TB1A42FY-214
Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Teak Brown'
$90
15806
Timberland Field Boot Toddler 'Black'
$35
TB02731R-001
Timberland Mt. Maddsen Mid Hiker 'Black'
$55
TB1A64PG-033
Timberland White Ledge Waterproof Mid Hiker Boot 'Castle Grey'
$72
TB0A17KY-001
Timberland Field Boot 'Black'
$97
TB050059-001
Timberland 1973 Newman Premium Chukka Boot 'Black'
$75
TB150059-001
Timberland 1973 Newman Premium Chukka Boot 'Black'
$55
TB015906-001
Timberland Field Boot Junior 'Black'
$60
TB015745-713
Timberland Field Boot Youth 'Wheat'
$50
TB0A5ZRY-626
Bee Line x Timberland Wmns 6 Inch Rubber-Toe Waterproof Boot 'Red'
$78
TB096848-001
Timberland Euro Hiker Mid Toddler 'Black'
$47
TB096948-001
Timberland Euro Hiker Mid Junior 'Black'
$35
TB012122-001
Timberland White Legde Mid 'Black'
$75
TB0A6BET-EXU
Timberland 6 Inch Premium Boot Youth 'Espresso Pack'
$99
TB0A5YKD-231
Timberland Arbor Road 6 Inch Waterproof Boot 'Wheat'
$70
TB0A1PLK
Timberland 6 Inch Premium Waterproof Junior 'Mammoth Snakeskin'
$70
TB0A1716
Timberland 6 Inch Premium Football Leather Boot Youth 'Black'
$70
TB0A2G4S-231
Timberland Lincoln Peak Waterproof Mid 'Wheat'
$98
TB0A1PN3-D33
Timberland 6 Inch Field Boot Junior 'Hazel Highway'
$80
TB09582R
Timberland 6 Inch Premium Toddler 'Black'
$35
TB052562-214
Timberland Endurance CSA 6 Inch Steel Toe Work Boot 'Brown'
$89
TB0A1UDG-001
Mitchell & Ness x NBA x Timberland 6 Inch Premium Junior 'Chicago Bulls'
$73
TB0A1VD7-P20
Timberland 6 Inch Premium Junior 'Dark Grey'
$88
TB0A2AC6-040
Timberland Tree Sprout Bootie 'Silver'
$40
TB0A5N9T-001
Timberland TBL Edge Boot 'Black'
$91
TB0A2DZ2-015
Timberland Lincoln Peak Waterproof 'Black White'
$89
TB0A41ZW-100
Timberland Wmns Greyfield Boot 'White Black'
$80
TB0A41U6-C60
Timberland Wmns Everleigh 6-Inch Boot 'Burgundy'
$69
TB0A5TF3-001
Timberland Sawhorse 6 Inch 'Black'
$96
TB0A2DUX-X17
Timberland Wmns Courmayeur Valley 6 Inch Shearling Boot 'Brown'
$99
TB0A1NJ4-001
Timberland Euro Hiker Shell Toe Boot Toddler 'Black Gum'
$45
TB0A1NJF
Timberland Euro Hiker Shell Junior 'Black'
$50
57809M
Timberland 2.0 Euro Hiker Infant 'Black'
$50
TB0A5YJS-015
Timberland Arbor Road Waterproof Chukka 'Triple Black'
$55
TB0A2DZD-110
Timberland Lincoln Peak Waterproof 'Medium Grey'
$72
TB015706-001
Timberland Field Boot Youth 'Triple Black'
$60
TB0A5Q82-231
Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Wheat'
$99
TB06597R
Timberland 6 Inch Premium Helcor Waterproof Boot Junior 'Black'
$54
TB0A5RK1-EA1
Timberland Wmns Stone Street 6 Inch Premium Waterproof Platform Boot 'Green'
$69
TB0A2ABU-D56
Timberland Tree Sprout Bootie 'Fuchsia Rose'
$50
TB08710R-242
Timberland Wmns Mount Hope Mid Boot 'Dark Brown'
$77
TB0A28JA-H40
Timberland Mt. Major 2 Waterproof Mid Boot 'Brown'
$90
Which Leather Timberland Boots cost under $100?
23 Leather Timberland Boots in men's and women's sizes sell new with the original box from $55 to $99; the typical pair is $78. 21 of them list under retail, one in ten of those is 60% off or more. Prices as of Oct 2026.