Shop most comfortable dress shoes

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$159.99
Cole Haan 2.Zerogrand Laser Wingtip Oxford | Men's | Brown | Size 12 | Oxfords
DSW
In store
30% Off*
Free shipping
$159.99
Cole Haan 2.Zerogrand Laser Wingtip Oxford | Men's | Brown | Size 12 | Oxfords
DSW
30% Off*
$119.99
Cole Haan Grand Remix Plain Toe Oxford | Men's | British Tan | Size 8.5 | Oxfords
DSW
In store
30% Off*
Free shipping
$119.99
Cole Haan Grand Remix Plain Toe Oxford | Men's | British Tan | Size 8.5 | Oxfords
DSW
30% Off*
$159.99
Cole Haan Wide Width 2.Zerogrand Laser Wingtip Oxford | Men's | Black | Size 10 | Oxfords
DSW
30% Off*
Free shipping
$159.99
Cole Haan Wide Width 2.Zerogrand Laser Wingtip Oxford | Men's | Black | Size 10 | Oxfords
DSW
30% 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
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
$129.99
$155.00
Most Comfortable Dress Shoes, Ergonomic Design, Best Men's Casual Dress Shoes | Orthofeet Men's Stylish Shoes, Moreno, 14 / Wide / Brown
Orthofeet
16% off
$129.99
$155.00
Most Comfortable Dress Shoes, Ergonomic Design, Best Men's Casual Dress Shoes | Orthofeet Men's Stylish Shoes, Moreno, 14 / Wide / Brown
Orthofeet
$89.99
Rockport Men's Dressports 2 Go Plain Toe Oxford New Caramel 10.5 Wide
Amazon.com
1K+
Free shipping
$89.99
Rockport Men's Dressports 2 Go Plain Toe Oxford New Caramel 10.5 Wide
Amazon.com
1K+
$1,250.00
Paris Loafer - Hermès
Hermès
Free shipping
$1,250.00
Paris Loafer - Hermès
Hermès
Free shipping
$1,475.00
Gregoire Loafer - Hermès
Hermès
Free shipping
$1,475.00
Gregoire Loafer - Hermès
Hermès
Free shipping
$53.99
$125.00
Rockport - Men's Dressports 2 Go Plain Toe Casual Shoe - 10 W
Rockport US
1K+
56% off
$53.99
$125.00
Rockport - Men's Dressports 2 Go Plain Toe Casual Shoe - 10 W
Rockport US
1K+
$109.99
$145.00
Most Comfortable Walking And Standing Casual Shoes For Men, Men's Fashion Casual Shoes | Orthofeet Boat Shoes, Leo, 9 / Wide / Black
Orthofeet
24% off
$109.99
$145.00
Most Comfortable Walking And Standing Casual Shoes For Men, Men's Fashion Casual Shoes | Orthofeet Boat Shoes, Leo, 9 / Wide / Black
Orthofeet
$97.00
VIVAIA Women's Comfy Square Toe Walking Ballet Flats, Knit Dressy Shoes, Arch Support, Wide Toe, Slip On, Soft, Cute|Almond|US9
vivaia.com
$97.00
VIVAIA Women's Comfy Square Toe Walking Ballet Flats, Knit Dressy Shoes, Arch Support, Wide Toe, Slip On, Soft, Cute|Almond|US9
vivaia.com
$89.95
Rockport Men's Garett Wingtip Oxford Cognac 13 Wide
Amazon.com
Free shipping
$89.95
Rockport Men's Garett Wingtip Oxford Cognac 13 Wide
Amazon.com
Free shipping
$114.65
Cole Haan Men's 2.Zerogrand LSR Wing Oxford British Tan/Ivory 10 Wide
Amazon.com
7K+
Free shipping
$114.65
Cole Haan Men's 2.Zerogrand LSR Wing Oxford British Tan/Ivory 10 Wide
Amazon.com
7K+
$129.99
Xero Shoes - Barefoot Shoes - Glenn (Style: Brown, Men's Size: 7) - Zero Drop Shoes
XeroShoes
33
$129.99
Xero Shoes - Barefoot Shoes - Glenn (Style: Brown, Men's Size: 7) - Zero Drop Shoes
XeroShoes
33
$1,050.00
