Cowboy boots and Levi's jeans are the perfect combination.

In fact, did you know that Levi's were originally designed with jeans in mind?

That's right: the brand exploded in the 1920s due to its popularity among cowboys.

Fast forward 100 years, and Levi's are still the best jeans you can wear with cowboy boots. It's not just an iconic style combination; it's also the ideal fit, protection, and comfort you could wish for.

Recommendations

Best overall: Levi's Original 501s

These Levi's have a relaxed fit that allows me to move with ease. When riding a horse, they provide complete freedom of movement.

The ample fit also makes them comfortable for sitting in the saddle for long hours.

The bell-shaped leg opening is wide enough to easily accommodate the boot; the cut is flared for a more traditional jeans style.

Comfort and Traditional Style: Levi's 505s

Levi's 505 jeans offer a straight fit that combines comfort with a touch of classic style. With a cut that fits comfortably along the leg without being too tight, the 505s are ideal for any occasion, from everyday activities to casual events.

Offering a perfect balance of comfort and traditional style, these jeans are the ideal choice for those seeking a classic look that suits their lifestyle. Furthermore, their versatile design makes them compatible with a wide range of footwear, making them the perfect choice for a stylish and timeless look in any situation.

Urban Style with Casual Comfort: Levi's 511s

Levi's 511 jeans offer a slim fit that combines urban style with casual comfort. With their modern cut that flows smoothly through the leg without being too tight, the 511s are ideal for urban activities and casual occasions, whether you're hanging out with friends or exploring the city.

Perfect for those who don't wear boots every day but occasionally want to incorporate them into their style, the 511s offer exceptional versatility. Their versatile design makes them compatible with both sneakers and dress shoes, making them the ideal choice for a relaxed yet stylish look on any occasion.

Modern fit: Levi's 514s

These Levi's 514 jeans offer a slimmer fit with a modern touch. Their design provides comfort and freedom of movement, making them ideal for active pursuits like horseback riding or everyday tasks.

The inseam of these jeans is wide enough to ensure comfort when sitting for long periods of time.

Although the leg width is narrower than on the 501s, it is still wide enough to comfortably fit a boot, providing a stylish and contemporary look.

Summary

501: Classic, loose fit, traditional denim jeans style.

505: Contemporary straight fit, versatility for different body types and styles.

511: Modern slim fit, ideal for urban style and casual occasions.

514: Straight fit with a modern touch, offering casual comfort with a relaxed style.