Spiffy up your casual wear with the handsome and versatile Johnson Chukka.
Waterproof full grain l..
Pair this smooth suede boot with dark jeans and a button-down for an easy but put-together look.
Give classic styling and upgrade with the versatile Tallia Orange™ Francesco chukka boot.
Dress to impress with this sleek lace-up from Bostonian®.
Smooth leather upper.
Lace-up closure fo..
Note: Please size up.
Handsome and comfortable in the Nueman - K300171.
Ankle boots in a nubuck up..
Every wardrobe deserves a classic chukka boot!
The Tulane has an upper of burnished crazyhorse or ..
The Dr. Martens® Cabrillo offers a perfect broken-in look, making it ideal for everyday wear.
Stay in perfect form with the simple elegance of the SeaVees® Maslon Desert Boot Wintertide!
Spend your weekend in stylish comfort with the Wallace Chukka.
Rich water-resistant suede uppers w..
The Kipp offer that worn-in feel you desire in your favorite pair of boots.
Upper made of leather...
The Clarkdale Jean is part of the Clarks® 1825 Collection.
Walk with ease in the dapper Clarkdale ..
Get that perfect look with the dress casual Galloway.
Suede leather uppers in a chukka silhouette...
You'll feel dapper and put-together wearing the Gavin chukka boot from Magnanni™.
Upper made of pr..
Maintain a handsome outlook with the Steve Madden™ Hestonn!
Put the finishing touch on your handsome look with the GUESS® Pisces chukka boot.
Soft leather upp..