Shop most comfortable dress shoes for men

Sponsored
$259.00
Brown Plain Toe Cap Oxford Shoes - Tan
Charles Tyrwhitt
$259.00
Brown Plain Toe Cap Oxford Shoes - Tan
Charles Tyrwhitt
$259.00
Suede Tassel Loafers - Chestnut Brown Size 10 By Charles Tyrwhitt
Charles Tyrwhitt
$259.00
Suede Tassel Loafers - Chestnut Brown Size 10 By Charles Tyrwhitt
Charles Tyrwhitt
$259.00
Patent Oxford Shoes - Black Size 11.5
Charles Tyrwhitt
$259.00
Patent Oxford Shoes - Black Size 11.5
Charles Tyrwhitt
$129.99
$155.00
Most Comfortable Dress Shoes For Men, Best Arch Support, Ergonomic Design, Men's Dress Shoes | Orthofeet Support Shoes, Moreno, 7.5 / Medium / Black
Orthofeet
16% off
$129.99
$155.00
Most Comfortable Dress Shoes For Men, Best Arch Support, Ergonomic Design, Men's Dress Shoes | Orthofeet Support Shoes, Moreno, 7.5 / Medium / Black
Orthofeet
$189.96
$228.00
Cole Haan Men's 5.Zerøgrand Wingtip Oxfords - Black Size Medium 10.5
Cole Haan
16% off
$189.96
$228.00
Cole Haan Men's 5.Zerøgrand Wingtip Oxfords - Black Size Medium 10.5
Cole Haan
$139.96
$200.00
Cole Haan Men's Grandflex Dress Laser Oxfords - Brown Size Medium 13
Cole Haan
30% off
$139.96
$200.00
Cole Haan Men's Grandflex Dress Laser Oxfords - Brown Size Medium 13
Cole Haan
$85.00
Cole Haan Grand+ Men's Leather Oxford Shoes, Size: 8, British
Kohl's
480
Free shipping
$85.00
Cole Haan Grand+ Men's Leather Oxford Shoes, Size: 8, British
Kohl's
$119.97
$140.00
ECCO New Jersey Slip-On Men's Slip-On Dress Shoes Black Santiago Full-Grain Leather : EU 45 (US Men's 11-11.5) M, Full Grain Leather/Leather
Zappos
2K+
14% off
$119.97
$140.00
ECCO New Jersey Slip-On Men's Slip-On Dress Shoes Black Santiago Full-Grain Leather : EU 45 (US Men's 11-11.5) M, Full Grain Leather/Leather
Zappos
$184.98
Cole Haan Miles Leather Wingtip Oxford - Men's / British Tan Dress Shoe - Size 11.5
Shoes for Crews
$184.98
Cole Haan Miles Leather Wingtip Oxford - Men's / British Tan Dress Shoe - Size 11.5
Shoes for Crews
$220.00
Cole Haan Men's Zerøgrand Remastered Wingtip Oxfords - Brown Size Medium 12
Cole Haan
$220.00
Cole Haan Men's Zerøgrand Remastered Wingtip Oxfords - Brown Size Medium 12
Cole Haan
$220.00
Cole Haan Men's Zerøgrand Remastered Wingtip Oxfords - Black Size Medium 7
Cole Haan
$220.00
Cole Haan Men's Zerøgrand Remastered Wingtip Oxfords - Black Size Medium 7
Cole Haan
$95.00
Nunn Bush® Keaton Men's Dress Loafers, Size: 11, Black Team
Kohl's
126
Free shipping
$95.00
Nunn Bush® Keaton Men's Dress Loafers, Size: 11, Black Team
Kohl's
$125.00
Rockport - Men's Dressports 2 Go Plain Toe Casual Shoe - 13 m
Rockport US
$125.00
Rockport - Men's Dressports 2 Go Plain Toe Casual Shoe - 13 m
Rockport US
$299.95
Cole Haan Men's Grandflex Dress Laser Oxfords - Black Size Medium 7.5
Cole Haan
$299.95
Cole Haan Men's Grandflex Dress Laser Oxfords - Black Size Medium 7.5
Cole Haan
$90.00
Cole Haan Grand+ Wingtip Men's Leather Oxford Shoes, Size: 8, British Ivory
Kohl's
144
