Exclusive Deals on Men's Shoes!

Discover unbeatable savings for the modern gentleman's shoe collection at Gentleman's Step!

Product List

Rockport Men's Dark Brown Leather Chukka Boots

Men's Dark Brown Chukka Boots

Product Review Score

4.46 out of 5 stars

88 reviews

$140.00 $89.99

Clarks Men's Bushacre 3 Chukka Boot - Beeswax

Clarks Beeswax Chukka Boots

Product Review Score

4.89 out of 5 stars

120 reviews

$110.00 $75.81

Clarks Men's Bushacre 2 Chukka Boots - Beeswax

Clarks Beeswax Chukka Boots

Product Review Score

4.37 out of 5 stars

79 reviews

$100.00 $59.95

Men's Black Leather Lace-up Chelsea Chukka Boots

Black Leather Chelsea Boots

Product Review Score

4.22 out of 5 stars

207 reviews

$85.00 $80.00

Deer Stags Argos Tan Chelsea Boots for Men

Deer Stags Tan Chelsea Boots

Product Review Score

4.97 out of 5 stars

145 reviews

$100.00 $34.00

Dockers Men's Townsend Black Safety Chelsea Boots

Townsend Black Safety Boots

Product Review Score

4.91 out of 5 stars

213 reviews

$85.00 $50.00

Bruno Marc Men's Black Chelsea Ankle Boots

Bruno Marc Black Chelsea Boots

Bruno Marc

Product Review Score

4.09 out of 5 stars

174 reviews

$46.99 $37.99

Men's Black Chelsea Boot by Amazon Essentials

Black Chelsea Boots for Men

Product Review Score

4.57 out of 5 stars

174 reviews

$34.23 $32.46

Dr. Martens Black Chelsea Boots for Men

Men's Black Chelsea Boots

Product Review Score

4.56 out of 5 stars

161 reviews

$120.00 $88.05

Dockers Men's Ransome Dark Brown Chelsea Boots

Dockers Men's Dark Brown Chelsea Boots

Product Review Score

4.13 out of 5 stars

123 reviews

$80.00 $53.64

Deer Stags Men's Rockland Comfort Chelsea Boots

Rockland Comfort Chelsea Boots

Product Review Score

4.18 out of 5 stars

144 reviews

$75.00 $49.99

Jousen Men's Brown Derby Oxfords for Formal Comfort

Brown Derby Oxfords Comfort

Jousen

Product Review Score

4.4 out of 5 stars

153 reviews

$49.99 $38.71