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Shop Most Comfortable Men's Dress Shoes

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16 % price drop
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Comfortable · Perfect Fit · Value for Money
Cole Haan Grand+ Men's Leather Oxf…
$68.00
$85.00
Kohl's
4.5
·
389
16 % price drop
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Comfortable · Perfect Fit · Value for Money
Cole Haan Grand+ Men's Leather Oxf…
$68.00
$85.00
Kohl's
4.5
·
389
18 % price drop
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Cole Haan Grand Atlantic Men's Lea…
$99.99
$125.00
Kohl's
5.0
·
53
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Comfortable · High-quality Material · Perfect Fit
Cole Haan Grand+ Wingtip Men's Le…
$79.99
$90.00
Kohl's
4.0
·
92
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Deer Stags Walkmaster Men'…
$65.00
Kohl's
4.5
·
1K+
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Comfortable · High-quality Material · Perfect Fit
Cole Haan Grand+ Wingtip Men's Le…
$79.99
$90.00
Kohl's
4.0
·
92
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Cole Haan Grand+ Stitchlite Men's Wi…
$64.00
$80.00
Kohl's
4.0
·
21
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Comfortable · Good traction · High-quality Material · Perfect Fit
Nunn Bush® Circuit Men's Plain Toe …
$68.00
$90.00
Kohl's
4.5
·
81
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Florsheim Men's, Tux Plain Toe Oxf…
$124.95
Amazon.com
4.5
·
50
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Deer Stags Walkmaster Men'…
$65.00
Kohl's
4.5
·
3
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Cole Haan Grand+ Men's Leather Oxf…
$85.00
Kohl's
4.5
·
389
17 % price drop
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Comfortable · Great Arch Support · High-quality Material · Perfect Fit · Value for Money
Dr. Scholl's Sync Men's Oxford Sho…
$60.00
$85.00
Kohl's
4.0
·
10
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Cole Haan Grand+ Men's Wingtip Oxf…
$79.99
$100.00
Kohl's
4.5
·
69
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1.2K+ viewed
Men's Stonington Shoes, Moc-Toes …
$129.00
L.L.Bean
4.5
·
337
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Clarks Mens Brantin Plain Oxford Shoe…
$64.99
$100.00
JCPenney
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Comfortable · High-quality Material · Perfect Fit · Stylish · Value for Money
Nunn Bush® Nelson Men's Wingtip Oxf…
$76.00
$100.00
Kohl's
4.5
·
144
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840+ viewed
Clarks® Tilden Mens Leather Ca…
$64.99
$100.00
JCPenney
4.5
·
10K+
25 % price drop
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Skechers Men's Miller - Moriarty S…
$59.99
$80.00
Skechers USA
5.0
·
1
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Comfortable · High-quality Material · Perfect Fit · Stylish · Value for Money
Nunn Bush® Nelson Men's Wingtip Oxf…
$76.00
$100.00
Kohl's
4.5
·
144
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830+ viewed
Clarks® Tilden Mens Leather Ca…
$64.99
$100.00
JCPenney
4.5
·
10K+
  1. Showing 1 - 36 out of 175 results for "most comfortable men's dress shoes"
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      Comfortable Men's Slip-On Dress Shoe | Chestnut Brown Leather | Amberjack, 8.5
      Comfortable Men's Slip-On Dress S…
      Amberjack
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      Dockers Men's Stiles Oxford Dress Shoes - Mahogany - Size 8.5m
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      Dockers Men's Stiles Oxford Dress …
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      Men's Flexible Comfortable Oxfords Business Shoes Lightweight Shoes, Men Shoes,Mens Shoes,Men Shoes For Men
      Men's Flexible Comfortable Oxford…
      Temu US
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      Men's Stacy Adams Bryant Dress Oxford Shoes In Grey Size 8.5
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      Men's Stacy Adams Bryant Dress O…
      $129.99
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      World's Most Comfortable Dress Shoe | The Cap-Toe (Obsidian Black Leather), 9.5
      World's Most Comfortable Dress Sh…
      Amberjack
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      Men's Stacy Adams Pharoah Dress Shoes In Black Size 9.5
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      Men's Stacy Adams Pharoah Dress …
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      Dockers Men's Colleague Dress Pe…
      Macy's
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      Men's Florsheim Midtown Cap Toe …
      $124.99
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      Apt. 9® Denver Men's Dress Shoes…
      $49.99
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      Florsheim Men's Ravello Monk Stra…
      Macy's
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      Dockers Men's Fairway Oxford Dres…
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      Johnston & Murphy Men's Holden P…
      Macy's
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      Dockers Men's Colleague Dress Pe…
      Macy's
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      Men's Stacy Adams Score Dress Sh…
      $74.99
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      Clarks Collection Men's Brantin Plai…
      Macy's
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      Men's Oxford Leather Dress Shoe B…
      $150.00
      Banana Republic Factory
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      Men's Florsheim Sorrento Wingtip O…
      $129.99
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      Cole Haan Men's Hawthorne Plain …