Free shipping
$90.00
Cole Haan Grand+ Wingtip Men's Leather Oxford Shoes, Size: 8, British Ivory
Kohl's
$100.00
Nunn Bush® Cameron Men's Moc Toe Casual Oxford Shoes, Size: 12, Brown
Kohl's
Free shipping
$100.00
Nunn Bush® Cameron Men's Moc Toe Casual Oxford Shoes, Size: 12, Brown
Kohl's
$130.00
Rockport - Men's Cedric Dress Lace-Up Almond Toe Oxfords - 9 m
Rockport US
$130.00
Rockport - Men's Cedric Dress Lace-Up Almond Toe Oxfords - 9 m
Rockport US
$90.00
Cole Haan Grand+ Wingtip Men's Leather Oxford Shoes, Size: 10.5, Black Ivory
Kohl's
144
Free shipping
$90.00
Cole Haan Grand+ Wingtip Men's Leather Oxford Shoes, Size: 10.5, Black Ivory
Kohl's
$85.00
Cole Haan Grand+ Men's Leather Oxford Shoes, Size: 7.5, Black
Kohl's
480
Free shipping
$85.00
Cole Haan Grand+ Men's Leather Oxford Shoes, Size: 7.5, Black
Kohl's
$179.96
$180.00
Cole Haan Men's Grandflex Dress Cap Toe Oxfords - Brown Size Medium 7.5
Cole Haan
$179.96
$180.00
Cole Haan Men's Grandflex Dress Cap Toe Oxfords - Brown Size Medium 7.5
Cole Haan
$749.00
Mens Belvedere Gerald Alligator Dress Loafer Shoe In Burgundy Navy / 11.5 By Alligator Warehouse
Alligator Warehouse Bing Ads
$749.00
Mens Belvedere Gerald Alligator Dress Loafer Shoe In Burgundy Navy / 11.5 By Alligator Warehouse
Alligator Warehouse Bing Ads
$159.95
Carrucci Men's Black Leather Cross Double Buckle Monk Strap Loafers Shoes | Size: 11 US, Calf/Leather | By Arrowsmith Shoes
Arrowsmith Shoes
$159.95
Carrucci Men's Black Leather Cross Double Buckle Monk Strap Loafers Shoes | Size: 11 US, Calf/Leather | By Arrowsmith Shoes
Arrowsmith Shoes
$66.48
Shoes For Crews - Cambridge - Black / Men's Dress Shoes - Size 11.5
Shoes for Crews
825
$66.48
Shoes For Crews - Cambridge - Black / Men's Dress Shoes - Size 11.5
Shoes for Crews
$111.98
MOZO Speakeasy Oxford 4SG™ - Men's / Black Dress Shoes - Size 11
Shoes for Crews
$111.98
MOZO Speakeasy Oxford 4SG™ - Men's / Black Dress Shoes - Size 11
Shoes for Crews
$100.00
Nunn Bush® Nelson Men's Wingtip Oxford Dress Shoes, Size: 9, Black
Kohl's
152
Free shipping
$100.00
Nunn Bush® Nelson Men's Wingtip Oxford Dress Shoes, Size: 9, Black
Kohl's
$769.00
$795.00
Belvedere Shoes Men's Chapo Brown Genuine Crocodile Oxfords Shoes | Size: 10 US, Crocodile/Leather | By Arrowsmith Shoes
Arrowsmith Shoes
$769.00
$795.00
Belvedere Shoes Men's Chapo Brown Genuine Crocodile Oxfords Shoes | Size: 10 US, Crocodile/Leather | By Arrowsmith Shoes
Arrowsmith Shoes
$100.00
Clarks Mens Brantin Plain Oxford Shoes | Blue | Regular 13 | Shoes Oxford Shoes | Comfort
JCPenney
Free shipping
$100.00
Clarks Mens Brantin Plain Oxford Shoes | Blue | Regular 13 | Shoes Oxford Shoes | Comfort
JCPenney
$749.00
Mens Belvedere Gerald Alligator Dress Loafer Shoe In Burgundy Black / 8.5 By Alligator Warehouse
Alligator Warehouse Bing Ads
$749.00
Mens Belvedere Gerald Alligator Dress Loafer Shoe In Burgundy Black / 8.5 By Alligator Warehouse
Alligator Warehouse Bing Ads
$85.00