Idem Loafer - Hermès
Hermès
Free shipping
$1,050.00
Idem Loafer - Hermès
Hermès
Free shipping
$48.74
$64.99
Easy Street Womens Elegance Pointed Toe Block Heel Pumps | Silver | Regular 7 | Shoes Pumps | Cushioned|Comfort|Embellished
JCPenney
5
25% off
$48.74
$64.99
Easy Street Womens Elegance Pointed Toe Block Heel Pumps | Silver | Regular 7 | Shoes Pumps | Cushioned|Comfort|Embellished
JCPenney
5
$159.95
ABEO Avenue Pump Metatarsal Shoes - Black Nappa
WalkingCo
$159.95
ABEO Avenue Pump Metatarsal Shoes - Black Nappa
WalkingCo
$69.99
$99.00
Naturalizer Warner Pump Shoes, Black Synthetic Fabric, 6.0m | Block Heels
Naturalizer.com
29% off
$69.99
$99.00
Naturalizer Warner Pump Shoes, Black Synthetic Fabric, 6.0m | Block Heels
Naturalizer.com
$795.00
Christian Louboutin So Kate Black - Womens Shoes - Size 37.5
Christian Louboutin
Free shipping
$795.00
Christian Louboutin So Kate Black - Womens Shoes - Size 37.5
Christian Louboutin
Free shipping
$69.99
$99.00
Naturalizer Warner Pump Shoes, Nude Synthetic Fabric, 11.0m | Block Heels
Naturalizer.com
734
29% off
$69.99
$99.00
Naturalizer Warner Pump Shoes, Nude Synthetic Fabric, 11.0m | Block Heels
Naturalizer.com
734
$129.99
Xero Shoes - Barefoot Shoes - Glenn (Style: Black, Men's Size: 6.5) - Zero Drop Shoes
XeroShoes
$129.99
Xero Shoes - Barefoot Shoes - Glenn (Style: Black, Men's Size: 6.5) - Zero Drop Shoes
XeroShoes
$64.99
$100.00
Clarks Womens Emily Ruby Block Heel Pumps | Black | Regular 11 | Shoes Pumps | Comfort
JCPenney
In store
14
Curbside
$64.99
$100.00
Clarks Womens Emily Ruby Block Heel Pumps | Black | Regular 11 | Shoes Pumps | Comfort
JCPenney
14
$129.00
L.L.Bean | Men's Stonington Shoes, Moc-Toes Dark Cocoa 9 M(D), Leather/Rubber
L.L.Bean
10% Off*
Free shipping
$129.00
L.L.Bean | Men's Stonington Shoes, Moc-Toes Dark Cocoa 9 M(D), Leather/Rubber
L.L.Bean
10% Off*
$97.00
VIVAIA Women's Comfy Square Toe Walking Ballet Flats, Knit Dressy Shoes, Arch Support, Wide Toe, Slip On, Soft, Cute|Black|US11
vivaia.com
$97.00
VIVAIA Women's Comfy Square Toe Walking Ballet Flats, Knit Dressy Shoes, Arch Support, Wide Toe, Slip On, Soft, Cute|Black|US11
vivaia.com
$64.99
$100.00
Clarks® Tilden Mens Leather Cap-Toe Dress Shoes | Black | Regular 12 | Shoes Oxford Shoes | Comfort|Cushioned|Breathable|Lightweight
JCPenney
In store
13K+
Curbside
$64.99
$100.00
Clarks® Tilden Mens Leather Cap-Toe Dress Shoes | Black | Regular 12 | Shoes Oxford Shoes | Comfort|Cushioned|Breathable|Lightweight
JCPenney
13K+
$150.00
Ralph Lauren Barton Suede Oxford - Size 11 in Casted Dirty Buck
Ralph Lauren
$150.00
Ralph Lauren Barton Suede Oxford - Size 11 in Casted Dirty Buck
Ralph Lauren
$97.00
VIVAIA Women's Comfy Square Toe Walking Ballet Flats, Knit Dressy Shoes, Arch Support, Wide Toe, Slip On, Soft, Cute|Denim Woven|US8.5
vivaia.com
$97.00
VIVAIA Women's Comfy Square Toe Walking Ballet Flats, Knit Dressy Shoes, Arch Support, Wide Toe, Slip On, Soft, Cute|Denim Woven|US8.5
vivaia.com
$129.99
Xero Shoes - Barefoot Shoes - Glenn (Style: Gray, Men's Size: 14) - Zero Drop Shoes
