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2025 : Medium Men's Casual Boots

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Frye Men's Paul Leather Cap Toe Lace Up BootsMen's Paul Leather Cap Toe Lace Up Boots

FryeMen's Paul Leather Cap Toe Lace Up Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)
Dune London Men's Smoky Leather Casual Ankle BootsMen's Smoky Leather Casual Ankle Boots

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive
ALDO Men's Zeddy Suede Chelsea BootsMen's Zeddy Suede Chelsea Boots

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes
Dan Post Men's Milwaukee 13" Leather Round Toe Western BootsMen's Milwaukee 13" Leather Round Toe Western Boots

Dan PostMen's Milwaukee 13" Leather Round Toe Western Boots

Internet Exclusive
Extended Sizes
Ted Baker London Men's Blackburn Leather Brogue Wingtip BootsMen's Blackburn Leather Brogue Wingtip Boots

Ted Baker LondonMen's Blackburn Leather Brogue Wingtip Boots

Extended Sizes
Dune London Men's Saltwood Leather Cap Toe Chelsea BootsMen's Saltwood Leather Cap Toe Chelsea Boots

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive
Dan Post Men's Creed 12" Leather Square Toe Western BootsMen's Creed 12" Leather Square Toe Western Boots

Dan PostMen's Creed 12" Leather Square Toe Western Boots

Internet Exclusive
Marc Nolan Men's Sawyer Leather Cowboy BootsMen's Sawyer Leather Cowboy Boots

Marc NolanMen's Sawyer Leather Cowboy Boots

Internet Exclusive
Extended Sizes
Men's Paul Leather Cap Toe Lace Up Boots

PLACEHOLDERMen's Paul Leather Cap Toe Lace Up Boots

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

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Gehrig 13" Full Quill Ostrich Round Toe Western Boots

Internet Exclusive

PLACEHOLDERMen's Paul Leather Cap Toe Lace Up Boots

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

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

PLACEHOLDERMen's Paul Leather Cap Toe Lace Up Boots

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

FryeMen's Connor Waxed Suede Chelsea Boots

Internet Exclusive

Dan PostMen's Wade 13" Leather Square Toe Western Boots

Internet Exclusive

PLACEHOLDERMen's Paul Leather Cap Toe Lace Up Boots

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

Dan PostMen's Storms Eye 11" Waterproof Leather Composite Toe Work Boots

Extended Sizes

Dan PostMen's Sire 11" Waterproof Leather Steel Toe Work Boots

Extended Sizes

Dan PostMen's Cottonwood 13" Leather Round Toe Western Boots

Internet Exclusive

Dan PostMen's Creed 12" Leather Square Toe Western Boots

Internet Exclusive
Only size 8 available

AriatMen's Stoney Creek Distressed Leather Western Boots

Internet Exclusive

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive

Dan PostMen's Journeyman 11" Waterproof Leather Round Composite Toe Work Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Duster 11" Waterproof Leather Steel Toe Work Boots

Internet Exclusive
Extended Sizes
Only size 10, 11 available

Dan PostMen's Journeyman 11" Waterproof Leather Round Toe Work Boots

Internet Exclusive
Extended Sizes

FryeMen's Barrett Leather Lace Up Boots

Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Dan PostMen's Tumbleweed 11" Waterproof Leather Steel Toe Work Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Blayde 11" Waterproof Leather Steel Toe Work Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Saddlebred 11" Waterproof Leather Steel Toe Work Boots

Internet Exclusive
Extended Sizes

Polo Ralph LaurenMen's Ranger Suede and Twill Patch Detail Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(4)

UGGMen's Chukka Lug Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Hatford Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Hatford Suede Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Flag LTD.Men's Garrett Leather Plain Toe Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Johnston & MurphyMen's XC+Parker Waterproof Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(5)

Polo Ralph LaurenMen's Asher Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Steve MaddenMen's Tabriz Lace Up Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Johnston & MurphyMen's Barret Leather Plain Toe Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(6)

Steve MaddenMen's Montreux Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Cole HaanMen's Muir Waterproof Suede Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig.
Now

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Section XMen's Steven Zip Suede Chelsea Boots

Permanently Reduced
Orig.
Now

Polo Ralph LaurenMen's Ranger Suede Patch Detail Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

UGGMen's Chelsea Lug Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 9 available

Johnston & MurphyMen's Braxton Oiled Leather Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Cole HaanMen's Chamberlin Water Resistant Suede Cap Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Polo Ralph LaurenMen's Ranger Suede and Plaid Wool Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Rated 2.3333 out of 5 starsRated 2.3333 out of 5 starsRated 2.3333 out of 5 starsRated 2.3333 out of 5 starsRated 2.3333 out of 5 stars(3)

UGGMen's Classic Ultra Mini Wrap Tech Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Polo Ralph LaurenMen's Ranger Suede Multi Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8, 10 available
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

COACHMen's Lug Sole Leather Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

BornMen's Reed Leather Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Cole HaanMen's American Classics Plain Toe Waterproof Boots

Permanently Reduced
Orig.
Now
Rated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 starsRated 3.9231 out of 5 stars(13)

Flag LTD.Men's Ayden Moc Toe Waterproof Leather Lace Up Chukka Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Steve MaddenMen's Huston Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now

ALIGNMen's Rivers Weatherproof Tumbled Leather Boots

Permanently Reduced
Orig.
Now

Johnston & MurphyMen's Larkin Leather Plain Toe Chukka Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(3)

Cole HaanMen's Chamberlin Water Resistant Nubuck Cap Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Johnston & MurphyMen's Barret Suede Plain Toe Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 starsRated 3.5714 out of 5 stars(7)
Cole Haan Men's Muir Leather Moc Toe BootsMen's Muir Leather Moc Toe Boots

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
  • 157 Items
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