Shop $50 to $100 at Winnipeg Outfitters | Winnipeg Outfitters Skip to content
Free Shipping on all orders over $199.99*
Free Shipping on all orders over $199.99*

$50 to $100

Filters

  • Boy's Dickies Flex Duck Carpenter Pant

    Original price $55.00
    Original price $55.00 - Original price $55.00
    Original price $55.00
    Current price $41.25
    $41.25 - $41.25
    Current price $41.25

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

    View full details
    Original price $55.00
    Original price $55.00 - Original price $55.00
    Original price $55.00
    Current price $41.25
    $41.25 - $41.25
    Current price $41.25
  • Boy's Gusti Canyon Puffer Jacket

    Original price $60.00
    Original price $60.00 - Original price $60.00
    Original price $60.00
    Current price $45.00
    $45.00 - $45.00
    Current price $45.00

    Canyon is a lightweight quilted jacket made for kids who’d rather be skateboarding than watching TV inside. The shell comes in two distinct colours...

    View full details
    Original price $60.00
    Original price $60.00 - Original price $60.00
    Original price $60.00
    Current price $45.00
    $45.00 - $45.00
    Current price $45.00
  • Boy's Killtec 144 Functional Jacket

    Original price $97.95
    Original price $97.95 - Original price $97.95
    Original price $97.95
    Current price $73.47
    $73.47 - $73.47
    Current price $73.47

    The Killtec functional jacket for kids is a real eye-catcher thanks to its special all-over gradient print, making it perfectly suited for transiti...

    View full details
    Original price $97.95
    Original price $97.95 - Original price $97.95
    Original price $97.95
    Current price $73.47
    $73.47 - $73.47
    Current price $73.47
  • Boy's Killtec 145 Magic Print Jacket

    Original price $97.95
    Original price $97.95 - Original price $97.95
    Original price $97.95
    Current price $73.47
    $73.47 - $73.47
    Current price $73.47

    Features a unique pattern that appears when wet. Made from full dull polyester with a 100% polyester mesh lining. Includes PU lamination with a wat...

    View full details
    Original price $97.95
    Original price $97.95 - Original price $97.95
    Original price $97.95
    Current price $73.47
    $73.47 - $73.47
    Current price $73.47
  • Boy's Killtec Functional Packable Jacket

    Original price $84.00
    Original price $84.00 - Original price $84.00
    Original price $84.00
    Current price $42.00
    $42.00 - $42.00
    Current price $42.00

    The Killtec lightweight functional jacket for children can be stored in its own pocket and taken with you anywhere. The material is windproof and 1...

    View full details
    Original price $84.00
    Original price $84.00 - Original price $84.00
    Original price $84.00
    Current price $42.00
    $42.00 - $42.00
    Current price $42.00
  • Boy's Killtec Soft Shell Packable Jacket

    Original price $68.00
    Original price $68.00 - Original price $68.00
    Original price $68.00
    Current price $34.00
    $34.00 - $34.00
    Current price $34.00

    The functional 2-layer packable jacket from Killtec is the perfect companion for on the go. Stored in its own pocket, the jacket can easily be take...

    View full details
    Original price $68.00
    Original price $68.00 - Original price $68.00
    Original price $68.00
    Current price $34.00
    $34.00 - $34.00
    Current price $34.00
  • Boy's Killtec SoftShell Jacket

    Original price $99.95
    Original price $99.95 - Original price $99.95
    Original price $99.95
    Current price $74.97
    $74.97 - $74.97
    Current price $74.97

    Crafted from 100% polyester, this jacket features an antipilling microfleece lining that guarantees a soft, comfortable fit. With a durable polyest...

    View full details
    Original price $99.95
    Original price $99.95 - Original price $99.95
    Original price $99.95
    Current price $74.97
    $74.97 - $74.97
    Current price $74.97
  • Boy's Killtec Whitley Jacket

    Original price $64.00
    Original price $64.00 - Original price $64.00
    Original price $64.00
    Current price $32.00
    $32.00 - $32.00
    Current price $32.00

    Whether at school, at sports or during outdoor activities, in the windbreaker with hood cool boys always look good. This lightweight, windproof and...

