Chicago Low Tops
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Our notes
The Chicago is our take on the chunky retro sneaker — that late-90s dad-shoe silhouette that came all the way back round and never really left. Available in low-tops or high-tops, it's the pair you reach for when you want a bit of presence underfoot rather than a slim minimalist sole.
The look is built on contrast: clean panels of our Italian bio-based vegan leather (62–66% plant-origin materials) broken up with breathable mesh on the sides, so they've got the layered, technical face of a proper runner without the loud colours — an all-white pair that goes with everything from jeans to shorts. The leather's water-resistant and wipes clean, which matters on a white sneaker you'll actually wear. Metal eyelets and lace tips in 100% zamak (a durable zinc alloy) keep the lacing sharp, and there's an embroidered WVS pull tab on the tongue for grabbing them off the rack.
Underneath is where the Chicago earns its name — a chunky TR outsole with a light tread, sculpted for shock absorption and a bit of lift, sitting you up on a 4.5cm heel and 2.5cm toe. It's got the stance, but it stays light and flexible rather than heavy. Padding through the collar and tongue cushions the ankle, and cushioned layered insoles — soft memory foam over a recycled PU base (20% recycled PU) — mean they're as comfortable on a long day walking the city as they look standing still.
Inside, a soft lining runs the length of the shoe, breathable and happy with socks or without, so they stay cool and fresh through summer wear.
- Upper
- Italian bio-based vegan leather (62–66% plant-origin materials)
- Lining
- Portuguese vegan suede (100% PU) – soft and comfortable against the foot, with a breathable suede texture that helps keep feet fresh
- Insole
- Cushioned layered insole – a soft memory foam top layer over a recycled PU base (20% recycled PU) cut to fit the shoe
- Outsole
- Flexible TR outsole with a light tread for grip
- Laces
- Long, extra-strong laces (100% recycled polyester), with metal lace tips (100% zamak — a durable zinc alloy)
- Shank
- Steel shank for stability and support through the arch
- Hardware
- Metal eyelets and lace tips — both 100% zamak (a durable zinc alloy)
- Construction
- Mounted (cemented) construction – the upper is lasted to shape and the outsole bonded directly underneath. The most widely used construction method in footwear, it gives a clean, flexible build, though the outsole isn't easily resoled
- Water Resistance
- Water-resistant for everyday wear – keeps you dry in rain, puddles, wet streets, and most winter conditions. Just avoid heavy saturation or full submersion.
- Width
- D width fitting – a slightly wider fit with more volume than standard
- Fit
- Order your usual size. Half size? Wider width fittings size up, narrower width fittings size down.
- Heel Height
- 4.5 cm
- Toe Height
- 2.5 cm
- Toe Shape
- Round toe
- Instep
- Flat insole through the arch
- Break-in Time
- You should find these comfy straight out of the box.
- Type
- Trainers
- Closure
- Lace-up
- Gender
- Men's
- Made In
- Portugal
- Weight
- 1.23 kg per pair
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Super comfy and smart looking trainers,wear right out of the box without any discomfort, even though I have quite wide feet. These are almost nice enough for me to forgive Will for no longer stocking the Berlin trainers, which were my previous favourite trainers!
I'm quite impressed with these nice and sturdy very comfortable
Initially had a bit of friction at the back which hurt for like a day, but after that it went away and now they fit perfectly. Everything I wanted really.
Love these for everyday running around. Mom of 2 lil kids i wanted something athleisure but durable. Love them. Heavy for a sneaker, so im not using them for workout or anything, but day to day they look chic and cool. I did need to break them in. I ordered my normal size but couldve done a half size down i think.
I love the shoes, they look great and are super soft, like walking on clouds, but recently, after one year of normal, near-daily use, the gap between the sole and the upper part of the shoe has widened at the heels. Unfortunately that causes friction and noise while walking which is really annoying and a shame for an expensive shoe like this one.