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Make chukka boots your go-to weekend style. With a deconstructed finish, these relaxed men’s boots put a rugged twist on off-duty dressing. Team a pair of black chukka boots or brown chukka boots with jeans or chinos for an understated look. A Timberland classic, these leather and suede chukka boots are built for long-lasting comfort and a lifetime of wear, so pull on a pair and sail into your leisure time.

Chukka Boots

18 Products

18 Products

Winsor Park Trainer for Men in BlueGREENSTRIDE
Winsor Park Trainer for Men in Blue
(4)
£125.00£75.00 (40%)
Sprint Trekker Hiking Boot for Men in Beige
Sprint Trekker Hiking Boot for Men in Beige
(91)
£130.00£78.00 (40%)
Sprint Trekker Waterproof Mid Boot for Men in Green

WATERPROOF

Sprint Trekker Waterproof Mid Boot for Men in Green
(35)
£125.00£87.50 (30%)
Sprint Trekker Hiking Boot for Men in Brown
Sprint Trekker Hiking Boot for Men in Brown
(91)
£130.00£78.00 (40%)
Maple Grove Leather Chukka for Men in Light Grey
Maple Grove Leather Chukka for Men in Light Grey
(1)
£130.00£91.00 (30%)
Winsor Park Trainer for Men in BeigeGREENSTRIDE
Winsor Park Trainer for Men in Beige
(4)
£125.00£75.00 (40%)
Sprint Trekker Waterproof Mid Boot for Men in Black

WATERPROOF

Sprint Trekker Waterproof Mid Boot for Men in Black
(35)
£125.00£87.50 (30%)
Sprint Trekker Hiking Boot for Men in Dark Blue
Sprint Trekker Hiking Boot for Men in Dark Blue
(91)
£130.00£78.00 (40%)
Winsor Park Chukka for Men in BeigeGREENSTRIDE
Winsor Park Chukka for Men in Beige
(2)
£140.00£84.00 (40%)
Sprint Trekker Waterproof Mid Boot for Men in Dark Blue

WATERPROOF

Sprint Trekker Waterproof Mid Boot for Men in Dark Blue
(35)
£125.00£87.50 (30%)
Euro Sprint Mid Lace-Up Boot for Men in Yellow & Black
Euro Sprint Mid Lace-Up Boot for Men in Yellow & Black
(235)
£145.00
Euro Sprint Mid Lace-Up Boot for Men in Black
Euro Sprint Mid Lace-Up Boot for Men in Black
(235)
£145.00

Viewing 18 of 18 Products