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164 Results

Sterling Kreek Kids Western Roots Snap Shirt - Aztec Print

Cowboy Swagger

$24.00

Unit price
per 

2 sizes
  • 2-3 years
  • XSmall
2 sizes

Twisted X Infant Driving Moc Beeswax and Aztec Multi

Cowboy Swagger

$49.99

Unit price
per 

Lane Frost Youth Icon Snapback Cap – Kids Western Rodeo Hat

Cowboy Swagger

$35.00

Unit price
per 

Wrangler Toddler Long Live Cowboys Tee Powder Blue

Cowboy Swagger

$15.00

Unit price
per 

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

Wrangler Toddler Stay Wild Tee Brown

Cowboy Swagger

$15.00

Unit price
per 

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

Wrangler Toddler Stay Wild Tee - Heathered Blue

Cowboy Swagger

$15.00

Unit price
per 

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

Wrangler Boys Long Live Cowboys Hoodie Cream

Cowboy Swagger

$45.00

Unit price
per 

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

Wrangler Spirit of the West Kids Hoodie – Western Graphic Pullover

Cowboy Swagger

$45.00

Unit price
per 

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

Wrangler Boys Logo Heather Grey Hoodie Orange and Yellow Logo

Cowboy Swagger

$45.00

Unit price
per 

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

Wrangler Boys Long Sleeve Classic Fit Shirt White with Sangria Pattern

Cowboy Swagger

$35.00

Unit price
per 

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

Wrangler Boys Classic Long Sleeve Shirt - Blue

Cowboy Swagger

$35.00

Unit price
per 

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

Ariat Youth Boys Oh Chute Short Sleeve Tee Tent Green

Cowboy Swagger

$19.95

Unit price
per 

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

Cinch Boys Long Sleeve Blue Square Flower Print Shirt

Cowboy Swagger

$39.00

Unit price
per 

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

Cinch Toddler Boys Long Sleeve Blue Square Flower Print Shirt

Cowboy Swagger

$34.00

Unit price
per 

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

Cinch Boys Short Sleeve ArenaFlex Purple Hawaiian Shirt

Cowboy Swagger

$50.00

Unit price
per 

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

Cinch Boys Short Sleeve Grey Geo Print Shirt With Pink

Cowboy Swagger

$39.00

Unit price
per 

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

Cinch Baby Boy Infant / Toddler Paisley Shirt Pink

Cowboy Swagger

$33.00

Unit price
per 

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

Cinch Infant Boy Logo Tee Grey

Cowboy Swagger

$25.00

Unit price
per 

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

Cinch Boys Bull Logo Short Sleeve Tee – Western Kids Graphic T-Shirt

Cowboy Swagger

$25.00

Unit price
per 

7 sizes
  • 2T
  • 3T
  • 4T
  • Small
  • Medium
  • Large
  • XLarge
7 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.