    View full details
    Original price $64.00
    Original price $64.00 - Original price $64.00
    Original price $64.00
    Current price $32.00
    $32.00 - $32.00
    Current price $32.00
  • Boy's Pre-School UA Runplay Camo Running Shoe

    Original price $50.00
    Original price $50.00 - Original price $50.00
    Original price $50.00
    Current price $35.00
    $35.00 - $35.00
    Current price $35.00

    No wasted time here—just slip them on and off, using the midfoot strap for a great locked-in fit and feel. Breathable upper with molded EVA strap f...

    View full details
    Original price $50.00
    Original price $50.00 - Original price $50.00
    Original price $50.00
    Current price $35.00
    $35.00 - $35.00
    Current price $35.00
  • Boy's Skechers Bounder Pro Shoe

    Original price $63.00
    Original price $63.00 - Original price $63.00
    Original price $63.00
    Current price $47.25
    $47.25 - $47.25
    Current price $47.25

    Effortless comfort to start their day is here with Skechers Hands Free Slip-in: Bounder Pro. Designed with their Heel Pillow, this slip-on style fe...

    View full details
    Original price $63.00
    Original price $63.00 - Original price $63.00
    Original price $63.00
    Current price $47.25
    $47.25 - $47.25
    Current price $47.25
  • Boy's Skechers Nitro Sprint Shoe

    Original price $50.00
    Original price $50.00 - Original price $50.00
    Original price $50.00
    Current price $25.00
    $25.00 - $25.00
    Current price $25.00

    Introducing the Skechers Nitro Sprint Shoe - the ultimate blend of style and comfort! With its lightweight design, slip-on stretch laced closure, a...

    View full details
    Original price $50.00
    Original price $50.00 - Original price $50.00
    Original price $50.00
    Current price $25.00
    $25.00 - $25.00
    Current price $25.00
  • Boy's Skechers Skech Fast Reczo Shoe

    Original price $58.00
    Original price $58.00 - Original price $58.00
    Original price $58.00
    Current price $40.60
    $40.60 - $40.60
    Current price $40.60

    Move with an extra step of comfort wearing Skechers Skech Faster - Reczo. This sporty design features a mesh and synthetic upper with an elasticize...

    View full details
    Original price $58.00
    Original price $58.00 - Original price $58.00
    Original price $58.00
    Current price $40.60
    $40.60 - $40.60
    Current price $40.60
  • Boy's SNO Roman Winter Jacket

    Original price $99.99
    Original price $99.99 - Original price $99.99
    Original price $99.99
    Current price $75.00
    $75.00 - $75.00
    Current price $75.00

    5000mm water resistance Insulation to protect against the cold down to -30°C Heavy-duty YKK® zipper Reflective elements for safety Hood with visor...

    View full details
    Original price $99.99
    Original price $99.99 - Original price $99.99
    Original price $99.99
    Current price $75.00
    $75.00 - $75.00
    Current price $75.00
  • Boy's SNO Timothy Winter Jacket

    Original price $99.99
    Original price $99.99 - Original price $99.99
    Original price $99.99
    Current price $75.00
    $75.00 - $75.00
    Current price $75.00

    5000mm water resistance Insulation to protect against the cold down to -30°C Heavy-duty YKK® zipper Reflective elements for safety Hood with visor...

    View full details
    Original price $99.99
    Original price $99.99 - Original price $99.99
    Original price $99.99
    Current price $75.00
    $75.00 - $75.00
    Current price $75.00
  • Boy's UA Assert 10 Shoes

    Original price $60.00 - Original price $65.00
    Original price $60.00 - Original price $65.00
    Original price $60.00
    $42.00 - $45.50
    $42.00 - $45.50
    Current price $42.00

    Your ultimate lightweight, do-everything shoes—with soft cushioning for a smooth ride and synthetic overlays for more support. Lightweight, breatha...

    View full details
    Original price $60.00 - Original price $65.00
    Original price $60.00 - Original price $65.00
    Original price $60.00
    $42.00 - $45.50
    $42.00 - $45.50
    Current price $42.00
  • Boy's UA Graphic Pullover

    Original price $60.00
    Original price $60.00 - Original price $60.00
    Original price $60.00
    Current price $42.00
    $42.00 - $42.00
    Current price $42.00

    Smooth tricot knit exterior with a brushed interior for soft comfort & warmth. Material wicks sweat & dries really fast. Front kangaroo p...

