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Herring Shoes·Shoes & Boots·Boots·Chukka Boots· 17 styles

Men's handmade chukka boots

17 pairs
Curator's note

The chukka boot is the original casual boot style, before modern casuals were even imagined. The Derby lacing makes it very easy to put on. The minimal (two or three lacings) make tying shoe laces simple and they are often in soft suedes. Add those features together and you have an awesome weekend style.

SS · 2026
Product image for Herring Grays Rubber in black calf Product image for Herring Grays Rubber in black calf
№ 01
Last City Boot
Grays
Herring · Lace Boot · Calf Leather · Rubber sole · Black Calf
£154.17
Product image for Loake Pimlico in brown suede Product image for Loake Pimlico in brown suede
№ 02
Last Capital
Pimlico
Loake · Lace Boot · Suede · Rubber sole · Brown Suede
£224.17
Product image for Herring Grays Rubber in brown suede Product image for Herring Grays Rubber in brown suede
№ 03
Last City Boot
Grays
Herring · Lace Boot · Suede · Rubber sole · Brown Suede
£154.17
Product image for Herring Gosforth II (Rubber) in tan grain Product image for Herring Gosforth II (Rubber) in tan grain
Wide fitting
№ 04
Last 52G
Gosforth II
Herring · Lace Boot · Calf Leather · Leather sole · Tan Grain
£249.17
Product image for Herring Gosforth II (Rubber) in cigar suede Product image for Herring Gosforth II (Rubber) in cigar suede
Wide fitting
№ 05
Last 52G
Gosforth II
Herring · Lace Boot · Suede · Leather sole · Cigar Suede
£249.17
Product image for Loake Pimlico in dark brown calf Product image for Loake Pimlico in dark brown calf
№ 06
Last Capital
Pimlico
Loake · Lace Boot · Calf Leather · Rubber sole · Dark Brown Calf
£265.83
Product image for Herring Grays in black calf Product image for Herring Grays in black calf
№ 07
Last City Boot
Grays
Herring · Lace Boot · Calf Leather · Leather sole · Black Calf
£154.17
Product image for Herring Hook mens rubber-soled Chukka boots in dark brown grain Product image for Herring Hook mens rubber-soled Chukka boots in dark brown grain
№ 08
Last Z437
Hook
Herring · Lace Boot · Calf Leather · Rubber sole · Dark Brown Grain
£262.50
Product image for Wildsmith Model 12 in dark brown calf Product image for Wildsmith Model 12 in dark brown calf
№ 09
Last WILD5
Model 12
Wildsmith · Lace Boot · Calf Leather · Rubber sole · Dark Brown Calf
£225.00
Product image for Herring Herald in bitter choc suede Product image for Herring Herald in bitter choc suede
№ 10
Last 12508
Herald
Herring · Lace Boot · Suede · Rubber sole · Bitter Choc Suede
£379.17
Product image for Herring Mustang in polo suede Product image for Herring Mustang in polo suede
№ 11
Last Joel
Mustang
Herring · Casual Boot · Suede · Polo Suede
£237.50
Product image for Loake Berkeley mens rubber-soled Chukka boots in black polished Product image for Loake Berkeley mens rubber-soled Chukka boots in black polished
№ 12
Last Loake Castle
Berkeley
Loake · Lace Boot · Calf Leather · Rubber sole · Black Polished
£207.50
Product image for Wildsmith Model 12 in dark brown suede Product image for Wildsmith Model 12 in dark brown suede
№ 13
Last WILD5
Model 12
Wildsmith · Lace Boot · Suede · Rubber sole · Dark Brown Suede
£225.00
Product image for Carlos Santos 7991 in guimaraes Product image for Carlos Santos 7991 in guimaraes
№ 14
Last Z401
7991
Carlos Santos · Lace Boot · Calf Leather · Leather sole · Guimaraes
£270.83
Product image for Loake Berkeley mens rubber-soled Chukka boots in dark brown suede Product image for Loake Berkeley mens rubber-soled Chukka boots in dark brown suede
№ 15
Last Loake Castle
Berkeley
Loake · Lace Boot · Suede · Rubber sole · Dark Brown Suede
£207.50
Product image for Cheaney Jackie III Rubber in dark leaf calf Product image for Cheaney Jackie III Rubber in dark leaf calf
№ 16
Last Cheaney 125
Jackie III
Cheaney · Lace Boot · Calf Leather · Rubber sole · Dark Leaf Calf
£412.50
Product image for Cheaney Jackie III Rubber in pony suede Product image for Cheaney Jackie III Rubber in pony suede
№ 17
Last Cheaney 125
Jackie III
Cheaney · Lace Boot · Suede · Rubber sole · Pony Suede
£370.83
Herring Shoes
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