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Boots

COLE HAAN Dark Brown & White Glenn Cupsole Chukka Boots

$66.59
$198.00
Save 66% off Retail
Available Colors:
Dark Brown/White

COLE HAAN Indigo & White Glenn Cupsole Chukka Boots

$99.99
$198.00
Save 50% off Retail
Available Colors:
Indigo/White

DUNE LONDON Light Blue Candid Desert Boots

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

MARC NEW YORK Brown Hudson Chukkas

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

DUNE LONDON Stone Candid Desert Boots

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

DUNE LONDON Light Pink Candid Desert Boots

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

BEN SHERMAN Tan Suede Bailey Chukkas

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

JOHN VARVATOS Wood Brown Madison Etched Chukka

$369.99
$850.00
Save 56% off Retail
Available Colors:
Wood Brown

COLE HAAN Tan & White Glenn Cupsole Chukkas

$66.59
$198.00
Save 66% off Retail
Available Colors:
Tan/White

JOHN VARVATOS STAR USA Black Star Classic Chukkas

$149.99
$248.00
Save 40% off Retail
Available Colors:
Black

JOHN VARVATOS STAR USA Black Star B Chukkas

$149.99
$248.00
Save 40% off Retail
Available Colors:
Black

COLE HAAN Black Glenn Cupsole Chukkas

$99.99
$198.00
Save 50% off Retail
Available Colors:
Black

ROCKPORT Black Essential Detail Waterproof Chukka Boots

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

ANDREW MARC Brown Haven Chukkas

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

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

MARC NEW YORK Black Kane Chukkas

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

BEN SHERMAN Grey Suede Bailey Chukkas

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

BEN SHERMAN Dark Brown Bailey Chukkas

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

ORIGINAL PENGUIN Grey Birdie Lite Chukkas

$56.60
$155.00
Save 63% off Retail
Available Colors:
Grey

DIEPPA RESTREPO Honey Whiskey Desert Boots

$179.75
$345.00
Save 48% off Retail
Available Colors:
Honey Whiskey

VINCE CAMUTO Brown Armond Chukka Boots

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

DIEPPA RESTREPO Grey Suede Desert Boots

$157.28
$299.00
Save 47% off Retail
Available Colors:
Grey

DIEPPA RESTREPO Black Desert Boots

$179.75
$345.00
Save 48% off Retail
Available Colors:
BLACK

ROCKPORT Dark Brown Rugged Bucks Waterproof Plain Toe Shoes

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

BEN SHERMAN Cognac Trent Boots

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

KENNETH COLE REACTION Black Be A-Wear Chelsea Boots

$49.94
$125.00
Save 60% off Retail
Available Colors:
Black

BEN SHERMAN Black Sanford Boots

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

FRENCH CONNECTION Cognac Fender Boots

$99.99
$188.00
Save 47% off Retail
Available Colors:
Brown

STEVE MADDEN Brown Acksiz Buckle Boots

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

STEVE MADDEN Black Acksiz Buckle Boots

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

FRENCH CONNECTION Black Fender Boots

$99.99
$188.00
Save 47% off Retail
Available Colors:
Black

TIMBERLAND Brown & Olive Hudston Chukkas

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

ROCKPORT Tan Gentry Mid Boots

$66.59
$160.00
Save 58% off Retail
Available Colors:
Tan

BEN SHERMAN Dark Brown Kinsley Boots

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

KENNETH COLE REACTION Cognac Heartbreaker Boots

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

KENNETH COLE NEW YORK Dark Taupe Cross My Mind Boots

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

Slip Ons

BACCO BUCCI Mango Elio Suede Drivers

$119.99
$180.00
Save 33% off Retail
Available Colors:
Mango

BACCO BUCCI Blue Elio Suede Drivers

$119.99
$180.00
Save 33% off Retail
Available Colors:
Blue

ATELIER NOIR BY RUDSAK Brown Luis Slip-On Loafer

$79.99
$155.00
Save 48% off Retail
Available Colors:
Brown

BRUNO MAGLI Black Partie Penny Loafer

$189.99
$425.00
Save 55% off Retail
Available Colors:
Black

COLE HAAN Brown Centre Street Seam Loafers

$99.99
$198.00
Save 50% off Retail
Available Colors:
Brown

FLOATS BY ROBERT WAYNE Black Schooner Water Loafers

$39.99
$69.99
Save 43% off Retail
Available Colors:
Black

FLOATS BY ROBERT WAYNE Black Sloop Water Loafers

$39.99
$69.99
Save 43% off Retail
Available Colors:
Black

FLOATS BY ROBERT WAYNE Navy Sloop Water Loafers

$39.99
$69.99
Save 43% off Retail
Available Colors:
Navy

FLOATS BY ROBERT WAYNE Sand & Navy Water Loafer

$39.99
$69.99
Save 43% off Retail
Available Colors:
Sand/Navy

HUSH PUPPIES Brown Monaco Driver

$59.99
$95.00
Save 37% off Retail
Available Colors:
Brown

STEVE MADDEN Black Hannigan Loafer

$59.99
$110.00
Save 45% off Retail
Available Colors:
Black Leather

Steve Madden Tan Sweeney Horsebit Loafer

$79.99
$125.00
Save 36% off Retail
Available Colors:
Tan

STEVE MADDEN Blue Ferrow Perforated Slip-On