    View full details
    Original price $60.00
    Original price $60.00 - Original price $60.00
    Original price $60.00
    Current price $42.00
    $42.00 - $42.00
    Current price $42.00
  • Boy's UA Jet 23 Basketball Shoe

    Original price $69.76
    Original price $69.76 - Original price $69.76
    Original price $69.76
    Current price $48.84
    $48.84 - $48.84
    Current price $48.84

    Locked in and ready for takeoff, the UA Jet is all about performance. A Micro G® midsole gives you the cushioning you need, while the durable upper...

    View full details
    Original price $69.76
    Original price $69.76 - Original price $69.76
    Original price $69.76
    Current price $48.84
    $48.84 - $48.84
    Current price $48.84
  • Boy's UA Pronto Colorblock Puffer Jacket

    Original price $80.00 - Original price $90.00
    Original price $80.00 - Original price $90.00
    Original price $80.00
    $56.00 - $63.00
    $56.00 - $63.00
    Current price $56.00

    Introducing the Under Armour Pronto Colorblock Puffer Jacket, a perfect blend of style, comfort, and functionality, designed especially for boys. T...

    View full details
    Original price $80.00 - Original price $90.00
    Original price $80.00 - Original price $90.00
    Original price $80.00
    $56.00 - $63.00
    $56.00 - $63.00
    Current price $56.00
  • Boy's UA Surge 4 AC Patches Running Shoe

    Original price $70.00
    Original price $70.00 - Original price $70.00
    Original price $70.00
    Current price $49.00
    $49.00 - $49.00
    Current price $49.00

    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 $70.00
    Original price $70.00 - Original price $70.00
    Original price $70.00
    Current price $49.00
    $49.00 - $49.00
    Current price $49.00
  • Boy's UA Surge 4 Shoe

    Original price $65.00 - Original price $70.00
    Original price $65.00 - Original price $70.00
    Original price $65.00
    $45.50 - $49.00
    $45.50 - $49.00
    Current price $45.50

    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 nee...

    View full details
    Original price $65.00 - Original price $70.00
    Original price $65.00 - Original price $70.00
    Original price $65.00
    $45.50 - $49.00
    $45.50 - $49.00
    Current price $45.50
  • Boy's Under Armour Pronto Jacket

    Original price $75.00 - Original price $85.00
    Original price $75.00 - Original price $85.00
    Original price $75.00
    $37.50 - $42.50
    $37.50 - $42.50
    Current price $37.50

    It's a lightweight puffer that keeps you really warm and the rain and snow will just roll off. You'll wear it all Winter long. A loose fuller cut ...

    View full details
    Original price $75.00 - Original price $85.00
    Original price $75.00 - Original price $85.00
    Original price $75.00
    $37.50 - $42.50
    $37.50 - $42.50
    Current price $37.50
  • Boy's Vans Night Watchers Hoodie

    Original price $75.00
    Original price $75.00 - Original price $75.00
    Original price $75.00
    Current price $56.25
    $56.25 - $56.25
    Current price $56.25

    Crafted from a comfortable cotton and polyester blend, this CVC brushback hoodie features a bold screen print graphic with the Vans logo on the chest.

    Original price $75.00
    Original price $75.00 - Original price $75.00
    Original price $75.00
    Current price $56.25
    $56.25 - $56.25
    Current price $56.25
  • Boy's Vans Seldan Shoe

    Original price $60.00
    Original price $60.00 - Original price $60.00
    Original price $60.00
    Current price $42.00
    $42.00 - $42.00
    Current price $42.00

    Let your little trendsetter add another classic sneaker to his shoe collection with the Vans Seldan black/red sneakers. Featuring a canvas upper, l...

    View full details
    Original price $60.00
    Original price $60.00 - Original price $60.00
    Original price $60.00
    Current price $42.00
    $42.00 - $42.00
    Current price $42.00
  • Buff ThermoNet Hinged Balaclava

    Original price $50.00 - Original price $50.00
    Original price $50.00
    $50.00
    $50.00 - $50.00
    Current price $50.00

    ThermoNet® Hinged Balaclava. Extra lightweight balaclava ideal for full-face coverage during high-intensity activities like running, hiking, skiing...

    View full details
    Original price $50.00 - Original price $50.00
    Original price $50.00
    $50.00
    $50.00 - $50.00
    Current price $50.00