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164 Results

Cinch Boy’s Southwestern Print Polar Fleece Pullover Green

Cowboy Swagger

$55.00

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes
25% off

Cowboy Hardware Youth Aztec Serape Polar Cadet

Cowboy Swagger

Regular price$48.00$36.00

Unit price
per 

4 sizes
  • XSmall
  • Small
  • Medium
  • Large
4 sizes
25% off

Wrangler Boy’s Zip Front Lightweight Ripstop Sherpa Jacket Blue

Cowboy Swagger

Regular price$60.00$45.00

Unit price
per 

4 sizes
  • XSmall
  • Small
  • Medium
  • Large
4 sizes
35% off

Wrangler Boys Jacquard Jacket Sherpa Olive

Cowboy Swagger

Regular price$95.00$62.00

Unit price
per 

4 sizes
  • Small
  • Medium
  • Large
  • XSmall
4 sizes

Ariat Kid’s New Team Softshell Vest Black

Cowboy Swagger

$99.95

Unit price
per 

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

Ariat Youth New Team Softshell Jacket Black

Cowboy Swagger

$99.95

Unit price
per 

6 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
  • XXLarge
6 sizes
40% off

Panhandle Boy's Powder River Aztec Printed Fleece Pullover

Cowboy Swagger

Regular price$55.00$33.00

Unit price
per 

2 sizes
  • Small
  • Medium
2 sizes

Wrangler Boy’s Geo Print Long Sleeve Snap Comfort Western Shirt

Cowboy Swagger

$40.00

Unit price
per 

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

Wrangler Baby Boys Jeans Light Wash

Cowboy Swagger

$25.00

Unit price
per 

9 sizes
  • 0-3 Months
  • 3-6 Months
  • 6-9 Months
  • 12 Months
  • 18 Months
  • 24 Months
  • 2T
  • 3T
  • 4T
9 sizes

Cinch Boys Button Down Paisley Shirt - Gray and Turquoise

Cowboy Swagger

from $33.00

Unit price
per 

7 sizes
  • 3-6M
  • 6-12M
  • 2T
  • 3T
  • 4T
  • Large
  • XLarge
7 sizes

Panhandle Slim Roughstock Collection Boy's Snap Shirt

Cowboy Swagger

$36.00

Unit price
per 

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

Boys Cinch Long Sleeve Red Western Shirt

Cowboy Swagger

$39.00

Unit price
per 

11 sizes
  • 3-6M
  • 6-12M
  • 12-18M
  • 2T
  • 3T
  • 4T
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
11 sizes
  • XXSmall
  • XSmall
  • Small
  • Medium
  • Large
5 sizes

Boys Classic Blue Long Sleeve Western Shirt – Button-Down Collar

Cowboy Swagger

$41.00

Unit price
per 

5 sizes
  • XXSmall
  • XSmall
  • Small
  • Medium
  • Large
5 sizes
  • 7 Regular
  • 8 Regular
  • 10 Regular
  • 12 Regular
  • 14 Regular
  • 16 Regular
6 sizes

Rock & Roll Boy’s Hooey Thick Stitch Revolver Jean

Cowboy Swagger

$62.99

Unit price
per 

9 sizes
  • 5 Regular
  • 6 Regular
  • 7 Regular
  • 8 Regular
  • 10 Regular
  • 14 Regular
  • 16 Regular
  • 18 Regular
  • 20 Regular
9 sizes

Cinch Boy’s White Label Mid Rise Jean

Cowboy Swagger

$39.99

Unit price
per 

3 sizes
  • 4 Slim
  • 5 Slim
  • 7 Regular
3 sizes

Wrangler Boy’s Classic Long Sleeve Shirt Black

Cowboy Swagger

$29.99

Unit price
per 

1 size
  • Small
1 size

Cinch Boy’s Tanner Medium Stonewash Jean

Cowboy Swagger

$43.99

Unit price
per 

6 sizes
  • 4 Regular
  • 6 Regular
  • 7 Regular
  • 12 Slim
  • 12 Regular
  • 14 Slim
6 sizes

Ariat Boys’ B4 Relaxed Fit Low Rise Bootcut Jeans – 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

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.