Men's Casual Shoes

44 Items

Walker II

Drew Shoes Walker II

$199.95
TrentTrent

Dansko Trent

$159.95
Targhee 3 OxfordTarghee 3 Oxford

Keen Targhee 3 Oxford

$134.95 $144.95
Toledo IIToledo II

Drew Shoes Toledo II

$179.95
MakerMaker

Drew Shoes Maker

$169.95
MakerMaker

Drew Shoes Maker

$169.95
TrentTrent

Dansko Trent

$159.95
TrevorTrevor

Dansko Trevor

$159.95
NAOT Director

NAOT Director

Each pair is a perfect balance of trendiness
and timeless chic, ensuring you own every step.

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TrentTrent

Dansko Trent

$159.95
ThomasThomas

Dansko Thomas

$149.95
MillerMiller

Drew Shoes Miller

$148.95
Newport H2Newport H2

Keen Newport H2

$129.95
4.8
Rated 4.8 out of 5 stars
5 Reviews
MillerMiller

Drew Shoes Miller

$148.95
TimothyTimothy

Dansko Timothy

$149.95
Take simple Shoe Finder quiz to discover the perfect pair for your style, comfort, and performance needs.

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TrevorTrevor

Dansko Trevor

$159.95
MatchMatch

Drew Shoes Match

$169.95
MatchMatch

Drew Shoes Match

$169.95
TrevorTrevor

Dansko Trevor

$159.95
TrevorTrevor

Dansko Trevor

$159.95
Newport H2

Keen Newport H2

$129.95
4.8
Rated 4.8 out of 5 stars
5 Reviews
Flexer

Alegria Flexer

$149.95
Beetle 18751Beetle 18751

Camper Beetle 18751

$209.95
Peu 17665Peu 17665

Camper Peu 17665

$198.95
Beetle 18751Beetle 18751

Camper Beetle 18751

$209.95
Peu K100249Peu K100249

Camper Peu K100249

$174.95
RelaxRelax

Drew Shoes Relax

$129.95
RelaxRelax

Drew Shoes Relax

$129.95
JasperJasper

Keen Jasper

$119.95 $124.95
SynqSynq

Alegria Synq

$129.95
Journey IIJourney II

Drew Shoes Journey II

$199.95
Toledo IIToledo II

Drew Shoes Toledo II

$179.95
Bexley IIBexley II

Drew Shoes Bexley II

$179.95
Navigator II

Drew Shoes Navigator II

$199.95
Navigator II

Drew Shoes Navigator II

$199.95
Walker II

Drew Shoes Walker II

$199.95
Newport H2Newport H2

Keen Newport H2

$129.95
4.8
Rated 4.8 out of 5 stars
5 Reviews
Newport H2Newport H2

Keen Newport H2

$129.95
4.8
Rated 4.8 out of 5 stars
5 Reviews
Austin

Keen Austin

$144.95
Viasol

Propet Viasol

$34.97 $74.95
Canyon

Drew Shoes Canyon

$249.95
KarlKarl

Dansko Karl

$129.95
4.9
Rated 4.9 out of 5 stars
7 Reviews
KarlKarl

Dansko Karl

$129.95
4.9
Rated 4.9 out of 5 stars
7 Reviews
KarlKarl

Dansko Karl

$129.95
4.9
Rated 4.9 out of 5 stars
7 Reviews
ChiefChief

Naot Chief

$209.95
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At The Walking Company, we are proud to offer the best casual men’s shoes. From walking shoes to men’s casual dress shoes, our collection of comfortable orthotic shoes, loafers and clogs is unmatched. Looking for the best shoes for standing all day? Check out our lineup of casual and comfortable shoes for men.