      Macy's
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      Men's Perry Ellis Randall Dress Sho…
      $59.99
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      Men's Oxford Leather Dress Shoe C…
      $150.00
      Banana Republic Factory
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      Men's Stacy Adams Saunders Dres…
      Shoe Carnival
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      Stacy Adams Men's Madison Oxfor…
      Macy's
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      Stacy Adams Men's Tinsley Wingtip …
      Macy's
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      Dockers Men's Gordon Cap Toe Ox…
      Macy's
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      Dockers Men's Casual Dress Shoe …
      Sam's Club
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      Dockers Men's Casual Dress Shoe …
      Sam's Club
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      Stacy Adams Men's Madison Cap T…
      Macy's
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      Cole Haan Grand+ Men's Leather O…
      $85.00
      Kohl's
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      Cole Haan Men's Original Grand Wi…
      Macy's
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      Cole Haan Grand+ Wingtip Men's L…
      $90.00
      Kohl's
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      Dockers Men's Perspective Oxford …
      Macy's
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      Cole Haan Men's 2.ZERGRAND La…
      Bloomingdale's
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      Clarks Men's Leather Atticus Lt Lac…
      Eagle Eye Outfitters
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      Dockers Men's Tanner Slip Resista…
      Macy's
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      Clarks® Tilden Mens Leather Cap-T…
      $100.00
      JCPenney
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      Cole Haan Grand+ Men's Wingtip O…
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      Kohl's
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  2. Ads
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    Clarks Mens Brantin Plain Oxford Shoe…
    $64.99
    $100.00
    JCPenney
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    770+ viewed
    Men's Kennebec Oxford Shoes Dar…
    $119.00
    L.L.Bean
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    Free shipping
    Curbside
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    St. John's Bay Mens Oliver Oxford Sho…
    $39.99
    $75.00
    Local Inventory IconJCPenney
    4.5
    ·
    45
    New tab icon
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    550+ viewed
    Skechers Men's Relaxed Fit: Harp…
    $85.00
    Skechers USA
    4.5
    ·
    5K+
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    Apt. 9® Denver Men's Dress Shoe…
    $39.99
    $49.99
    Kohl's
    4.5
    ·
    257
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    960+ viewed
    L.L.Bean | Men's Bucksport Shoes, …
    $149.00
    L.L.Bean
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    Comfortable · Great Arch Support · Great Color · High-quality Material · Perfect Fit
    Cole Haan Men's 2.ZERØGRAND L…
    $160.00
    Dillard's
    4.5
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    1K+
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    Deer Stags Mens Walkmaster Wigti…
    $56.00
    $70.00
    JCPenney
    4.5
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    5K+
    Curbside
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    Stafford Mens Wallace Oxford S…
    $47.99
    $90.00
    Local Inventory IconJCPenney
    4.5
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    8
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    1K+ viewed
    L.L.Bean | Men's Bucksport Shoes, …
    $149.00
    L.L.Bean
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    1K+ viewed
    Florsheim Mens Center Oxford Sh…
    $99.99
    $125.00
    Local Inventory IconJCPenney
    4.5
    ·
    145
    New tab icon
    Comfortable · Great Color · High-quality Material · Perfect Fit · Stylish
    Johnston & Murphy Upton Plain Toe …
    $154.95
    Amazon.com
    4.5
    ·
    42
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    Men's Deer Stags® Walkmaster Wingt…
    $64.99
    $105.99
    fullbeauty
    4.5
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    233
    New tab icon
    Comfortable · High-quality Material · Perfect Fit · Value for Money
    Florsheim Men's Medfield Plain To…
    $104.96
    Amazon.com
    4.5
    ·
    1K+
    New tab icon
    Comfortable · High-quality Material · Perfect Fit
    Magnanni Men's Marco II Monk Str…
    $398.00
    Dillard's
    4.5
    ·
    8
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    Comfortable · Great Arch Support · High-quality Material · Perfect Fit
    ECCO Helsinki 2.0 Apron Toe Slip-O…
    $169.95
    $175.00
    Zappos
    4.5
    ·
    615
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    Corrente Crocodile Print Bit Loafer Bl…
    $179.00
    MensDesignerSh…
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    Wide Width Men's Deer Stags® Wal…
    $59.99
    $105.99
    fullbeauty
    4.5
    ·
    1K+
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    Rockport Mens Rockport Men's R…
    $87.50
    Amazon.com
    4.5
    ·
    178
    Curbside
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    Florsheim Mens Carino Oxford Sh…
    $99.99
    $125.00
    Local Inventory IconJCPenney
    4.5
    ·
    27
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