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Men's Comfort Shoes

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1218 Results
1218 Results
Top Rated
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Florsheim Midtown Cap Toe Oxford

Now $109.99
★★★★★ ★★★★★
(2026)
Top Rated
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Skechers Hands Free Slip-Ins: Summits High Range Slip-On Sneaker - Men's

$77.99
★★★★★ ★★★★★
(336)
Top Rated
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Cole Haan Hawthorne Oxford

Minimum Clearance Price $114.98 $114.98 – Maximum Clearance Price $139.99 $139.99
Up to 50% Off!
★★★★★ ★★★★★
(226)
Top Rated
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Skechers Relaxed Fit Slade Breyer Sneaker - Men's

$64.99
★★★★★ ★★★★★
(89)
Top Rated
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Florsheim Chalet Plain Toe Chelsea Boot

Now $129.99
★★★★★ ★★★★★
(67)
Top Rated
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Birkenstock Boston Clog - Men's

$169.96
★★★★★ ★★★★★
(116)
Clearance
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Crocs Classic Clog

Minimum Clearance Price $39.98 $39.98 – Maximum Clearance Price $49.99 $49.99
★★★★★ ★★★★★
(17159)
Top Rated
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Birkenstock Arizona Slide Sandal - Men's

$117.96
★★★★★ ★★★★★
(510)
Top Rated
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Rockport Style Leader 2 Bike Toe Slip-On

Now $99.99
★★★★★ ★★★★★
(1653)
Top Rated
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Birkenstock Arizona Essentials EVA Slide Sandal - Men's

$49.96
★★★★★ ★★★★★
(260)
Top Rated
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Crocs Classic Clog

Minimum Clearance Price $39.98 $39.98 – Maximum Clearance Price $49.99 $49.99
★★★★★ ★★★★★
(13663)
Top Rated
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Rockport Garett Oxford

Now $99.99
★★★★★ ★★★★★
(64)
New Arrival
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Dockers Colleague Loafer

Now $59.99
★★★★★ ★★★★★
(38)
Top Rated
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Clarks Dresslite Cap Toe Oxford

Now $89.99
★★★★★ ★★★★★
(8)
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Dockers Beacon Boat Shoe

Now $69.99
★★★★★ ★★★★★
(126)
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Dr. Scholl's Sync Oxford

Now $64.99
★★★★★ ★★★★★
(268)
Top Rated
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Stacy Adams Sync Slip-On Oxford

Now $86.99 – Maximum Clearance Price $99.99 $99.99
Up to 50% Off!
★★★★★ ★★★★★
(28)
Clearance
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Skechers Relment Daggett Hiking Boot - Men's

Minimum Clearance Price $64.98 $64.98 – Maximum Clearance Price $79.99 $79.99
★★★★★ ★★★★★
(65)
Can't Miss Deals
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Skechers Work Relaxed Fit Dighton SR Sneaker - Men's

$59.99
★★★★★ ★★★★★
(73)
Top Rated
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Rockport Style Leader 2 Apron Toe Oxford

Now $99.99
★★★★★ ★★★★★
(1290)
Top Rated
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Skechers Relaxed Fit Hands Free Slip-Ins Meroe Slip-On Sneaker - Men's

Now $79.99
★★★★★ ★★★★★
(46)
Top Rated
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Birkenstock Boston Clog - Men's

$169.96
★★★★★ ★★★★★
(10)
Top Rated
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OOFOS OOahh Slide Sandal - Men's

$59.96
★★★★★ ★★★★★
(360)
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Skechers Hands Free Slip-ins Arch Fit Motley Milo Slip-On

$89.99
★★★★★ ★★★★★
(6)
Top Rated
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Skechers Track Broader Sneaker - Men's

$64.99
★★★★★ ★★★★★
(84)
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Crocs Classic Unfurgetable Clog

$69.99
★★★★★ ★★★★★
(2)
Top Rated
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Nunn Bush Kore City Walk Sneaker

Now $64.99
★★★★★ ★★★★★
(236)
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Clarks Shepton Chukka Boot

Now $94.99
★★★★★ ★★★★★
(2)
Top Rated
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Vans Atwood Deluxe Sneaker - Men's

$69.99
★★★★★ ★★★★★
(1080)
Top Rated
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Nunn Bush Wade Oxford

