Men's Chelsea Boots

Discover premium men's Chelsea boots crafted from quality leather and suede. Timeless slip-on styles designed for comfort, versatility, and everyday sophistication.

Loake Medway Black Calf Leather Monk Strap Shoes Loake Medway Black Calf Leather Monk Strap Shoes

Monk Straps

Designer shoes

Loafers

Loake Aldwych Black F Fit Leather Sole Loake Aldwych Black F Fit Leather Sole

Oxfords

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28 products
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Loake Wareing Dark Brown Chelsea Boots
Loake Wareing Dark Brown Chelsea Boots for Men
Loake Wareing Dark Brown Chelsea Boots for Men
Loake Wareing Dark Brown Chelsea Boots Top View
Loake Wareing Dark Brown Chelsea Boots sole detail

Loake Wareing Dark Brown Chelsea Boots

£220
Loake Davy Brown Oiled Nubuck Chelsea Boots
Loake Davy Brown Oiled Nubuck Chelsea Boots
Loake Davy Brown Oiled Nubuck Chelsea Boots
Loake Davy Brown Oiled Nubuck Chelsea Boots Top View
Loake Davy Brown Oiled Nubuck Chelsea Boots Sole Detail

Loake Davy Brown Oiled Nubuck Chelsea Boots

£175
Oscar William Hand-Painted Burgundy Chelsea Boots Studded Sole
Oscar William Hand-Painted Burgundy Chelsea Boots Studded Sole
Oscar William Burgundy Chelsea Boots | Hand-Painted Patina Leather
Oscar William Burgundy Chelsea Boots | Hand-Painted Patina Leather
Oscar William Burgundy Chelsea Boots | Hand-Painted Patina Leather
Oscar William Burgundy Chelsea Boots | Hand-Painted Patina Leather

Oscar William Hand-Painted Burgundy Chelsea Boots Studded Sole

£475
Oscar William Hand-Painted Tan Patina Chelsea Boots
Oscar William Hand-Painted Tan Patina Chelsea Boots
Oscar William Tan Patina Chelsea Boots | Hand-Painted Leather
Oscar William Tan Patina Chelsea Boots | Hand-Painted Leather
Oscar William Tan Patina Chelsea Boots | Hand-Painted Leather
Oscar William Tan Patina Chelsea Boots | Hand-Painted Leather

Oscar William Hand-Painted Tan Patina Chelsea Boots

£475
Oscar William Black Suede Chelsea Boots
Oscar William Black Suede Chelsea Boots
Oscar William Black Suede Chelsea Boots
Oscar William Black Suede Chelsea Boots
Oscar William Black Suede Chelsea Boots
Oscar William Black Suede Chelsea Boots

Oscar William Black Suede Chelsea Boots

£275
Oscar William Classic Black Chelsea Boots – Rubber Studded Sole
Oscar William Classic Black Chelsea Boots – Rubber Studded Sole.
Oscar William Black Leather Chelsea Boots Rubber Sole
Oscar William Black Leather Chelsea Boots Rubber Sole
Oscar William Black Leather Chelsea Boots Rubber Sole
Oscar William Classic Black Chelsea Boots – Rubber Studded Sole

Oscar William Classic Black Chelsea Boots – Rubber Studded Sole

£475
Oscar William Tan Chelsea Boots Rubber Sole
Oscar William Tan Chelsea Boots Rubber Sole
Oscar William Tan Chelsea Boots | Premium Leather & Rubber Sole
Oscar William Tan Chelsea Boots | Premium Leather & Rubber Sole
Oscar William Tan Chelsea Boots | Premium Leather & Rubber Sole
Oscar William Tan Chelsea Boots | Premium Leather & Rubber Sole

Oscar William Tan Chelsea Boots Rubber Sole

£225
Oscar William Dark Brown Chelsea Boots – Back Zip Design
Oscar William Dark Brown Chelsea Boots – Back Zip Design
Oscar William Dark Brown Chelsea Boots Back Zip
Oscar William Dark Brown Chelsea Boots Back Zip
Oscar William Dark Brown Chelsea Boots Back Zip
Oscar William Dark Brown Chelsea Boots Back Zip

Oscar William Dark Brown Chelsea Boots – Back Zip Design

£225
Oscar William Chelsea Boots – Black | Real Rubber Sole
Oscar William Chelsea Boots – Black | Real Rubber Sole
Oscar William Chelsea Boots – Black | Real Rubber Sole
Oscar William Chelsea Boots – Black | Real Rubber Sole
Oscar William Chelsea Boots – Black | Real Rubber Sole
Oscar William Chelsea Boots – Black | Real Rubber Sole

Oscar William Chelsea Boots – Black | Real Rubber Sole

£225
Oscar William Handmade Navy Blue Chelsea Boots Studded Sole
Oscar William Handmade Navy Blue Chelsea Boots Studded Sole
Oscar William Navy Blue Chelsea Boots Studded Sole
Oscar William Navy Blue Chelsea Boots Studded Sole
Oscar William Navy Blue Chelsea Boots Studded Sole
Oscar William Navy Blue Chelsea Boots Studded Sole

Oscar William Handmade Navy Blue Chelsea Boots Studded Sole

£475
Oscar William Handmade Chocolate Chelsea Boots Studded Rubber Sole
Oscar William Handmade Chocolate Chelsea Boots Studded Rubber Sole
Oscar William Handmade Chocolate Chelsea Boots Studded Rubber Sole
Oscar William Handmade Chocolate Chelsea Boots Studded Rubber Sole
Oscar William Handmade Chocolate Chelsea Boots Studded Rubber Sole
Oscar William Handmade Chocolate Chelsea Boots Studded Rubber Sole

Oscar William Handmade Chocolate Chelsea Boots Studded Rubber Sole

£475
Loake Newbury Dark Brown Grain Chelsea Boots
Loake Newbury Dark Brown Grain
Loake Newbury Dark Brown Grain
Loake Newbury Dark Brown Grain
Loake Newbury Dark Brown Grain

Loake Newbury Dark Brown Grain Chelsea Boots

£199

Oscar Prestige

Power, precision, and uncompromising black elegance.