Embrace the classic look and sleek versatility of the Rockport Ledge Hill Too Chukka boot, a handsome addition to any dress-casual wardrobe. This men's lace-up desert boot features a full grain leather or suede upper with a three-eye lace closure plus a touch of padding at the topline. The recycled polyurethane ...
$149.95
$170.00
Redefine the term "weekend warrior" in the Rockport RocSports Lite 2 Chukka boot. Modeled after the classic desert boot, this men's casual ankle boot has a premium nubuck or leather upper with a stretchy, padded collar and tongue for soft flex. The sponge EVA footbed molds to the contours of your foot and features ...
$109.95
$120.00
Add a handsome boot to you casual collection with the Dockers Tussock Chukka Boot. Supple leather is accented with stitching detail and a lace entry for a simple yet stylish look.
$72.05
$90.00
A timeless design for a well-appointed casual wardrobe, the Stacy Adams Astro chukka brings a refined panache along with lightweight comfort. Featuring an upper of rich suede, this men' chukka boot has a simple moc-toe design and two-eyelet lacing for a slightly rustic appeal. A cushioned footbed provides interior ...
$89.95
$90.00
Pull loop at shaft opening. Lace up front closure with blind eyelets. Chukka boot silhouette. Synthetic lining and insole. Durable rubber outsole. Imported.
$47.99
$95.00
Dress up for the office or a night out in a pair of chukka boots by Frye. These classic men's boots are made of antique scotch-grain leather in a traditional chukka silhouette. Goodyear welt construction and durable rubber outsole make them ideal for comfortable, all-day wear. Frye was founded in 1863 and is the ...
$149.38
$328.00
The Beebe is a lace-up chukka boot made from the highest quality materials. It features a full grain leather upper and wool liner. The wool liner is anti-microbial, all natural and heat regulating. Other features include leather welting, a comfort footbed and vibram outsole for traction and durability. For 180 years ...
$67.93
$67.93
Sebago Hamilton Casual Boots for the urban adventurer. Talk ahout all the good stuff rolled into one! I really prefer Boots to "just Shoes", but you have to put shoes into your footwear lineup as well. Looks to me as though Sebago combined the rugged look and feel of a Boot with detailing (Wing-Tip) that lets me have ...
$105.49
$105.49
Authentic original lug chukka
$135.00
$135.00
Perfectly handsome and totally at ease, BED:STU's Bryden boot packs a ton of dapper style into a pint-sized package. This offering in leather sports sleek lines and an understated attitude that's effortlessly cool. A leather sole promises smooth moves wherever you go in BED:STU.
$69.99
$69.99
Make comfort and refined style your watchwords with the SKECHERS Relaxed Fit®: Superior - Up Word boot. Soft suede upper in a lace up casual comfort ankle boot with stitching and overlay accents. Memory Foam insole. Soft fabric boot lining. Relaxed Fit® design for roomy comfortable fit. Memory Foam cushioned comfort ...
$44.49
$80.00
Add a handsome boot to you casual collection with the Dockers Tussock Chukka Boot. Supple leather is accented with stitching detail and a lace entry for a simple yet stylish look.
$69.95
$90.00
Be classically stylish in the Ulysses Chukka Boot by Calvin Klein.Suede upper in a casual chukka boot styleRound toeLace up frontSmooth lining with a cushioning footbedDecorative stitching and overlaysTraction outsole1 inch heel
$77.99
$100.00
Rich, smooth leather dresses up or down in this chukka offering from Steve Madden.
$68.99
$85.00
Timberland EK Brook Park Chukka Shoes
$129.95
$130.00
No Description
$69.49
$84.99
Clarks has been in business for over 100 years making very fine men's dress shoes in a variety of styles. Featuring a wide range of top-quality components, Clarks gives you the options you desire in the quality you demand.
$82.53
$110.00
Chukka boot silhouette. Lace up front closure with blind eyelets. Synthetic lining and insole. Flexible synthetic outsole. Imported.
$84.35
$198.00
Chukka boot silhouette. Lace up front closure with blind eyelets. Burnished toe accent. Soft leather and textile lining. Lightly cushioned textile insole. Synthetic outsole. Imported.
$36.98
$90.00
Featuring a low-cut profile and premium leather upper, this men's lace-up boot from the Tor collection is a handsome addition to your wardrobe. It's lined in leather for reduced friction and has a cork footbed for advanced cushioning. The ground-gripping rubber outsole is durable for long-term wear. Goes with ...
$53.99
$140.00