Chukka Boots
Many of our styles are available in both women's and men's sizing. To compare both sizing options, enter the product name in the search bar.
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Chukka Boots by Will's Vegan Shoes. Cut higher than the usual three eyes — the five eyelets bring the lacing right up the ankle, so the boot closes around the foot and holds it steady. The collar stays soft and unpadded, and the throat opens wide enough to get in and out easily. A shank runs underfoot for real support through the arch, while the outsole stays flexible where you push off.
The upper is one clean sweep of our signature Italian bio-based vegan leather in a deep burnished brown, low sheen, catching the light across the toe and settling into soft creases across the vamp as you wear it in. The toe is gently almond-shaped — enough shape to sit neatly under a trouser hem, relaxed enough to wear with jeans on a Saturday.
The details reward a closer look. Where the facings meet the vamp there's a small cross worked by hand in matching thread. Another hand-stitched detail sits across the top of the heel counter, and a fine stitch line traces the whole length of the sole edge. Warm tan lining shows at the throat against the dark upper.
In brown, this is the most versatile boot you can own. Turn up a pair of straight-leg blue jeans just enough to show the lacing, add a white tee and an overshirt, and you have the classic. Swap to olive, tan or navy chinos with an oxford shirt and a fine-knit sweater and you're into smart casual — dinner, a Friday in the office. Add a navy blazer and a matching brown belt and it holds its own in a business casual room. Grey flannel trousers and a topcoat in winter is the dressiest this boot goes, and it goes there well.
In black, the balance tips smarter. Black chukkas sit naturally with dark or black denim and a leather jacket, and they'll wear with charcoal or navy suit separates and a sports coat where brown would look too casual.
A boot for every season. Autumn is where it feels most at home, with earth-toned chinos, a knit and a jacket — and the soft collar and open lacing keep it easy through spring and mild summer evenings. The TR outsole and its light tread take it over city pavements, gravel drives and park paths just as happily, and it's water-resistant through rain, puddles and wet streets.
- 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
- 2.0 cm
- Toe Height
- 0.7 cm
- Toe Shape
- Almond toe
- Instep
- Flat insole through the arch
- Break-in Time
- You should find these comfy straight out of the box.
- Type
- Boots
- Closure
- Lace-up
- Gender
- Men's
- Made In
- Portugal
- Weight
- 1.38 kg per pair
We've made this chart to help you choose the right size. You'll need your foot length measurement to get started. Once you've found your perfect fit with us, you can typically select the same size for all other models.
Fit and comfort notes:
- Width and volume: our footwear is designed with a slightly wider D width fitting, offering more width and volume than most brands.
- Materials: we use high quality vegan leather and suede. These materials are stable and won't stretch out significantly over time, so we recommend sizing up for comfort.
- The perfect fit: you don't want the shoes to pinch your feet. You should have wiggle room for your toes and no rub points.
- Feel: in most cases you'll find our footwear is comfy straight out of the box. Depending on the style or your foot shape, it can sometimes take a few wears for the uppers to soften and mould to your feet.
| UK size | EU size | Foot length (mm) |
|---|---|---|
| 6.5 | 40 | 253 |
| 7 | 41 | 260 |
| 8 | 42 | 267 |
| 9 | 43 | 273 |
| 9.5 | 44 | 280 |
| 10 | 45 | 287 |
| 11 | 46 | 293 |
| 12 | 47 | 300 |
| 13 | 48 | 307 |
How to take your foot length measurement
- Stand on a hard surface with your heel against a wall.
- Measure your foot from the heel (the wall) to the longest point of your toes.
- Use this number to find your size in the chart above.
It is helpful to measure both feet, as one foot is often slightly larger than the other. Always choose the size that accommodates your longest foot.
We provide 365 days free returns and exchanges. You can swap sizes or styles as many times as you need, and you can return for a full refund at any point.
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