stretch laced casual beach moc with stitching and overlay accents. Air Cooled Memory Foam insole.

    $75.00
    $75.00 - $75.00
    $75.00
    $49.00
    $49.00 - $49.00
    $49.00
    Save 35% Save %
  • Sold out

    Men's Timberland Davis Square Mid Shoe

    $100.00
    $100.00 - $100.00
    $100.00
    $69.50
    $69.50 - $69.50
    $69.50

    Defender repellent system treatment on a nubuck leather upper. ReBOTL fabric lining. OrthoLite footbed. Rubber outsole.

    $100.00
    $100.00 - $100.00
    $100.00
    $69.50
    $69.50 - $69.50
    $69.50
    Sold out
  • Save 25% Save %

    Men's Timberland Garrison Trail Hiker

    $160.00
    $160.00 - $160.00
    $160.00
    $119.50
    $119.50 - $119.50
    $119.50

    Upper made with ReBOTL™ fabric and synthetic leather. Fully gusseted tongue. ReBOTL™ fabric lining. Compression-molded EVA midsole. TimberDry™ wa...

    View full details
    $160.00
    $160.00 - $160.00
    $160.00
    $119.50
    $119.50 - $119.50
    $119.50
    Save 25% Save %

  • Men's Timberland Lincoln Peak Lite Shoe

    $120.00 - $120.00
    $120.00
    $120.00 - $120.00
    $120.00

    Upper made with Premium Timberland® Leather and ReBOTL™ fabric. Lace-up style.  ReBOTL™ fabric lining.  Compression-molded EVA midsole. Rubber lu...

    View full details
    $120.00 - $120.00
    $120.00
    $120.00 - $120.00
    $120.00

  • Men's Timberland Lincoln Peak Slip On

    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

    Upper made with waterproof Better Leather from an LWG Silver-rated tannery and ReBOTL™ fabric. Convenient slip-on style. ReBOTL™ fabric lining. C...

    View full details
    $110.00 - $110.00
    $110.00
    $110.00 - $110.00
    $110.00

  • Men's Timberland Maple Grove Chukka

    $135.00 - $135.00
    $135.00
    $135.00 - $135.00
    $135.00

    Upper made with Better Leather from an LWG Silver-rated tannery. Lace-up style. ReBOTL™ fabric lining. Rubber midsole. 55% rubber outsoles from f...

    View full details
    $135.00 - $135.00
    $135.00
    $135.00 - $135.00
    $135.00

  • Men's Timberland MT Maddsen Mid Hiker

    $150.00 - $150.00
    $150.00
    $150.00 - $150.00
    $150.00

    Premium full-grain waterproof leather uppers. Timber-Dry™ eco-conscious waterproof membrane. Compression-molded EVA midsole provides lightweight cu...

    View full details
    $150.00 - $150.00
    $150.00
    $150.00 - $150.00
    $150.00
  • Timberland Pro Radius Low CSA Shoe
    Timberland Pro Radius Low CSA Shoe

    Men's Timberland Pro Radius Low CSA Shoe

    $155.00 - $155.00
    $155.00
    $155.00 - $155.00
    $155.00

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

    View full details
    $155.00 - $155.00
    $155.00
    $155.00 - $155.00
    $155.00
  • Save 17% Save %

    Men's Timberland Solar Wave EK Shoe

    $150.00
    $150.00 - $150.00
    $150.00
    $124.50
    $124.50 - $124.50
    $124.50

    Leather sourced from farms that use regenerative agriculture practices. ReBOTL fabric upper. GreenStride sole. Responsible natural rubber outsole.

    $150.00
    $150.00 - $150.00
    $150.00
    $124.50
    $124.50 - $124.50
    $124.50
    Save 17% Save %

Winnipeg Outfitters is home to a variety of casual footwear that can be paired with many other items from the Winnipeg Outfitters athletic and casual and outdoor wear. From popular brands such as Adidas, DC, Columbia and New Balance.