XeroShoes
$129.99
Xero Shoes - Barefoot Shoes - Glenn (Style: Gray, Men's Size: 14) - Zero Drop Shoes
XeroShoes
$128.00
Ralph Lauren Talan Suede Chukka Boot - Size 13 in Desert Tan
Ralph Lauren
$128.00
Ralph Lauren Talan Suede Chukka Boot - Size 13 in Desert Tan
Ralph Lauren
$2,995.00
Christian Louboutin Kate Strass - Womens Shoes - Size 36
Christian Louboutin
Free shipping
$2,995.00
Christian Louboutin Kate Strass - Womens Shoes - Size 36
Christian Louboutin
Free shipping
$76.99
$110.00
Skechers Men's Mark Nason: Casual Cell Wrap - Robinson Shoes | Size 10.5 | Black | Textile/Leather/Synthetic
Skechers USA
20% Off*
30% off
$76.99
$110.00
Skechers Men's Mark Nason: Casual Cell Wrap - Robinson Shoes | Size 10.5 | Black | Textile/Leather/Synthetic
Skechers USA
20% Off*
$945.00
Christian Louboutin Greggo Black - Mens Shoes - Size 44
Christian Louboutin
34
Free shipping
$945.00
Christian Louboutin Greggo Black - Mens Shoes - Size 44
Christian Louboutin
34
$550.00
Ralph Lauren Brenton Leather Wingtip - Size 7 in Black
Ralph Lauren
$550.00
Ralph Lauren Brenton Leather Wingtip - Size 7 in Black
Ralph Lauren
$90.00
$150.00
Men's Oxford Leather Dress Shoe Black Regular Size 10
Banana Republic Factory
40% off
$90.00
$150.00
Men's Oxford Leather Dress Shoe Black Regular Size 10
Banana Republic Factory
$249.95
ECCO ST1 Hybrid Plain Toe Tie Men's Shoes Cognac : EU 44 (US Men's 10-10.5) M, Leather
Zappos
1K+
$249.95
ECCO ST1 Hybrid Plain Toe Tie Men's Shoes Cognac : EU 44 (US Men's 10-10.5) M, Leather
Zappos
1K+
$109.95
Comfortiva Amora Shoes - Peacoat Navy
WalkingCo
$109.95
Comfortiva Amora Shoes - Peacoat Navy
WalkingCo
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    Shop most comfortable dress shoes

    Ads
    $159.99
    Cole Haan 2.Zerogrand Laser Wingtip Oxford | Men's | Brown | Size 12 | Oxfords
    DSW
    In store
    30% Off*
    Free shipping
    $159.99
    Cole Haan 2.Zerogrand Laser Wingtip Oxford | Men's | Brown | Size 12 | Oxfords
    DSW
    30% Off*
    $119.99
    Cole Haan Grand Remix Plain Toe Oxford | Men's | British Tan | Size 8.5 | Oxfords
    DSW
    In store
    30% Off*
    Free shipping
    $119.99
    Cole Haan Grand Remix Plain Toe Oxford | Men's | British Tan | Size 8.5 | Oxfords
    DSW
    30% Off*
    $159.99
    Cole Haan Wide Width 2.Zerogrand Laser Wingtip Oxford | Men's | Black | Size 10 | Oxfords
    DSW
    30% Off*
    Free shipping
    $159.99
    Cole Haan Wide Width 2.Zerogrand Laser Wingtip Oxford | Men's | Black | Size 10 | Oxfords
    DSW
    30% 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
    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
    $129.99
    $155.00
    Most Comfortable Dress Shoes, Ergonomic Design, Best Men's Casual Dress Shoes | Orthofeet Men's Stylish Shoes, Moreno, 14 / Wide / Brown
    Orthofeet
    16% off
    $129.99
    $155.00
    Most Comfortable Dress Shoes, Ergonomic Design, Best Men's Casual Dress Shoes | Orthofeet Men's Stylish Shoes, Moreno, 14 / Wide / Brown
    Orthofeet
    $89.99
