Free Shipping $100+ | Premium Western Wear for the Whole Family

Your cart

Your cart is empty

164 Results

Ariat Youth Rodeo Wallet

Cowboy Swagger

$50.00

Unit price
per 

Cinch Boy's Fleece Pullover Black/Gray/Tan

Cowboy Swagger

$55.00

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes

Wrangler Retro Boys’ Relaxed Bootcut Jeans – Greenly Wash Western Denim

Cowboy Swagger

$47.00

Unit price
per 

25 sizes
  • 2T
  • 3T
  • 4 Slim
  • 4 Regular
  • 5 Slim
  • 5 Regular
  • 6 Slim
  • 6 Regular
  • 7 Slim
  • 7 Regular
  • 8 Slim
  • 8 Regular
  • 9 Slim
  • 9 Regular
  • 10 Slim
  • 10 Regular
  • 11 Slim
  • 11 Regular
  • 12 Slim
  • 12 Regular
  • 14 Slim
  • 14 Regular
  • 16 Slim
  • 16 Regular
  • 20 Slim
25 sizes

Wrangler Boy’s Long Sleeve White Pearl Snap Shirt

Cowboy Swagger

$29.99

Unit price
per 

4 sizes
  • XSmall
  • Small
  • Medium
  • XLarge
4 sizes

Ariat Boys Petey Classic Fit Shirt Dark Teal

Cowboy Swagger

$39.95

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes

Wrangler Baby Western Print Bodysuit Tan Cowboy

Cowboy Swagger

$25.00

Unit price
per 

6 sizes
  • 0-3 Months
  • 3-6 Months
  • 6-9 Months
  • 12 Months
  • 18 Months
  • 24 Months
6 sizes

Wrangler Baby Wild West Turquoise Onesie

Cowboy Swagger

$25.00

Unit price
per 

6 sizes
  • 0-3 Months
  • 3-6 Months
  • 6-9 Months
  • 12 Months
  • 18 Months
  • 24 Months
6 sizes

Cinch Boys 1/2 Zip Pullover Black

Cowboy Swagger

$60.00

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes

Rock & Roll Boy’s Woven Blue Aztec Print Long Sleeve Snap Shirt

Cowboy Swagger

$48.00

Unit price
per 

4 sizes
  • Small
  • Medium
  • Large
  • XLarge
4 sizes
  • Small
  • Medium
  • Large
  • XLarge
4 sizes

Cinch Boy’s Paisley Print Button Down Western Shirt Royal/Black/Red

Cowboy Swagger

$39.00

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes

Wrangler Boy’s Classic Fit Button Down Navy/White

Cowboy Swagger

$35.00

Unit price
per 

6 sizes
  • XXSmall
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
6 sizes

Wrangler Boy's Pullover Hoodie Jet Black

Cowboy Swagger

$45.00

Unit price
per 

6 sizes
  • XXSmall
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
6 sizes

Wrangler Boy's Pullover Hoodie Dark Denim

Cowboy Swagger

$45.00

Unit price
per 

6 sizes
  • XXSmall
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
6 sizes

Wrangler 20X Boy's Snap Western Shirt Rust/Black

Cowboy Swagger

$45.00

Unit price
per 

6 sizes
  • XXSmall
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
6 sizes

Ariat Boy's B4 Relaxed Fit Fordham Boot Cut Jean

Cowboy Swagger

$62.95

Unit price
per 

6 sizes
  • 7 Reg
  • 8 Reg
  • 10 Reg
  • 12 Reg
  • 14 Reg
  • 16 Reg
6 sizes

Ariat Boys’ B4 Relaxed Fit Jeans – Medium Wash Bootcut

Cowboy Swagger

$64.95

Unit price
per 

6 sizes
  • 7 Regular
  • 8 Regular
  • 10 Regular
  • 12 Regular
  • 14 Regular
  • 16 Regular
6 sizes

Ariat Boys’ B5 Slim Fit Stretch Straight Leg Jeans – Medium Wash

Cowboy Swagger

$49.95

Unit price
per 

6 sizes
  • 7 Regular
  • 8 Regular
  • 10 Regular
  • 12 Regular
  • 14 Regular
  • 16 Regular
6 sizes

Ariat Boys’ B5 Slim Fit Straight Leg Jeans – Cyclone Medium Wash

Cowboy Swagger

$64.95

Unit price
per 

6 sizes
  • 7 Regular
  • 8 Regular
  • 10 Regular
  • 12 Regular
  • 14 Regular
  • 16 Regular
6 sizes

Cinch Toddler Boy's Paisley Long Sleeve Red/Blue/White

Cowboy Swagger

$33.00

Unit price
per 

6 sizes
  • 3-6 Months
  • 6-12 Months
  • 12-18 Months
  • 2T
  • 3T
  • 4T
6 sizes

Boys Western Shirts & Cowboy Outfits

Outfit your young cowboy with authentic Western style built for everyday wear. Our boys Western shirts and cowboy outfits combine durability, comfort, and classic Western design—perfect for school, rodeo events, and everything in between.

From bold paisley prints to clean, classic solids, these boys cowboy shirts are designed to look sharp while allowing full range of motion for active kids. Pair them with jeans, boots, and a cap for a complete Western outfit that's ready for any occasion.

At Cowboy Swagger, we carry trusted brands like Cinch, Wrangler, Ariat, and other top Western labels known for quality construction and long-lasting wear. Whether you're shopping for a dress-up event or everyday style, you'll find boys Western wear that holds up and stands out.

This collection covers long sleeve and button-down shirts, jeans, boots, and hats—everything needed to build a complete boys' Western outfit for the rodeo, the classroom, or the ranch.