Timberland Chukka Classic

All Timberland

14 sneakers · lowest price, any size

Timberland Chukka Waterproof 'Wheat' TB123061-231 Timberland Chukka Waterproof 'Wheat' $116 Timberland Chukka Waterproof 'Wheat' TB023061-231 Timberland Chukka Waterproof 'Wheat' $141 Timberland Premium Waterproof Chukka Boot 'Espresso Pack' TB0A6DVD-EXU Timberland Premium Waterproof Chukka Boot 'Espresso Pack' $170 Timberland Chukka Boot GORE-TEX 'Brown' TB037042-214 Timberland Chukka Boot GORE-TEX 'Brown' $286 Timberland Classic Waterproof Chukka Boot 'Black' 50059001 Timberland Classic Waterproof Chukka Boot 'Black' $140 nonnative x Timberland Chukka Boot GORE-TEX 'Taupe' TB0A6GDX-EW1 nonnative x Timberland Chukka Boot GORE-TEX 'Taupe' $400 BAPE x Timberland Chukka Classic Boot 'Wheat' TB0A2QBX-231 BAPE x Timberland Chukka Classic Boot 'Wheat' $711 BAPE x Timberland Chukka Classic Boot Wide 'Wheat' TB0A2QBX-231-W BAPE x Timberland Chukka Classic Boot Wide 'Wheat' $697 Timberland Chukka Boot 'Brown' TB022049-214 Timberland Chukka Boot 'Brown' $255 Timberland Wmns Stone Street Waterproof Chukka Platform Boot 'Espresso Pack' TB0A2HA9-EXU Timberland Wmns Stone Street Waterproof Chukka Platform Boot 'Espresso Pack' — Timberland Chukka Classic Waterproof Boots 'Triple Black' TB0A17C9-001 Timberland Chukka Classic Waterproof Boots 'Triple Black' — Timberland Tenmile Chukka Boot 'Black' TB0A1UJS-001 Timberland Tenmile Chukka Boot 'Black' — Timberland Supaway Chukka 'Light Beige' TB0A5TWB-K38 Timberland Supaway Chukka 'Light Beige' — Timberland Waterproof Chukka 'Wheat Nubuck' TB023022 Timberland Waterproof Chukka 'Wheat Nubuck' —

How much are Timberland Chukka Classics?

14 Timberland Chukka Classic colorways in men's and women's sizes sell new with the original box from $116 to $711; the typical pair is $255. 1 of them list under retail, one in ten of those is 10% off or more. Prices as of Oct 2026.