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Mens chukka boots

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Home / Boots & Shoes / Mens chukka boots for sale – 96 used, around £27 | For Sale UK
Mens suede desert boots - desert,

Mens suede desert boots - desert,

£31.95
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Charles tyrwhitt men - tyrwhitt, men's

Charles tyrwhitt men - tyrwhitt, men's

£52.70
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Mens new retro mod - 60s, 3

Mens new retro mod - 60s, 3

£46.74
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Mens boots smart - mens, lace

Mens boots smart - mens, lace

£25.99
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Mens suede leather - leather, chukka

Mens suede leather - leather, chukka

£28.49
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Barbour redhead boots - barbour,

Barbour redhead boots - barbour,

£52.70
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Mens leather boots walking - leather,

Mens leather boots walking - leather,

£24.95
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Mens leather desert - leather, boots

Mens leather desert - leather, boots

£24.95
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Leather river island - leather, ex-river

Leather river island - leather, ex-river

£19.38
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Mens suede desert - boots, smart

Mens suede desert - boots, smart

£32.99
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Mens leather boots walking - mens,

Mens leather boots walking - mens,

£22.95
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Mens chukka boots smart casual - chukka,

Mens chukka boots smart casual - chukka,

£23.49
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Size - , 4

Size - , 4

£57.90
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Marks spencer brown - &, men's

Marks spencer brown - &, men's

£24.99
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Samuel windsor chukka boots - samuel,

Samuel windsor chukka boots - samuel,

£44.95
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Mens real suede brown chelsea - real,

Mens real suede brown chelsea - real,

£18.50
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Perry men brown leather - perry,

Perry men brown leather - perry,

£26.70
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Mens leather boots walking - boots,

Mens leather boots walking - boots,

£22.95
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Next black leather mens - next,

Next black leather mens - next,

£16.15
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Mens leather desert - mens, boots

Mens leather desert - mens, boots

£24.95
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Chukka safety work boots shoes - work,

Chukka safety work boots shoes - work,

£16.49
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Mens leather brown boots - m&s,

Mens leather brown boots - m&s,

£45.00
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Mens slip chelsea boots - mens, on

Mens slip chelsea boots - mens, on

£17.95
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Mens casual ankle boots - mens, route

Mens casual ankle boots - mens, route

£30.95
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Roamers mens suede desert - mens,

Roamers mens suede desert - mens,

£34.95
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Timberland bnib mens chukka - timberland,

Timberland bnib mens chukka - timberland,

£62.98
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Mens boots walking casual - boots,

Mens boots walking casual - boots,

£17.95
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Scruffs safety boots - , size

Scruffs safety boots - , size

£21.50
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Mens new retro mod - mens, check

Mens new retro mod - mens, check

£33.99
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Roamers suede desert boots - roamers,

Roamers suede desert boots - roamers,

£39.99
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Desai olive green suede - desai,

Desai olive green suede - desai,

£30.44
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Madcap mens mod - madcap, 70s

Madcap mens mod - madcap, 70s

£67.99
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Men brown chukka ankle - men’s,

Men brown chukka ankle - men’s,

£7.59
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Mens leather boots - mens,

Mens leather boots - mens,

£26.95
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Mens leather boots walking - mens,

Mens leather boots walking - mens,

£24.95
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Kickers beige leather chukka - leather,

Kickers beige leather chukka - leather,

£31.90
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Timberland bnib mens chukka - bnib,

Timberland bnib mens chukka - bnib,

£79.98
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Paul smith mens - brown, leather

Paul smith mens - brown, leather

£54.78
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Lambretta jacob style - style, suede

Lambretta jacob style - style, suede

£19.36
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Mens timberland cityroam - mens,

Mens timberland cityroam - mens,

£59.00
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Mens leather boots - leather,

Mens leather boots - leather,

£34.95
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Mens new primark chukka boots - new,

Mens new primark chukka boots - new,

£14.99
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Mens leather boots walking - mens,

Mens leather boots walking - mens,

£27.95
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Mens caterpillar elude - caterpillar,

Mens caterpillar elude - caterpillar,

£59.99
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Reiker chukka boots brown - boots,

Reiker chukka boots brown - boots,

£21.50
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Men russell and bromley - russell,

Men russell and bromley - russell,

£37.10
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Timberland bnib mens chukka - timberland,

Timberland bnib mens chukka - timberland,

£79.98
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Caterpillar elude mens brown - caterpillar,

Caterpillar elude mens brown - caterpillar,

£59.99
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Next mens brown chukka - mens,

Next mens brown chukka - mens,

£13.47
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Mens barbour international - mens,

Mens barbour international - mens,

£589.95
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Mens thomas crick dallas - mens,

Mens thomas crick dallas - mens,

£31.99
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Mens leather walking - mens,

Mens leather walking - mens,

£28.98
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Asos design lace chukka - lace,

Asos design lace chukka - lace,

£13.00
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Mens memory foam - foam, walking

Mens memory foam - foam, walking

£14.95
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Mens leather safety work - leather,