    Rockport Men's Dressports 2 Go Plain Toe Oxford New Caramel 10.5 Wide
    Amazon.com
    1K+
    Free shipping
    $89.99
    Rockport Men's Dressports 2 Go Plain Toe Oxford New Caramel 10.5 Wide
    Amazon.com
    1K+
    $1,250.00
    Paris Loafer - Hermès
    Hermès
    Free shipping
    $1,250.00
    Paris Loafer - Hermès
    Hermès
    Free shipping
    $1,475.00
    Gregoire Loafer - Hermès
    Hermès
    Free shipping
    $1,475.00
    Gregoire Loafer - Hermès
    Hermès
    Free shipping
    $53.99
    $125.00
    Rockport - Men's Dressports 2 Go Plain Toe Casual Shoe - 10 W
    Rockport US
    1K+
    56% off
    $53.99
    $125.00
    Rockport - Men's Dressports 2 Go Plain Toe Casual Shoe - 10 W
    Rockport US
    1K+
    $109.99
    $145.00
    Most Comfortable Walking And Standing Casual Shoes For Men, Men's Fashion Casual Shoes | Orthofeet Boat Shoes, Leo, 9 / Wide / Black
    Orthofeet
    24% off
    $109.99
    $145.00
    Most Comfortable Walking And Standing Casual Shoes For Men, Men's Fashion Casual Shoes | Orthofeet Boat Shoes, Leo, 9 / Wide / Black
    Orthofeet
    $97.00
    VIVAIA Women's Comfy Square Toe Walking Ballet Flats, Knit Dressy Shoes, Arch Support, Wide Toe, Slip On, Soft, Cute|Almond|US9
    vivaia.com
    $97.00
    VIVAIA Women's Comfy Square Toe Walking Ballet Flats, Knit Dressy Shoes, Arch Support, Wide Toe, Slip On, Soft, Cute|Almond|US9
    vivaia.com
    $89.95
    Rockport Men's Garett Wingtip Oxford Cognac 13 Wide
    Amazon.com
    Free shipping
    $89.95
    Rockport Men's Garett Wingtip Oxford Cognac 13 Wide
    Amazon.com
    Free shipping
    $114.65
    Cole Haan Men's 2.Zerogrand LSR Wing Oxford British Tan/Ivory 10 Wide
    Amazon.com
    7K+
    Free shipping
    $114.65
    Cole Haan Men's 2.Zerogrand LSR Wing Oxford British Tan/Ivory 10 Wide
    Amazon.com
    7K+
    $129.99
    Xero Shoes - Barefoot Shoes - Glenn (Style: Brown, Men's Size: 7) - Zero Drop Shoes
    XeroShoes
    33
    $129.99
    Xero Shoes - Barefoot Shoes - Glenn (Style: Brown, Men's Size: 7) - Zero Drop Shoes
    XeroShoes
    33
    $1,050.00
    Idem Loafer - Hermès
    Hermès
    Free shipping
    $1,050.00
    Idem Loafer - Hermès
    Hermès
    Free shipping
    $48.74
    $64.99
    Easy Street Womens Elegance Pointed Toe Block Heel Pumps | Silver | Regular 7 | Shoes Pumps | Cushioned|Comfort|Embellished
    JCPenney
    5
    25% off
    $48.74
    $64.99
    Easy Street Womens Elegance Pointed Toe Block Heel Pumps | Silver | Regular 7 | Shoes Pumps | Cushioned|Comfort|Embellished
    JCPenney
    5
    $159.95
    ABEO Avenue Pump Metatarsal Shoes - Black Nappa
    WalkingCo
    $159.95
    ABEO Avenue Pump Metatarsal Shoes - Black Nappa
    WalkingCo
    $69.99
    $99.00
    Naturalizer Warner Pump Shoes, Black Synthetic Fabric, 6.0m | Block Heels
    Naturalizer.com
    45
    45-day returns (most items)
    29% off
    $69.99
    $99.00
    Naturalizer Warner Pump Shoes, Black Synthetic Fabric, 6.0m | Block Heels
    Naturalizer.com
    45