Now $69.99
★★★★★ ★★★★★
(233)
Top Rated
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OOFOS OOriginal Flip Flop

$59.96
★★★★★ ★★★★★
(950)
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Deer Stags Lisbon Oxford

Now $64.99
★★★★★ ★★★★★
(2)
Clearance
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Skechers Hands Free Slip-ins Relaxed Fit Edgeride Commissioner Sneaker - Men's

Minimum Clearance Price $69.98 $69.98
Up to 50% Off!
★★★★★ ★★★★★
(12)
Top Rated
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Skechers Hands Free Slip-Ins Garza Gervin Oxford

$89.99
★★★★★ ★★★★★
(153)
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Skechers Relaxed Fit Equalizer 6.0 Derikk Slip-On - Men's

Now $64.99
Top Rated
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Cole Haan Pinch Prep Penny Loafer

Now $129.99
★★★★★ ★★★★★
(27)
Top Rated
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Skechers Slip-Ins Relaxed Fit: Respected 2.0 Hagler Boot - Men's

$99.99
★★★★★ ★★★★★
(11)
Top Rated
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Rockport Style Leader 2 Bike Toe Oxford

Now $99.99
★★★★★ ★★★★★
(137)
Top Rated
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Skechers Hands Free Slip-Ins Summits Colsin Slip-On Sneaker - Men's

$84.99
★★★★★ ★★★★★
(53)
Top Rated
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Skechers Hands Free Slip-ins Relaxed Fit Sterling Ramone Sneaker

$79.99
★★★★★ ★★★★★
(11)
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Clarks Wallaston Chukka Boot

Now $69.99 – Maximum Clearance Price $89.99 $89.99
Up to 50% Off!
★★★★★ ★★★★★
(2)
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Nunn Bush Kore City Walk Ez Oxford

Now $69.99
★★★★★ ★★★★★
(2)
Top Rated
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Skechers Hands Free Slip-Ins Glide Step Zefyr Slip-On Sneaker - Men's

$79.99
★★★★★ ★★★★★
(35)
Top Rated
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Skechers Slip-Ins Arch Fit Drex Sneaker - Men's

$79.99
★★★★★ ★★★★★
(26)
Top Rated
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Nunn Bush Chase Plain Toe Oxford

Now $59.99 – Maximum Clearance Price $69.99 $69.99
★★★★★ ★★★★★
(10)
Top Rated
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Nunn Bush Wade Slip-On

Now $69.99
★★★★★ ★★★★★
(315)
Top Rated
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Skechers Hands Free Slip-in Arch Fit Motley Milo Slip-On

$89.99
★★★★★ ★★★★★
(52)
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Dockers Bronson Oxford

Now $69.99
★★★★★ ★★★★★
(11)
Top Rated
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Birkenstock Arizona Slide Sandal - Men's

$154.96
★★★★★ ★★★★★
(9)
Top Rated
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Clarks Cotrell Step Slip-On

Now $69.99
Up to 50% Off!
★★★★★ ★★★★★
(475)
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Skechers Hands Free Slip-ins Relaxed Fit Altman Murdock Slip-On - Men's

$74.99
Top Rated
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Skechers Track Leshur Sneaker - Men's

Minimum Clearance Price $49.98 $49.98 – Maximum Clearance Price $64.99 $64.99
★★★★★ ★★★★★
(33)
Top Rated
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Dockers Garfield Cap Toe Oxford

Now $59.99
★★★★★ ★★★★★
(47)
Top Rated
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Dockers Newpage Sandal

Now $54.99
★★★★★ ★★★★★
(124)
Top Rated
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Vans Atwood Deluxe Sneaker - Men's

$69.99
★★★★★ ★★★★★
(31)
Top Rated
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Nunn Bush Hyde II Oxford

Now $64.99
★★★★★ ★★★★★
(8)
Top Rated
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Dockers Castaway Boat Shoe

Now $69.99
★★★★★ ★★★★★
(321)
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Dockers Truman Chelsea Boot

Now $69.99
★★★★★ ★★★★★
(3)
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Clarks Weltridge Boot

$119.99
Top Rated
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Crocs InMotion Clog - Men's

$59.99
★★★★★ ★★★★★
(22)

Shop for men's comfort shoes and walking shoes online at DSW, where we carry a wide range of styles and shoe brands that have comfort features and technology, ideal for long-term comfort.