Forget the costume-party cowboy look from old movies—real Western style is about rugged functionality that also looks incredible. Want to know how? These 20+ cowboy outfit combinations prove that cowboy style isn’t a costume, it’s a lifestyle!
From quality denim looks and leather boots to classic Western shirts, find out how to style cowboy looks that work from ranch days and cattle drives to honky-tonk dance floors.
1. Denim Shirt and Denim Jeans
A cowboy classic, tweak this stylish combo with leather buckle belts, light hats, and dark boots for a classy appeal!
2. Solid Jumper, Longline Coat, and Slim Fit Pants
A stylish yet laid back look to pull off at your wintertime country visits, try refining the look in monochrome with tan boots and hats for balance!
3. Patterned Boho Shirt and Skinny Jeans
A simple, everyday cowboy outfit you can create with light-washed wranglers and bold patterned shirts! Throw in tan work boots and cowboy hats, and you’re all set!
4. T-shirt and Regular Fit Jeans
A minimal yet practical cowboy look to pull off in dark hues, give this one a classic styling with light hats and cowboy boots for an authentic feel!
5. Plaid Shirt and Bootcut Jeans
A classic cowboy look to pull off at your country rodeos or ranch visits! Style this look with brown hats, matching leather boots, and statement sunglasses!
6. Solid Shirt, Bomber Jacket, and Bootcut Jeans
A fresh alternative for the usual denim-infused cowboy looks, amp up this one’s country energy with buckle belts, tan hats, and boots!
7. T-shirt, Bomber Jacket, and Skinny Jeans
Bring in an urban undertone to your country looks with this combo, dark cowboy hats, and boots, plus a statement pendant for a cohesive finish!
8. T-shirt, Cropped Denim Jacket and Tapered Jeans
A functional yet stylish cowboy for intense ranch work! Style the fit with nude-toned hats and bandanas to transform it into a party look!
9. Solid Pullover, Plaid Overcoat, and Slim Fit Jeans
Pick this combination for a formal and classy winter cowboy outfit that will also work for a party, paired with tan fedora hats, leather belts, and riding boots!
10. Confident Looking Cowboy Outfits for Men
Style this cowboy look with a splash of country drama by styling it with patterned bandanas, light fedora hats, and classic aviators in a vintage finish!
11. Mesh T-shirt and Slim Fit Jeans
Pull off this fancy cowboy look at your themed parties! You can also bring in some razzle-dazzle with studded belts and stone detail hats!
12. Suede Waistcoat and Slim Fit Jeans
A unique party-ready cowboy outfit for the summer! Throw in shield glasses, oxidized necklaces, and spur boots for drama!
13. T-shirt, Skinny Jeans and Denim Jacket
A fine urban cowboy look to pull off at your ranch visits, try going for a monochrome styling with tan cowboy hats and combat boots completing the fit!
14. Striped Polo Shirt and Regular Fit Jeans
Keep it minimal at your casual outings in this cowboy combo, with dark sandals, hats and a strap watch as accents!
15. Solid Shirt and Slim Fit Jeans
A cowboy outfit that you can wear in both casual and formal settings! Style it with bold ties and silver toned buckle belts for a party look!
16. T-shirt, Plaid Shirt, and Regular Fit Jeans
A simple work apt cowboy look to pull off in neutral hues, go with dark wayfarers and beige hats to tweak the breezy touch!
17. Solid Shirt, Denim Jacket, and Slim Fit Jeans
A casual cowboy look that’s perfect for a beginner to the aesthetic, throw in bandanas and wide-brim hats in black for an upscaled appeal!
18. Plaid Shirt, Fleece-Lined Denim Jacket, and Cargo Pants
A cowboy look channeling major western classic energy, style the look in bandanas and dark hats and boots to amp up the country boy energy!
19. Oversized Shirt and Regular-Fit Jeans
Add a modern charm to the classic cowboy look with this oversized combination styled with boho oxidized jewelry and dark hats!
20. Textured Shirt, Windcheater Jacket, and Regular Fit Jeans
Style this cozy night out, cowboy look with light washed wranglers, buckle belts, and dark boots + hat for a classic finish!
21. Solid Shirt, Waistcoat, and Jeans
A semi-formal cowboy look to pull off as a partywear, tweak the country energy using feather detail hats and corded bracelets!
22. Sweatshirt and Slim Fit Jeans
For an urban touch with your wintertime cowboy looks, try this combo with dark denim jackets and suede boots!
23. T-shirt, Leather Jacket, and Skinny Jeans
For a dressed-down cowboy look for casual outings, pull off this combo with classic aviators and neutral fedora hats!
