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Shop most comfortable men's shoes

Sponsored
$109.99
$145.00
Podiatrist Recommended Neuropathy Sneakers, Arch Support, Enhanced Comfort, Men's Sneakers | Orthofeet Comfortable Footwear, Lava, 11.5 / Wide / Black
Orthofeet
419
24% off
$109.99
$145.00
Podiatrist Recommended Neuropathy Sneakers, Arch Support, Enhanced Comfort, Men's Sneakers | Orthofeet Comfortable Footwear, Lava, 11.5 / Wide / Black
Orthofeet
$118.00
Ralph Lauren Roberts Leather Driver - Size 10.5 in Deep Saddle Tan
Ralph Lauren
$118.00
Ralph Lauren Roberts Leather Driver - Size 10.5 in Deep Saddle Tan
Ralph Lauren
$110.00
Ralph Lauren Heritage Court II Leather Sneaker - Size 13 in White/Tan
Ralph Lauren
31
$110.00
Ralph Lauren Heritage Court II Leather Sneaker - Size 13 in White/Tan
Ralph Lauren
$165.00
Ralph Lauren Canvas Sneaker - Size 7 in Olive Drab
Ralph Lauren
$165.00
Ralph Lauren Canvas Sneaker - Size 7 in Olive Drab
Ralph Lauren
$128.00
Ralph Lauren Talan Suede Chukka Boot - Size 8.5 in Desert Tan
Ralph Lauren
$128.00
Ralph Lauren Talan Suede Chukka Boot - Size 8.5 in Desert Tan
Ralph Lauren
$76.99
$110.00
Skechers Men's Work: Greetah Comp Toe Sneaker | Size 7.5 Wide | Brown/Black | Leather/Textile/Synthetic
Skechers USA
6K+
30% off
$76.99
$110.00
Skechers Men's Work: Greetah Comp Toe Sneaker | Size 7.5 Wide | Brown/Black | Leather/Textile/Synthetic
Skechers USA
$148.00
Ralph Lauren Masters Court Leather Sneaker - Size 13 in Deckwash White/Tan
Ralph Lauren
6
$148.00
Ralph Lauren Masters Court Leather Sneaker - Size 13 in Deckwash White/Tan
Ralph Lauren
$49.98
$74.99
Mens Reebok Club C 85 Athletic Shoe - Black / Charcoal
Journeys
16K+
33% off
$49.98
$74.99
Mens Reebok Club C 85 Athletic Shoe - Black / Charcoal
Journeys
$148.00
Ralph Lauren Train 85 Leather Sneaker - Size 11.5 in Polo Tan
Ralph Lauren
$148.00
Ralph Lauren Train 85 Leather Sneaker - Size 11.5 in Polo Tan
Ralph Lauren
$76.99
$110.00
Skechers Men's Mark Nason: Casual Cell Wrap - Robinson Shoes | Size 8.0 | Black | Textile/Leather/Synthetic
Skechers USA
4
30% off
$76.99
$110.00
Skechers Men's Mark Nason: Casual Cell Wrap - Robinson Shoes | Size 8.0 | Black | Textile/Leather/Synthetic
Skechers USA
$110.00
Ralph Lauren Heritage Court II Leather Sneaker - Size 11.5 in Polo Pale Russet
Ralph Lauren
354
$110.00
Ralph Lauren Heritage Court II Leather Sneaker - Size 11.5 in Polo Pale Russet
Ralph Lauren
$198.00
Ralph Lauren Asher Monk-Strap Shoe - Size 13 in Pale Russet
Ralph Lauren
$198.00
Ralph Lauren Asher Monk-Strap Shoe - Size 13 in Pale Russet
Ralph Lauren
$298.00
Ralph Lauren Edric Leather Penny Loafer - Size 7 in Brown
Ralph Lauren
$298.00
Ralph Lauren Edric Leather Penny Loafer - Size 7 in Brown
Ralph Lauren
$100.00
Skechers Men's Hands Free Slip-Ins Work: Cankton - Faison Sneaker | Size 11.0 Wide | Black | Leather/Textile/Synthetic
Skechers USA
298
$100.00
Skechers Men's Hands Free Slip-Ins Work: Cankton - Faison Sneaker | Size 11.0 Wide | Black | Leather/Textile/Synthetic
Skechers USA
$100.00
Skechers Men's Hands Free Slip-Ins RF: Respected - Elgin Slip-On Shoes | Size 11.0 | Brown | Textile/Leather
Skechers USA
4
$100.00
Skechers Men's Hands Free Slip-Ins RF: Respected - Elgin Slip-On Shoes | Size 11.0 | Brown | Textile/Leather
Skechers USA
$95.00
Ralph Lauren Telly Leather Penny Loafer - Size 10.5 in Black
Ralph Lauren
$95.00
Ralph Lauren Telly Leather Penny Loafer - Size 10.5 in Black
Ralph Lauren
$130.00
Ralph Lauren Brynn Burnished Leather Driver - Size 10 in Polo Tan
Ralph Lauren
$130.00
Ralph Lauren Brynn Burnished Leather Driver - Size 10 in Polo Tan
Ralph Lauren
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 10.5 | Brown | Leather/Synthetic
Skechers USA
618
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 10.5 | Brown | Leather/Synthetic
