FREE SHIPPING OVER $100

Your cart

Your cart is empty

Men's Work & Western Boots

Don’t start your day without stepping into a pair of stylish and functional cowboy boots. At Cowboy Swagger, we set out to provide the most diverse selection of men’s western boots on the market. Our collection includes quality men’s western shoes and work boots from top brands such as Tony Lama, Ariat, Twisted X, Thorogood, and Justin! Whether you’re looking for men’s leather cowboy boots, casual shoes, work boots, or driving mocs, we have a huge assortment of your favorite western and work styles. Our boot selection has everything from exotic cowboy boots to safety toe work boots. Don’t forget those all-important chore boots from Dry Shod! No matter what you need, we have the footwear to handle the rigors of your personal and work life and keep you looking sharp at all times. Additionally, we own our stock so that you have access to transparent availabilities and quicker shipping. Choose from our inventory of premium men’s western boots here to get something you’ll love to wear. 

135 Results

Cowboy Swagger Tony Lama Men’s Smooth Ostrich Murillo Boot

Tony Lama Men’s Smooth Quill Murillo Boot

Tony Lama

$299.99

Unit price
per 

7 sizes
  • 9 D
  • 9.5 D
  • 10 D
  • 10 EE
  • 10.5 D
  • 11 D
  • 11.5 EE
Cowboy Swagger Ariat Men’s Burnt Brown Sting Western Boot
Cowboy Swagger Ariat Men’s Burnt Brown Sting Western Boot

Ariat Men’s Burnt Brown Sting Western Boot

Ariat

$269.95

Unit price
per 

6 sizes
  • 9.5 D
  • 10 D
  • 10.5 D
  • 11 D
  • 11.5 D
  • 12 D
Cowboy Swagger Ariat Men’ Carlsbad Adobe Clay Western Boot
Cowboy Swagger Ariat Men’ Carlsbad Adobe Clay Western Boot

Ariat Men’ Carlsbad Adobe Clay Western Boot

Ariat

$299.95

Unit price
per 

10 sizes
  • 9.5 D
  • 9.5 EE
  • 10 D
  • 10 EE
  • 10.5 D
  • 10.5 EE
  • 11 D
  • 11 EE
  • 11.5 D
  • 11.5 EE
Cowboy Swagger Justin Men’s Puncher Tan 13” Boot
Cowboy Swagger Justin Men’s Puncher Tan 13” Boot

Justin Men’s Puncher Tan 13” Boot

Justin

$189.99

Unit price
per 

2 sizes
  • 10 EE
  • 11.5 EE
Justin Boots Justin Men’s Bent Rail 11” Boot

Justin Men’s Bent Rail 11” Boot

Justin

$292.95

Unit price
per 

3 sizes
  • 11 D
  • 11.5 D
  • 12 D
Cowboy Swagger 9 D Justin Men’s Pulley Waterproof  lace Up Comp Toe & MetGuard Boot
Cowboy Swagger 9 D Justin Men’s Pulley Waterproof  lace Up Comp Toe & MetGuard Boot
  • 9 D
Cowboy Swagger Justin Men’s Pearsall Round Toe boot

Justin Men’s Pearsall Round Toe boot

Justin

$229.99

Unit price
per 

3 sizes
  • 8 D
  • 9 D
  • 14 D
Cowboy Swagger Tony Lama Men’s Segar 12” Boot
Cowboy Swagger Tony Lama Men’s Segar 12” Boot

Tony Lama Men’s Segar 12” Boot

Tony Lama

$239.99

Unit price
per 

3 sizes
  • 11.5 D
  • 12 D
  • 13 EE
Cowboy Swagger Tony Lama Men’s Landgrab 11” Boot
Cowboy Swagger Tony Lama Men’s Landgrab 11” Boot

Tony Lama Men’s Landgrab 11” Boot

Tony Lama

$219.99

Unit price
per 

3 sizes
  • 10.5 D
  • 11 D
  • 11.5 D
Cowboy Swagger Tony Lama Comfort Performance Galen Square Toe Boot
Cowboy Swagger Tony Lama Comfort Performance Galen Square Toe Boot

Tony Lama Comfort Performance Galen Square Toe Boot

Tony Lama

$239.99

Unit price
per 

2 sizes
  • 9.5 D
  • 11.5 D
Cowboy Swagger Tony Lama Men’s Round Toe Henley Buckaroo Boot
Cowboy Swagger Tony Lama Men’s Round Toe Henley Buckaroo Boot

