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164 Results

Ariat Kids' Wilder Ruby Red Western Boots with Shock Shield & Wide Square Toe

Cowboy Swagger

$109.95

Unit price
per 

11 sizes
  • 1 Y
  • 1.5 Y
  • 2 Y
  • 2.5 Y
  • 3 Y
  • 3.5 Y
  • 4 Y
  • 4.5 Y
  • 5 Y
  • 5.5 Y
  • 6 Y
11 sizes

Wrangler Boy’s Checotah Long Sleeve Western Snap Shirt In Deep Turquoise

Cowboy Swagger

$39.00

Unit price
per 

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

Cinch Boy's Long Sleeve Paisley Print Button Down Western Shirt Gray/Blue

Cowboy Swagger

from $32.99

Unit price
per 

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

Cinch Boy's Geometric Print Button-Down Western Shirt - Blue

Cowboy Swagger

$38.99

Unit price
per 

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

Cinch Boy's Geometric Print Button-Down Western Shirt - Navy

Cowboy Swagger

$39.00

Unit price
per 

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

Wrangler Boy's 20X Advanced Comfort Two Pocket Pearl Snap Green

Cowboy Swagger

$40.00

Unit price
per 

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

Wrangler Boy’s 20X Advanced Comfort Western Snap Print Shirt Blue

Cowboy Swagger

$40.00

Unit price
per 

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

Wrangler Baby Legendary Western Brand Tee

Cowboy Swagger

$12.00

Unit price
per 

5 sizes
  • 12 Months
  • 18 Months
  • 2T
  • 3T
  • 4T
5 sizes

Wrangler Boys Classic Long Sleeve Shirt - Red

Cowboy Swagger

$35.00

Unit price
per 

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

Wrangler Boys Blue Plaid with Red and Navy Stripes

Cowboy Swagger

$35.00

Unit price
per 

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

Cinch Boys White, Black, and Gold Print LS Shirt

Cowboy Swagger

$39.00

Unit price
per 

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

Cinch Boys Black Logo Hoodie

Cowboy Swagger

$59.99

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes
30% off

Cowboy Hardware Youth Range Floral LS Print

Cowboy Swagger

Regular price$36.99$26.00

Unit price
per 

3 sizes
  • Medium
  • Large
  • XLarge
3 sizes

Cinch Boy's Red and Black Geometric Print Western Shirt

Cowboy Swagger

$39.00

Unit price
per 

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

Cinch Infant Boy’s Red and Black Geometric Print Western Shirt

Cowboy Swagger

$33.00

Unit price
per 

3 sizes
  • 3-6 Months
  • 6-12 Months
  • 12-18 Months
3 sizes

Cinch Boy’s Brown Geometric Print Western Shirt

Cowboy Swagger

$39.00

Unit price
per 

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

Cinch Boy's Paisley Print Button Down Western Shirt Blue/Red/Brown

Cowboy Swagger

$39.00

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes
38% off

Wrangler Boys 20x Competition Advanced Comfort LS Blue and White Pearl Snap

Cowboy Swagger

Regular price$40.00$25.00

Unit price
per 

5 sizes
  • XXSmall
  • XSmall
  • Small
  • Medium
  • Large
5 sizes

Cinch Boys LS Blue and Burgundy Paisley Pearl Snap

Cowboy Swagger

$39.00

Unit price
per 

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

Cinch Boys Grey And Navy Lined Vest

Cowboy Swagger

$80.00

Unit price
per 

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