$54.99
$90.00
Save 39% off Retail
Available Colors:
Blue

ZANZARA White Merz Loafers

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

COLE HAAN Blue Grant Canoe Camp Moccasin

$59.93
$168.00
Save 64% off Retail
Available Colors:
Blue

JOHN VARVATOS STAR USA Lead Star Clipper Zip Venetian Loafers

$119.99
$198.00
Save 39% off Retail
Available Colors:
Lead

ATELIER NOIR BY RUDSAK Black Luis Slip-On Loafer

$119.99
$230.00
Save 48% off Retail
Available Colors:
Black

ROCKPORT Black Rocsports Moccasin Flats

$69.99
$100.00
Save 30% off Retail
Available Colors:
Black

ROCKPORT Tan Chaden Penny Loafers

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

ROCKPORT Tan Day Trading Slip-On Shoes

$74.99
$110.00
Save 32% off Retail
Available Colors:
Tan

ZANZARA Marine Perforated Driving Loafers

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

ZANZARA Yellow Max Boat Shoes

$94.99
$210.00
Save 55% off Retail
Available Colors:
Sun

ZANZARA Tan Ruben Ostrich Embossed Loafer Flats

$89.99
$195.00
Save 54% off Retail
Available Colors:
Tan

JOE'S JEANS Brown Slips Loafers

$69.99
$140.00
Save 50% off Retail
Available Colors:
Brown

JOE'S JEANS Blue Slips Loafers

$69.99
$140.00
Save 50% off Retail
Available Colors:
Blue

JOE'S JEANS Black Slips Loafers

$69.99
$140.00
Save 50% off Retail
Available Colors:
Black

DR. MARTENS AIRWAIR Brown Norfolk Shoes

$59.99
$95.00
Save 37% off Retail
Available Colors:
Brown

ZANZARA Blue Max Boat Shoes

$94.99
$210.00
Save 55% off Retail
Available Colors:
Blue

NUNN BUSH Brown Brule Loafers

$49.99
$85.00
Save 41% off Retail
Available Colors:
Brown

BRUNO MAGLI Navy Partie Penny Loafers

$199.99
$425.00
Save 53% off Retail
Available Colors:
Navy

G.H. BASS & CO. Tan Driving Moccasins

$54.99
$89.00
Save 38% off Retail
Available Colors:
Tan

KENNETH COLE REACTION Charcoal Cross The Desert Loafers

$49.99
$88.00
Save 43% off Retail
Available Colors:
Charcoal

STEVE MADDEN Navy Loafers

$39.99
$65.00
Save 38% off Retail
Available Colors:
Navy

STEVE MADDEN Brown Moc Toe Loafers

$39.99
$65.00
Save 38% off Retail
Available Colors:
Brown

CLARKS Ashmont Way Penny Loafers

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

COLE HAAN Chestnut Grant Driver Moccasins

$59.93
$168.00
Save 64% off Retail
Available Colors:
Chestnut

COLE HAAN Black Gunnison II Driver Moccasins

$66.59
$168.00
Save 60% off Retail
Available Colors:
Black

ZANZARA Yellow Picasso Loafers

$53.27
$160.00
Save 67% off Retail
Available Colors:
Yellow

ZANZARA Blue Picasso Loafers

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

ZANZARA Orange Picasso Loafers

$53.27
$160.00
Save 67% off Retail
Available Colors:
Orange

COLE HAAN Brown Gunnison II Driver Moccasins

$66.59
$168.00
Save 60% off Retail
Available Colors:
Brown

DUNE LONDON Grey Beach Hut Drivers

$36.62
$100.00
Save 63% off Retail
Available Colors:
Grey

ZANZARA Sand Picasso Loafers

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

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

CLARKS Brown Ashmont Way Penny Loafers

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

DUNE LONDON Light Blue Beach Hut Drivers

$54.99
$100.00
Save 45% off Retail
Available Colors:
Light Blue

COLE HAAN Midnight Blue Grant Driver Moccasins

$59.93
$168.00
Save 64% off Retail
Available Colors:
Midnight Blue

DUNE LONDON Tan Benzel Drivers

$69.99
$135.00
Save 48% off Retail
Available Colors:
Tan

SKECHERS Relaxed Fit Superior Refiner Shoes

$39.99
$75.00
Save 47% off Retail
Available Colors:
Black/Taupe

COLE HAAN Black Elton Bike Toe Loafers

$59.93
$168.00
Save 64% off Retail
Available Colors:
Black

COLE HAAN Papaya Hudson Drivers

$59.93
$198.00
Save 70% off Retail
Available Colors:
Papaya

COLE HAAN Brown Dalton 2 Gore Loafers

$59.93
$178.00
Save 66% off Retail
Available Colors:
Brown

DIEPPA RESTREPO Blue Penny Loafers

$123.20
$264.50
Save 53% off Retail
Available Colors:
Blue

STEVE MADDEN Black Wyott Drivers

$39.99
$100.00
Save 60% off Retail
Available Colors:
Black

KENNETH COLE REACTION Brown Get Set Loafers

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

SKECHERS Black Galven Seeone Relaxed Fit Sneakers

$26.63
$80.00
Save 67% off Retail
Available Colors:
Black

BRUNO MAGLI Black Pebbled Penny Loafers

$189.97
$425.00
Save 55% off Retail
Available Colors:
Black

SPERRY TOP-SIDER Orange Authentic Original 2-Eye Boat Shoes

$43.28
$95.00
Save 54% off Retail
Available Colors:
Orange

COLE HAAN Milkshake Suede Grant Canoe Camp Moccasins

$79.99
$148.00
Save 46% off Retail
Available Colors:
Milkshake Suede

COLE HAAN Navy Gunnison II Driver Moccasins

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

Lace Ups

SEBAGO Milkshake Thayer Oxfords

$59.99
$150.00
Save 60% off Retail
Available Colors:
Milkshake

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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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