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STEVE MADDEN Navy Halloway Chukka Boots

$59.99
$90.00
Save 33% off Retail
Available Colors:
Navy

MADDEN Black & Grey Belay Combat Boots

$44.99
$90.00
Save 50% off Retail
Available Colors:
Black/Grey

STEVE MADDEN Black Arriza Leather Boots

$79.99
$160.00
Save 50% off Retail
Available Colors:
Black

STEVE MADDEN Tan Nathen Leather Boots

$64.99
$150.00
Save 57% off Retail
Available Colors:
Tan

STEVE MADDEN Black Acksiz Buckle Boots

$74.99
$160.00
Save 53% off Retail
Available Colors:
Black

STEVE MADDEN Cognac Arriza Leather Boots

$79.99
$160.00
Save 50% off Retail
Available Colors:
Cognac

STEVE MADDEN Brown Acksiz Buckle Boots

$74.99
$160.00
Save 53% off Retail
Available Colors:
Brown

ROCKPORT Tan Ledge Hill Boots

$99.99
$170.00
Save 41% off Retail
Available Colors:
Tan

ROCKPORT Dark Brown Storm Surge Boots

$79.99
$130.00
Save 38% off Retail
Available Colors:
Dark Brown

ROCKPORT Black Essential Detail Waterproof Chukka Boots

$69.99
$110.00
Save 36% off Retail
Available Colors:
Black

ROCKPORT Chocolate Northfield Boots

$79.99
$130.00
Save 38% off Retail
Available Colors:
Chocolate

ROCKPORT Dark Brown Essential Detail Waterproof Chukka Boots

$69.99
$110.00
Save 36% off Retail
Available Colors:
Dark Brown

ROCKPORT Black Rugged Boots

$79.99
$130.00
Save 38% off Retail
Available Colors:
BLACK

KENNETH COLE REACTION Black Be A-Wear Chelsea Boots

$74.99
$125.00
Save 40% off Retail
Available Colors:
Black

ECCO Brown Contoured Low Cut Boots

$129.99
$195.00
Save 33% off Retail
Available Colors:
Brown

MARC NEW YORK Black Kane Chukkas

$79.99
$148.00
Save 46% off Retail
Available Colors:
Black

MARC NEW YORK Brown Hudson Chukkas

$74.99
$128.00
Save 41% off Retail
Available Colors:
Brown

ECCO Bendix Lace-Up Boots

$139.99
$225.00
Save 38% off Retail
Available Colors:
Rust

DIESEL Black Jonny Boots

$249.99
$460.00
Save 46% off Retail
Available Colors:
Black

ECCO Grey & Brown Darren Boots

$119.99
$185.00
Save 35% off Retail
Available Colors:
Grey/Brown

DIESEL Sandman Chukka Boots

$139.99
$230.00
Save 39% off Retail
Available Colors:
Walnut

STEVE MADDEN Tan Hestonn Chukka Boots

$64.99
$100.00
Save 35% off Retail
Available Colors:
Tan

STEVE MADDEN Grey Saxxen Chukkas

$69.99
$110.00
Save 36% off Retail
Available Colors:
Grey

STEVE MADDEN Harsen Chukka Boots

$64.99
$100.00
Save 35% off Retail
Available Colors:
GREYMULT

KENNETH COLE REACTION Brown Be A-Wear Chelsea Boots

$74.99
$125.00
Save 40% off Retail
Available Colors:
Brown

STEVE MADDEN Dark Brown Hestonn Chukkas

$64.99
$100.00
Save 35% off Retail
Available Colors:
Dark Brown

ANDREW MARC Dark Brown Dorchester Chukkas

$99.99
$178.00
Save 44% off Retail
Available Colors:
Dark Brown

ANDREW MARC Brown Haven Chukkas

$99.99
$178.00
Save 44% off Retail
Available Colors:
Brown

STEVE MADDEN Navy Saxxen Chukkas

$69.99
$110.00
Save 36% off Retail
Available Colors:
Navy

MARC NEW YORK Espresso Kane Chukka Boots

$79.99
$148.00
Save 46% off Retail
Available Colors:
Espresso

ANDREW MARC Grey Haven Chukkas

$99.99
$178.00
Save 44% off Retail
Available Colors:
Grey

DIESEL Sandman Boots

$139.99
$230.00
Save 39% off Retail
Available Colors:
DENIM

STEVE MADDEN Forse Chukka Sneakers

$64.99
$100.00
Save 35% off Retail
Available Colors:
GREYNUBUCK

TIMBERLAND Resistor 6" Composite Safety Toe Boots

$119.99
$220.00
Save 45% off Retail
Available Colors:
Dark Brown

TIMBERLAND Direct Attach 8" Soft Toe Boots

$89.99
$190.00
Save 53% off Retail
Available Colors:
Wheat

COLE HAAN Black Wayne Lug Boots

$159.99
$298.00
Save 46% off Retail
Available Colors:
Black

SKECHERS Black Sergeants Verdict Work Boots

$59.99
$100.00
Save 40% off Retail
Available Colors:
Black

MAISON MARTIN MARGIELA Black Ankle Boots

$479.99
$1,200.00
Save 60% off Retail
Available Colors:
Black

DUNE LONDON Light Blue Candid Desert Boots

$64.99
$110.00
Save 41% off Retail
Available Colors:
Light Blue

DUNE LONDON Light Pink Candid Desert Boots

$64.99
$110.00
Save 41% off Retail
Available Colors:
Light Pink

DUNE LONDON Stone Candid Desert Boots

$64.99
$110.00
Save 41% off Retail
Available Colors:
Stone

BEN SHERMAN Dark Brown Sanford Boots

$79.99
$175.00
Save 54% off Retail
Available Colors:
Dark Brown

BEN SHERMAN Grey Suede Bailey Chukkas

$74.99
$155.00
Save 52% off Retail
Available Colors:
Grey

BEN SHERMAN Dark Brown Kinsley Boots

$89.99
$185.00
Save 51% off Retail
Available Colors:
Dark Brown

BEN SHERMAN Cognac Trent Boots

$79.99
$175.00
Save 54% off Retail
Available Colors:
COGNAC.BLK

BEN SHERMAN Black Sanford Boots

$79.99
$175.00
Save 54% off Retail
Available Colors:
Black

BEN SHERMAN Navy Suede Bailey Chukkas

$74.99
$155.00
Save 52% off Retail
Available Colors:
Navy

BEN SHERMAN Dark Brown Bailey Chukkas

$74.99
$155.00
Save 52% off Retail
Available Colors:
Dark Brown

BEN SHERMAN Black Kinsley Boots

$89.99
$185.00
Save 51% off Retail
Available Colors:
BLACK

BEN SHERMAN Tan Suede Bailey Chukkas

$74.99
$155.00
Save 52% off Retail
Available Colors:
Tan

BEN SHERMAN Light Brown Aberdeen Chukkas

$64.99
$155.00
Save 58% off Retail
Available Colors:
Light Brown

ORIGINAL PENGUIN Grey Birdie Lite Chukkas

$84.99
$155.00
Save 45% off Retail
Available Colors:
Grey

BEN SHERMAN Navy Aberdeen Chukkas

$64.99
$155.00
Save 58% off Retail
Available Colors:
Navy

BEN SHERMAN Navy Bailey Chukkas

$64.99
$155.00
Save 58% off Retail
Available Colors:
Navy

ORIGINAL PENGUIN Brown Birdie Lite Chukkas

$84.99
$155.00
Save 45% off Retail
Available Colors:
Brown

BEN SHERMAN Grey Aberdeen Chukkas

$64.99
$155.00
Save 58% off Retail
Available Colors:
Grey

BEN SHERMAN Tan Bailey Chukkas

$64.99
$155.00
Save 58% off Retail
Available Colors:
Tan

BEN SHERMAN Grey Bailey Chukkas

$64.99
$155.00
Save 58% off Retail
Available Colors:
Grey

TIMBERLAND Brown & Olive Hudston Chukkas

$79.99
$140.00
Save 43% off Retail
Available Colors:
Brown/Olive

STEVE MADDEN Dark Brown Kiero Dress Chukkas

$69.99
$120.00
Save 42% off Retail
Available Colors:
Dark Brown

ROCKPORT Tan Gentry Mid Boots

$99.99
$160.00
Save 38% off Retail
Available Colors:
Tan

STEVE MADDEN Cognac Kiero Dress Chukkas

$69.99
$120.00
Save 42% off Retail
Available Colors:
Cognac

DIEPPA RESTREPO Honey Whiskey Desert Boots

$239.99
$345.00
Save 30% off Retail
Available Colors:
Honey Whiskey

DIEPPA RESTREPO Black Ankle Boots

$239.99
$345.00
Save 30% off Retail
Available Colors:
Black

DIEPPA RESTREPO Grey Suede Desert Boots

$209.99
$299.00
Save 30% off Retail
Available Colors:
Grey

DIEPPA RESTREPO Black Desert Boots

$239.99
$345.00
Save 30% off Retail
Available Colors:
BLACK

DIEPPA RESTREPO Ash Blue Desert Boots

$209.99
$299.00
Save 30% off Retail
Available Colors:
Ash Blue

STEVE MADDEN Black Courtland Boots

$49.99
$90.00
Save 44% off Retail
Available Colors:
Black

PAJAR CANADA Dark Brown Bane Boots

$129.99
$220.00
Save 41% off Retail
Available Colors:
Dark Brown

DIESEL Indigo Club Tatra Boots

$99.99
$180.00
Save 44% off Retail
Available Colors:
Indigo

STEVE MADDEN Brown Triggah Cap Toe Boots

$99.99
$145.00
Save 31% off Retail
Available Colors:
Brown

KENNETH COLE NEW YORK Black Cross My Mind Boots

$124.99
$218.00
Save 43% off Retail
Available Colors:
Black

KENNETH COLE NEW YORK Dark Taupe Cross My Mind Boots

$124.99
$218.00
Save 43% off Retail
Available Colors:
Dark Taupe

TIMBERLAND Brown Abington Chamberlain Boots

$99.99
$200.00
Save 50% off Retail
Available Colors:
Brown

STEVE MADDEN Grey Triggah Cap Toe Boots

$99.99
$145.00
Save 31% off Retail
Available Colors:
Grey

KENNETH COLE REACTION Cognac Heartbreaker Boots

$89.99
$158.00
Save 43% off Retail
Available Colors:
Cognac

KENNETH COLE NEW YORK Brown Hard-Core Boots

$129.99
$218.00
Save 40% off Retail
Available Colors:
Brown

KENNETH COLE NEW YORK Brown Aww Chucks Chukka Boots

$124.99
$198.00
Save 37% off Retail
Available Colors:
Brown

STEVE MADDEN Brown Stills Ankle boots

$94.99
$125.00
Save 24% off Retail
Available Colors:
Brown

VINCE CAMUTO Brown Armond Chukka Boots

$74.99
$125.00
Save 40% off Retail
Available Colors:
Brown

Slip Ons

CLARKS Niland Energy Loafers

$69.97
$120.00
Save 42% off Retail
Available Colors:
Black

HUSH PUPPIES Dark Brown Circuit Penny Loafers

$74.99
$110.00
Save 32% off Retail
Available Colors:
Dark Brown

SKECHERS Dark Brown Nowell Dominic Relaxed Fit Loafers

$44.99
$80.00
Save 44% off Retail
Available Colors:
Dark Brown

COLE HAAN Elton Bike Toe Loafers

$89.99
$168.00
Save 46% off Retail
Available Colors:
Chestnut

CLARKS Ashmont Way Penny Loafers

$69.99
$110.00
Save 36% off Retail
Available Colors:
Cognac

COLE HAAN Grant Driver Moccasins

$89.99
$198.00
Save 55% off Retail
Available Colors:
Olive

COLE HAAN Brown Gunnison II Driver Moccasins

$99.99
$168.00
Save 40% off Retail
Available Colors:
Brown

COLE HAAN Black Elton Bike Toe Loafers

$89.99
$168.00
Save 46% off Retail
Available Colors:
Black

COLE HAAN Gunnison II Driver Moccasins

$99.99
$148.00
Save 32% off Retail
Available Colors:
Wine

HUSH PUPPIES Dark Brown GT Loafers

$94.99
$135.00
Save 30% off Retail
Available Colors:
Dark Brown

ZANZARA Orange Picasso Loafers

$79.99
$160.00
Save 50% off Retail
Available Colors:
Orange

ZANZARA Yellow Picasso Loafers

$79.99
$160.00
Save 50% off Retail
Available Colors:
Yellow

ZANZARA Blue Picasso Loafers

$79.99
$160.00
Save 50% off Retail
Available Colors:
Blue

ZANZARA Sand Picasso Loafers

$79.99
$160.00
Save 50% off Retail
Available Colors:
Sand

ZANZARA Red Picasso Loafers

$79.99
$160.00
Save 50% off Retail
Available Colors:
Red

ZANZARA Navy Picasso Loafers

$79.99
$160.00
Save 50% off Retail
Available Colors:
Navy

ZANZARA Beige Picasso Loafers

$79.99
$160.00
Save 50% off Retail
Available Colors:
Beige

ZANZARA Black Picasso Loafers

$79.99
$160.00
Save 50% off Retail
Available Colors:
Black

SKECHERS Black Nowell Dominic Relaxed Fit Loafers

$44.99
$80.00
Save 44% off Retail
Available Colors:
Black

Step into something great this season with mens shoes. With a wide selection to choose from for any event, occasion, or just for everyday, Century 21 has got you covered.

You’ll absolutely love the large variety you will find in store and online from dress shoes for men for nicer events to mens casual shoes for everyday attire. Whether you’re looking for a comfortable pair of sneakers or a stylish pair of loafers, we’ve got exactly what you’re after.

For an easy, effortless look, try slip on shoes for men, which can be great for business attire when made of leather and also great for more casual days. And don’t forget to beat the heat with mens summer shoes, which are generally sandals that look and feel great when the weather starts to heat up.

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