Tony Lama Men’s Round Toe Henley Buckaroo Boot

Tony Lama

$269.99

Unit price
per 

4 sizes
  • 9 D
  • 10 D
  • 11.5 EE
  • 12 D
Cowboy Swagger Tony Lama Men’s Patron Smooth Ostrich 13” Boot
Cowboy Swagger Tony Lama Men’s Patron Smooth Ostrich 13” Boot

Tony Lama Men’s Patron Smooth Quill 13” Boot

Tony Lama

$279.99

Unit price
per 

8 sizes
  • 9 EE
  • 10 EE
  • 10.5 D
  • 10.5 EE
  • 11 EE
  • 11.5 EE
  • 12 D
  • 12 EE
Cowboy Swagger Tony Lama Men’s Smooth Quill Ostrich 11” Boot
Cowboy Swagger Tony Lama Men’s Smooth Quill Ostrich 11” Boot

Tony Lama Men’s Smooth Quill 11” Boot

Tony Lama

$249.99

Unit price
per 

7 sizes
  • 8.5 D
  • 9 D
  • 9.5 D
  • 10 D
  • 10.5 D
  • 11 D
  • 11.5 D
Cowboy Swagger Tony Lama Men’s Griffon 11” Boot
Cowboy Swagger Tony Lama Men’s Griffon 11” Boot
Sold out

Tony Lama Men’s Griffon 11” Boot

Tony Lama

$229.99

Unit price
per 

2 sizes
  • 8 D
  • 8.5 D
Cowboy Swagger Tony Lama Men’s Rowel 11” Safari Boot
Cowboy Swagger Tony Lama Men’s Rowel 11” Safari Boot

Tony Lama Men’s Rowel 11” Safari Boot

Tony Lama

$249.99

Unit price
per 

10 sizes
  • 7 D
  • 7 EE
  • 7.5 D
  • 7.5 EE
  • 8 EE
  • 9 EE
  • 10 EE
  • 11 EE
  • 12 EE
  • 13 EE
Cowboy Swagger Tony Lama Creedance Brown 11” Boot
Cowboy Swagger Tony Lama Creedance Brown 11” Boot

Tony Lama Men’s Creedance Brown 11” Boot

Tony Lama

$254.99

Unit price
per 

6 sizes
  • 6 D
  • 9 D
  • 9 EE
  • 11 EE
  • 11.5 D
  • 14 D
Cowboy Swagger Ariat Men’s Hilo Stretch Lace
Cowboy Swagger Ariat Men’s Hilo Stretch Lace

Ariat Men’s Hilo Stretch Lace

Ariat

$69.95

Unit price
per 

2 sizes
  • 7.5 D
  • 8 D
Cowboy Swagger Ariat Men’s Hybrid Ranchwork Western Boot
Cowboy Swagger Ariat Men’s Hybrid Ranchwork Western Boot

Ariat Men’s Hybrid Ranchwork Western Boot

Ariat

$209.95

Unit price
per 

22 sizes
  • 7 D
  • 7 EE
  • 7.5 D
  • 7.5 EE
  • 8 D
  • 8 EE
  • 8.5 D
  • 8.5 EE
  • 9 D
  • 9 EE
  • 9.5 D
  • 9.5 EE
  • 10 D
  • 10.5 D
  • 10.5 EE
  • 11 D
  • 11 EE
  • 11.5 D
  • 12 D
  • 14 D
  • 14 EE
  • 15 D
Cowboy Swagger Thorogood American Heritage 6” Safety Toe Moc Toe Maxwear Wedge
Cowboy Swagger Thorogood American Heritage 6” Safety Toe Moc Toe Maxwear Wedge

Thorogood American Heritage 6” Safety Toe Moc Toe Maxwear Wedge

Thorogood

$255.00

Unit price
per 

13 sizes
  • 9 D
  • 9 EE
  • 9.5 D
  • 9.5 EE
  • 10 D
  • 10 EE
  • 10.5 D
  • 10.5 EE
  • 11 D
  • 11 EE
  • 11.5 D
  • 11.5 EE
  • 12 D
Cowboy Swagger Thorogood American Heritage 8” Trail Crazyhorse Safety Toe Moc Toe Maxwear Wedge
Cowboy Swagger Thorogood American Heritage 8” Trail Crazyhorse Safety Toe Moc Toe Maxwear Wedge
  • 9 D
  • 9 EE
  • 9.5 D
  • 9.5 EE
  • 10 D
  • 10 EE
  • 10.5 D
  • 11 D
  • 11 EE
  • 11.5 D
  • 11.5 EE
  • 12 D
  • 12 EE
  • 13 D