Skechers USA
$129.00
L.L.Bean | Men's Stonington Shoes, Moc-Toes Dark Cocoa 8.5(EE), Leather/Rubber
L.L.Bean
Free shipping
$129.00
L.L.Bean | Men's Stonington Shoes, Moc-Toes Dark Cocoa 8.5(EE), Leather/Rubber
L.L.Bean
$85.00
Ralph Lauren Janson II Nappa Leather Sneaker - Size 8 in Lauren Navy
Ralph Lauren
12
$85.00
Ralph Lauren Janson II Nappa Leather Sneaker - Size 8 in Lauren Navy
Ralph Lauren
$89.99
Xero Shoes - Barefoot Shoes - Prio - Men (Style: Insignia Blue, Men's Size: 15) - Zero Drop Shoes
XeroShoes
$89.99
Xero Shoes - Barefoot Shoes - Prio - Men (Style: Insignia Blue, Men's Size: 15) - Zero Drop Shoes
XeroShoes
$70.00
Ralph Lauren Janson II Canvas Sneaker - Size 11 in White
Ralph Lauren
$70.00
Ralph Lauren Janson II Canvas Sneaker - Size 11 in White
Ralph Lauren
$129.99
Xero Shoes - Barefoot Shoes - Glenn (Style: Brown, Men's Size: 7) - Zero Drop Shoes
XeroShoes
17
$129.99
Xero Shoes - Barefoot Shoes - Glenn (Style: Brown, Men's Size: 7) - Zero Drop Shoes
XeroShoes
$149.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Black 11.5 M(D), Leather/Rubber
L.L.Bean
361
Free shipping
$149.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Black 11.5 M(D), Leather/Rubber
L.L.Bean
$75.00
Skechers Men's Hands Free Slip-Ins: Summits - High Range Sneaker | Size 12.0 | Charcoal | Textile/Synthetic | Vegan | Machine Washable
Skechers USA
4K+
$75.00
Skechers Men's Hands Free Slip-Ins: Summits - High Range Sneaker | Size 12.0 | Charcoal | Textile/Synthetic | Vegan | Machine Washable
Skechers USA
$62.00
Skechers Men's Work Relaxed Fit: Dighton - Strits Sneaker | Size 11.0 | Black | Synthetic
Skechers USA
4
$62.00
Skechers Men's Work Relaxed Fit: Dighton - Strits Sneaker | Size 11.0 | Black | Synthetic
Skechers USA
$69.98
$84.99
Mens New Balance 574 Rugged Athletic Shoe - Maroon / Navy
Journeys
17% off
$69.98
$84.99
Mens New Balance 574 Rugged Athletic Shoe - Maroon / Navy
Journeys
$125.00
L.L.Bean | Men's Pearl Izumi Canyon SPD Shoes Black/Urban Sage 42, Rubber/Nylon
L.L.Bean
Free shipping
$125.00
L.L.Bean | Men's Pearl Izumi Canyon SPD Shoes Black/Urban Sage 42, Rubber/Nylon
L.L.Bean
$95.00
Skechers Men's Hands Free Slip-Ins Relaxed Fit: Parson - Oswin Sneaker | Size 9.0 Extra Wide | Desert | Leather
Skechers USA
1K+
$95.00
Skechers Men's Hands Free Slip-Ins Relaxed Fit: Parson - Oswin Sneaker | Size 9.0 Extra Wide | Desert | Leather
Skechers USA
$85.00
Skechers Men's Hands Free Slip-Ins: Delson 3.0 - Roth Shoes | Size 11.0 Wide | Taupe/Brown | Textile/Synthetic | Vegan
Skechers USA
4
$85.00
Skechers Men's Hands Free Slip-Ins: Delson 3.0 - Roth Shoes | Size 11.0 Wide | Taupe/Brown | Textile/Synthetic | Vegan
Skechers USA
$80.00
Skechers Men's Hands Free Slip-Ins: Summits AT Sneaker | Size 11.0 Wide | Black/Charcoal | Textile/Synthetic
Skechers USA
624
$80.00
Skechers Men's Hands Free Slip-Ins: Summits AT Sneaker | Size 11.0 Wide | Black/Charcoal | Textile/Synthetic
Skechers USA
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 8.0 Extra Wide | Red/Brown | Leather/Synthetic
Skechers USA
4
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 8.0 Extra Wide | Red/Brown | Leather/Synthetic
Skechers USA
$60.00
Skechers Men's Relaxed Fit: Expected X - Larmen Slipper | Size 10.0 | Tan | Textile | Vegan
Skechers USA
4
$60.00
Skechers Men's Relaxed Fit: Expected X - Larmen Slipper | Size 10.0 | Tan | Textile | Vegan
Skechers USA
$75.00
Skechers Men's Hands Free Slip-Ins: Summits - High Range Sneaker | Size 9.5 Wide | Black/Charcoal | Textile/Synthetic | Vegan | Machine Washable
Skechers USA
1K+
$75.00
Skechers Men's Hands Free Slip-Ins: Summits - High Range Sneaker | Size 9.5 Wide | Black/Charcoal | Textile/Synthetic | Vegan | Machine Washable
Skechers USA
$59.00
L.L.Bean | Men's Handsewn Slippers, Flannel-Lined Acorn 10 M(D), