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  • 105 Items
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Polo Ralph Lauren Men's Anders Leather Penny LoafersMen's Anders Leather Penny Loafers

Polo Ralph LaurenMen's Anders Leather Penny Loafers

Extended Sizes
Rated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 stars(26)
Cole Haan Men's Hutchison Grand Leather Bit DriversMen's Hutchison Grand Leather Bit Drivers

Cole HaanMen's Hutchison Grand Leather Bit Drivers

Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(1)
Johnston & Murphy Men's Cort Leather Driver LoafersMen's Cort Leather Driver Loafers

Johnston & MurphyMen's Cort Leather Driver Loafers

Extended Sizes
Rated 4.74 out of 5 starsRated 4.74 out of 5 starsRated 4.74 out of 5 starsRated 4.74 out of 5 starsRated 4.74 out of 5 stars(50)
Born Men's Marcel Driver LoafersMen's Marcel Driver Loafers

BornMen's Marcel Driver Loafers

Extended Sizes
Rated 4.9697 out of 5 starsRated 4.9697 out of 5 starsRated 4.9697 out of 5 starsRated 4.9697 out of 5 starsRated 4.9697 out of 5 stars(33)
Flag LTD. Mario Woven Leather Penny Driver LoafersMario Woven Leather Penny Driver Loafers

Flag LTD.Mario Woven Leather Penny Driver Loafers

Dillard's Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)
Steve Madden Men's Privacy Burnished Leather Bit Buckle LoafersMen's Privacy Burnished Leather Bit Buckle Loafers

Steve MaddenMen's Privacy Burnished Leather Bit Buckle Loafers

Rated 4.6129 out of 5 starsRated 4.6129 out of 5 starsRated 4.6129 out of 5 starsRated 4.6129 out of 5 starsRated 4.6129 out of 5 stars(31)
Johnston & Murphy Men's Cort 2.0 Leather Bit LoafersMen's Cort 2.0 Leather Bit Loafers

Johnston & MurphyMen's Cort 2.0 Leather Bit Loafers

Save on Select Items
Orig.
Now
Rated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 stars(1)
Ariat Men's Booker Ultra Western Leather BootsMen's Booker Ultra Western Leather Boots

AriatMen's Booker Ultra Western Leather Boots

Extended Sizes
Rated 4.8084 out of 5 starsRated 4.8084 out of 5 starsRated 4.8084 out of 5 starsRated 4.8084 out of 5 starsRated 4.8084 out of 5 stars(971)
Men's Anders Leather Penny Loafers

PLACEHOLDERMen's Anders Leather Penny Loafers

Extended Sizes
Rated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 stars(26)

BornMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 stars(43)

Flag LTD.Men's Mario Leather Driver Penny Loafers

Dillard's Exclusive
Rated 4.5882 out of 5 starsRated 4.5882 out of 5 starsRated 4.5882 out of 5 starsRated 4.5882 out of 5 starsRated 4.5882 out of 5 stars(17)

PLACEHOLDERMen's Anders Leather Penny Loafers

Extended Sizes
Rated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 stars(26)

Section XMen's Darion Leather Bit Buckle Driver Loafers

Dillard's Exclusive
Rated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 stars(9)

Johnston & MurphyMen's Calder Leather Chelsea Boots

Extended Sizes
Rated 3.7917 out of 5 starsRated 3.7917 out of 5 starsRated 3.7917 out of 5 starsRated 3.7917 out of 5 starsRated 3.7917 out of 5 stars(24)

PLACEHOLDERMen's Anders Leather Penny Loafers

Extended Sizes
Rated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 stars(26)

Johnston & MurphyMen's Emmett Leather Penny Loafers

Rated 4.4444 out of 5 starsRated 4.4444 out of 5 starsRated 4.4444 out of 5 starsRated 4.4444 out of 5 starsRated 4.4444 out of 5 stars(81)

Johnnie-OMen's Getaway Drivers

Rated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 stars(9)

PLACEHOLDERMen's Anders Leather Penny Loafers

Extended Sizes
Rated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 starsRated 4.1538 out of 5 stars(26)

Johnston & MurphyMen's Reeve Leather Chelsea Zip Boots

Extended Sizes
Rated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 stars(6)

Johnston & MurphyMen's XC+Durham Waterproof Suede Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

AriatMen's Rambler Chelsea Boots

Rated 4.6161 out of 5 starsRated 4.6161 out of 5 starsRated 4.6161 out of 5 starsRated 4.6161 out of 5 starsRated 4.6161 out of 5 stars(310)

BlundstoneMen's Ant Brn 550 Water Resistant Rustic Leather Chelsea Boots

Rated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 stars(23)

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

Johnston & MurphyMen's XC+Durham Waterproof Leather Chelsea Boots

Extended Sizes
Rated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 stars(6)

Section XMen's Steven Zip Nubuck Chelsea Boots

Dillard's Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

AriatMen's Booker Ultra Western Boots

Extended Sizes
Rated 4.8028 out of 5 starsRated 4.8028 out of 5 starsRated 4.8028 out of 5 starsRated 4.8028 out of 5 starsRated 4.8028 out of 5 stars(852)

FryeMen's Paul Chukka Lite Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Marc NolanMen's Dax Croco Embossed Leather Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(5)

Marc NolanMen's Dax Patent Leather Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(5)

Marc NolanMen's Dax Leather Western Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 stars(3)

BornMen's Wendell Waterproof Penny Loafers

ALIGNMen's Monza Leather Bit Driver Loafers

Internet Exclusive

Polo Ralph LaurenMen's Anders Leather Collapsible Heel Penny Loafers

Save on Select Items
Orig.
Now
Extended Sizes
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(2)

Section XMen's Steven Zip Oiled Leather Chelsea Boots

Dillard's Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

Section XMen's Darion Leather Venetian Loafers

Dillard's Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(4)

ALIGNMen's Marcel Leather Driver Loafers

Cole HaanMen's Davies Grand Penny Driver Loafers

Save on Select Items
Orig.
Now

Flag LTD.Men's Mario Braid Bit Suede Loafer Drivers

Dillard's Exclusive

Hugo BossMen's Noel Leather Bar Hardware Driver Loafers

Johnston & MurphyMen's XC Flex Daylen Chelsea Boots

Flag LTD.Men'sMario Leather Braid Bit Drivers

Dillard's Exclusive

FryeTyler Flex Leather Chelsea Boots

Internet Exclusive
Rated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 stars(6)

Section XMen's Darion X Bit Driver Loafers

Section XMen's Steven Leather Zip Chelsea Boots

Dillard's Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

Steve MaddenMen's Brompton Leather Chelsea Boots

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

ALIGNMen's v

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

AriatMen's Hybrid Low Boy Boots

Rated 4.7136 out of 5 starsRated 4.7136 out of 5 starsRated 4.7136 out of 5 starsRated 4.7136 out of 5 starsRated 4.7136 out of 5 stars(220)

UGGMen's Neumel Suede Chelsea Boots

Extended Sizes
Rated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 stars(19)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

AriatMen's Rambler Recon Leather Square Toe Chelsea Boot

Rated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 stars(12)

ALIGNMen's Monza Perforated Calf Leather Loafer Drivers

Cole HaanMen's Chamberlin Water Resistant Leather EVA Chelsea Boots

Internet Exclusive

Johnston & MurphyMens XC Flex Daylen Chelsea Boots

Internet Exclusive

Cole HaanMen's Chamberlin Water Resistant Nubuck EVA Chelsea Boots

BlundstoneMen's Ant Brn 550 Water Resistant Antique Leather Chelsea Boots

Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(14)

BlundstoneMen's 550 Water Resistant Chelsea Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

BlundstoneMen's Water-Resistant Leather Chelsea Boots

To Boot New YorkMen's Largo Chelsea Boots

Dune LondonMen's Matchin Leather Chelsea Boots

Dr. MartensMen's 2976 Chelsea Boots

Extended Sizes
Rated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 stars(48)

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes

BornMen's Allan Shearling Nubuck Leather Slip-Ons

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

Allen-EdmondsMen's Sebastian Leather Bit Buckle Driving Loafers

Extended Sizes
Rated 4.5303 out of 5 starsRated 4.5303 out of 5 starsRated 4.5303 out of 5 starsRated 4.5303 out of 5 starsRated 4.5303 out of 5 stars(66)

Steve MaddenMen's Devera Leather Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress Boots

Internet Exclusive
Rated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 stars(3)

AriatMen's Booker Leather Chelsea Boots

Internet Exclusive
Rated 4.8021 out of 5 starsRated 4.8021 out of 5 starsRated 4.8021 out of 5 starsRated 4.8021 out of 5 starsRated 4.8021 out of 5 stars(849)

Cole HaanMen's Donohue Suede Grand Bit Drivers

Internet Exclusive

Johnston & MurphyMen's Ripley Leather Zip Boots

FryeMen's Connor Leather Chelsea Boots

Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(5)

Cole HaanMen's Windham Grand Chelsea Waterproof Boots

Internet Exclusive

Dr. MartensMen's 2976 Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(10)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

SorelMen's Cyprus Waterproof Suede Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Johnston & MurphyMen's Clint Leather Chelsea Boot

Internet Exclusive

Cole HaanMen's Davies Grand Penny Driving Loafers

Internet Exclusive

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5408 out of 5 starsRated 4.5408 out of 5 starsRated 4.5408 out of 5 starsRated 4.5408 out of 5 starsRated 4.5408 out of 5 stars(294)

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

BirkenstockMen's Highwood Chelsea Boots

Internet Exclusive

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

Johnston & MurphyMen's Calder Suede Chelsea Boots

Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(4)

Johnston & MurphyMens Barrett Suede Zip Boots

Extended Sizes
Rated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 stars(1)

Johnston & MurphyMen's Cort 2.0 Braided Bit Loafers

Internet Exclusive
Rated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 stars(2)

To Boot New YorkMen's Suede Driver Penny Loafers

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Johnston & MurphyMen's Clint Suede Slip On Chelsea Boot

Internet Exclusive

Johnston & MurphyMen's XC+ Durham Cap Toe Waterproof Boots

Twisted XMen's Slip-On Chukka Leather Driving Moccasin Boots

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

Johnston & MurphyMen's Conlin Leather Side Zip Boots

Internet Exclusive

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Bruno MagliMen's Taranto Suede Penny Driver Loafers

Internet Exclusive

Steve MaddenMen's Brompton Suede Chelsea Boots

Section XMen's Darion X Bit Driver Loafers

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

Twisted XMen's Chelsea Driving Moc Boots

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Steve MaddenMen's Highline Suede Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 stars(5)

Steve MaddenMen's Avenue Suede Chelsea Boots

Internet Exclusive

AriatMen's Cooper Water Resistant Leather Chelsea Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Johnston & MurphyCollection Men's Arrister Leather Chelsea Boots

Internet Exclusive
Steve Madden Men's Montreux Leather Chelsea BootsMen's Montreux Leather Chelsea Boots

Steve MaddenMen's Montreux Leather Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)
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