Bootcut Jeans

Men’s bootcut jeans offer a dynamic All-American aesthetic that’s slim across the hips and thighs but wider at the ankle. All of our jeans feature classic Tommy Hilfiger design details, such as branded metal buttons and flag embroidery on the pockets, bringing timeless style to your wardrobe. Pair them with stylish boots for a ' 90s-inspired look, and add sunglasses for extra East Coast cool.

What’s the difference between bootcut and flared jeans for men?

Men’s bootcut jeans are similar to flared jeans in that they both fit tight around the thighs and hips before widening towards the hem. However, there are also some key differences. While the bootcut style features a relatively small widening at the ankle for a boot, men’s flare jeans run much wider, giving them their iconic ‘bell-bottom’ shape. The angle from the knee is also more dramatic in flared jeans.

What to wear with men’s bootcut jeans

Men’s bootcut denim jeans go well with fitted T-shirts and button-down shirts, and in the cooler months you can add coats and jackets, with cropped options balancing the silhouette well. Style with Tommy Hilfiger belts for a decked-out vintage look that’s ready for all occasions. If you’re trying to achieve a baggier aesthetic, check out our collection of loose jeans.