Dr. Scholl's Sync Men's Oxford Shoes, Size: 9, Dark Brown
Kohl's
10
Free shipping
$85.00
Dr. Scholl's Sync Men's Oxford Shoes, Size: 9, Dark Brown
Kohl's
$90.00
Cole Haan Grand+ Wingtip Men's Leather Oxford Shoes, Size: 10.5, Black Black
Kohl's
Free shipping
$90.00
Cole Haan Grand+ Wingtip Men's Leather Oxford Shoes, Size: 10.5, Black Black
Kohl's
$89.95
$120.00
Rockport - Men's Style Leader 2 Apron Toe Oxford - 13 m
Rockport US
25% off
$89.95
$120.00
Rockport - Men's Style Leader 2 Apron Toe Oxford - 13 m
Rockport US
$100.00
Clarks® Tilden Mens Leather Cap-Toe Dress Shoes | Black | Regular 10 | Shoes Oxford Shoes | Breathable|Cushioned|Comfort|Lightweight
JCPenney
17K+
Free shipping
$100.00
Clarks® Tilden Mens Leather Cap-Toe Dress Shoes | Black | Regular 10 | Shoes Oxford Shoes | Breathable|Cushioned|Comfort|Lightweight
JCPenney
$110.00
Cole Haan Flexgrand+ Men's Cap Toe Leather Oxford Shoes, Size: 11.5, Brown
Kohl's
Free shipping
$110.00
Cole Haan Flexgrand+ Men's Cap Toe Leather Oxford Shoes, Size: 11.5, Brown
Kohl's
$125.98
Cole Haan Chester Oxford - Men's / Black Dress Shoes - Size 13
Shoes for Crews
$125.98
Cole Haan Chester Oxford - Men's / Black Dress Shoes - Size 13
Shoes for Crews
$100.00
Clarks Mens Brantin Plain Oxford Shoes | Brown | Regular 8 1/2 | Shoes Oxford Shoes | Comfort
JCPenney
Free shipping
$100.00
Clarks Mens Brantin Plain Oxford Shoes | Brown | Regular 8 1/2 | Shoes Oxford Shoes | Comfort
JCPenney
$100.00
Clarks Mens Burchill Oxford Shoes | Brown | Regular 13 | Shoes Oxford Shoes | Comfort
JCPenney
33
Free shipping
$100.00
Clarks Mens Burchill Oxford Shoes | Brown | Regular 13 | Shoes Oxford Shoes | Comfort
JCPenney
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    Shop most comfortable dress shoes for men

    Sponsored
    $259.00
    Brown Plain Toe Cap Oxford Shoes - Tan
    Charles Tyrwhitt
    $259.00
    Brown Plain Toe Cap Oxford Shoes - Tan
    Charles Tyrwhitt
    $259.00
    Suede Tassel Loafers - Chestnut Brown Size 10 By Charles Tyrwhitt
    Charles Tyrwhitt
    $259.00
    Suede Tassel Loafers - Chestnut Brown Size 10 By Charles Tyrwhitt
    Charles Tyrwhitt
    $259.00
    Patent Oxford Shoes - Black Size 11.5
    Charles Tyrwhitt
    $259.00
    Patent Oxford Shoes - Black Size 11.5
    Charles Tyrwhitt
    $129.99
    $155.00
    Most Comfortable Dress Shoes For Men, Best Arch Support, Ergonomic Design, Men's Dress Shoes | Orthofeet Support Shoes, Moreno, 7.5 / Medium / Black
    Orthofeet
    16% off
    $129.99
    $155.00
    Most Comfortable Dress Shoes For Men, Best Arch Support, Ergonomic Design, Men's Dress Shoes | Orthofeet Support Shoes, Moreno, 7.5 / Medium / Black
    Orthofeet
    $189.96
    $228.00
    Cole Haan Men's 5.Zerøgrand Wingtip Oxfords - Black Size Medium 10.5
    Cole Haan
    16% off
    $189.96
    $228.00
    Cole Haan Men's 5.Zerøgrand Wingtip Oxfords - Black Size Medium 10.5
    Cole Haan
    $139.96
    $200.00