Mens leather safety work - leather,

£15.99
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Marks and spencer chukka - marks,

Marks and spencer chukka - marks,

£26.70
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Hudson mens tan brown - hudson,

Hudson mens tan brown - hudson,

£21.50
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Cotswold harescombe mens - cotswold,

Cotswold harescombe mens - cotswold,

£20.18
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Tommy hilfiger chukka boots - tommy,

Tommy hilfiger chukka boots - tommy,

£21.50
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Mens leather boots walking - boots,

Mens leather boots walking - boots,

£24.95
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Men brown leather chukka - men's,

Men brown leather chukka - men's,

£5.44
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Mens fleece lined - lined, boots

Mens fleece lined - lined, boots

£20.99
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Mens leather boots - mens,

Mens leather boots - mens,

£26.95
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Mens desert suede boots - mens,

Mens desert suede boots - mens,

£24.99
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George men brown - george, men’s

George men brown - george, men’s

£10.80
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Mens leather boots - leather, walking

Mens leather boots - leather, walking

£24.95
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Alvatore ferragamo brown suede - alvatore,

Alvatore ferragamo brown suede - alvatore,

£52.70
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Mens leather boots - mens, walking

Mens leather boots - mens, walking

£26.95
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Mens laceup boot chukka casual - laceup,

Mens laceup boot chukka casual - laceup,

£23.99
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Mens leather chukka - mens, boots

Mens leather chukka - mens, boots

£34.95
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Mens leather suede black boots - leather,

Mens leather suede black boots - leather,

£23.99
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Timberland brown leather - brown,

Timberland brown leather - brown,

£51.26
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Clarks bushacre sand - clarks, 3

Clarks bushacre sand - clarks, 3

£59.99
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Loake 1880 lytham chukka - 1880,

Loake 1880 lytham chukka - 1880,

£213.90
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Clarks mens chukka - clarks,

Clarks mens chukka - clarks,

£45.95
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Real leather oaktrak ballard - leather,

Real leather oaktrak ballard - leather,

£24.98
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Sloane mens shoes - shoes, byron

Sloane mens shoes - shoes, byron

£39.99
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Men chocolate brown suede - chocolate,

Men chocolate brown suede - chocolate,

£37.09
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Samuel windsor handmade black - windsor,

Samuel windsor handmade black - windsor,

£31.90
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Taylor wright mens boots uk - wright,

Taylor wright mens boots uk - wright,

£16.50
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Mens leather smart casual lace - mens,

Mens leather smart casual lace - mens,

£23.98
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Mens leather boots walking - mens,

Mens leather boots walking - mens,

£24.95
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Mens thomas crick sawston - mens,

Mens thomas crick sawston - mens,

£37.99
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Mens hiking boots new desert - mens,

Mens hiking boots new desert - mens,

£21.95
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Mens suede desert boots - mens,

Mens suede desert boots - mens,

£31.95
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Roamers mens desert boots - mens,

Roamers mens desert boots - mens,

£35.99
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Mens leather boots hiking - mens,

Mens leather boots hiking - mens,

£19.95
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Clarks bayhill mid ankle - clarks,

Clarks bayhill mid ankle - clarks,

£49.58
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Timberland mens boots 12 - timberland,

Timberland mens boots 12 - timberland,

£34.99
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Mens leather boots walking - mens,

Mens leather boots walking - mens,

£29.95
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Mens leather boots - leather, walking

Mens leather boots - leather, walking

£24.95
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Mens boots walking shoes - walking,

Mens boots walking shoes - walking,

£19.95
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Clarks bushacre sand suede - sand,

Clarks bushacre sand suede - sand,

£59.99
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Mens leather walking hiking - leather,

Mens leather walking hiking - leather,

£24.98
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Mens clarks rockie gore - gore, tex

Mens clarks rockie gore - gore, tex

£49.00
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Clarks vargo moc - moc, leather

Clarks vargo moc - moc, leather

£49.00
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📊96 listings · from £5.44 · avg £40.06
⚠️ These listings were last updated more than 13 days ago. Search for fresh listings

Browse 96 mens chukka boots listings currently in our index. Prices range from £5.44 to £589.95, with an average of £40.06. Whether you are hunting for a bargain or looking for a top-spec model, the selection below covers all price points — new, used and refurbished. More about mens chukka boots →

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Everything you need to know about mens chukka boots

Whether you are looking for a brand-new or second-hand mens chukka boots, eBay offers one of the largest selections available online. With 96 active listings at the time of this page's last update, you have plenty of choice across different conditions, sellers and price points. The cheapest option currently starts at £5.44, while premium listings can reach £589.95 — giving you a wide budget spread to work with. The average price of £40.06 can serve as a useful benchmark: listings below this tend to be used or auction-style, while those above often include extra accessories, warranties, or are sold by professional sellers with high feedback scores. Always check the seller's feedback rating and return policy before committing to a purchase. If you need the item quickly, filter by "Buy It Now" to avoid the uncertainty of auctions. For used items, look closely at the condition description and photos — terms like "good", "very good" and "like new" can mean very different things depending on the seller.

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