    Cole Haan Men's Grandflex Dress Laser Oxfords - Brown Size Medium 13
    Cole Haan
    30% off
    $139.96
    $200.00
    Cole Haan Men's Grandflex Dress Laser Oxfords - Brown Size Medium 13
    Cole Haan
    $85.00
    Cole Haan Grand+ Men's Leather Oxford Shoes, Size: 8, British
    Kohl's
    480
    Free shipping
    $85.00
    Cole Haan Grand+ Men's Leather Oxford Shoes, Size: 8, British
    Kohl's
    $119.97
    $140.00
    ECCO New Jersey Slip-On Men's Slip-On Dress Shoes Black Santiago Full-Grain Leather : EU 45 (US Men's 11-11.5) M, Full Grain Leather/Leather
    Zappos
    2K+
    14% off
    $119.97
    $140.00
    ECCO New Jersey Slip-On Men's Slip-On Dress Shoes Black Santiago Full-Grain Leather : EU 45 (US Men's 11-11.5) M, Full Grain Leather/Leather
    Zappos
    $184.98
    Cole Haan Miles Leather Wingtip Oxford - Men's / British Tan Dress Shoe - Size 11.5
    Shoes for Crews
    $184.98
    Cole Haan Miles Leather Wingtip Oxford - Men's / British Tan Dress Shoe - Size 11.5
    Shoes for Crews
    $220.00
    Cole Haan Men's Zerøgrand Remastered Wingtip Oxfords - Brown Size Medium 12
    Cole Haan
    $220.00
    Cole Haan Men's Zerøgrand Remastered Wingtip Oxfords - Brown Size Medium 12
    Cole Haan
    $220.00
    Cole Haan Men's Zerøgrand Remastered Wingtip Oxfords - Black Size Medium 7
    Cole Haan
    $220.00
    Cole Haan Men's Zerøgrand Remastered Wingtip Oxfords - Black Size Medium 7
    Cole Haan
    $95.00
    Nunn Bush® Keaton Men's Dress Loafers, Size: 11, Black Team
    Kohl's
    126
    Free shipping
    $95.00
    Nunn Bush® Keaton Men's Dress Loafers, Size: 11, Black Team
    Kohl's
    $125.00
    Rockport - Men's Dressports 2 Go Plain Toe Casual Shoe - 13 m
    Rockport US
    1K+
    30-day returns (most items)
    $125.00
    Rockport - Men's Dressports 2 Go Plain Toe Casual Shoe - 13 m
    Rockport US
    $299.95
    Cole Haan Men's Grandflex Dress Laser Oxfords - Black Size Medium 7.5
    Cole Haan
    $299.95
    Cole Haan Men's Grandflex Dress Laser Oxfords - Black Size Medium 7.5
    Cole Haan
    $90.00
    Cole Haan Grand+ Wingtip Men's Leather Oxford Shoes, Size: 8, British Ivory
    Kohl's
    144
    Free shipping
    $90.00
    Cole Haan Grand+ Wingtip Men's Leather Oxford Shoes, Size: 8, British Ivory
    Kohl's
    $100.00
    Nunn Bush® Cameron Men's Moc Toe Casual Oxford Shoes, Size: 12, Brown
    Kohl's
    Free shipping
    $100.00
    Nunn Bush® Cameron Men's Moc Toe Casual Oxford Shoes, Size: 12, Brown
    Kohl's
    $130.00
    Rockport - Men's Cedric Dress Lace-Up Almond Toe Oxfords - 9 m
    Rockport US
    $130.00
    Rockport - Men's Cedric Dress Lace-Up Almond Toe Oxfords - 9 m
    Rockport US
    $90.00
    Cole Haan Grand+ Wingtip Men's Leather Oxford Shoes, Size: 10.5, Black Ivory
    Kohl's
    144
    Free shipping
    $90.00
    Cole Haan Grand+ Wingtip Men's Leather Oxford Shoes, Size: 10.5, Black Ivory
    Kohl's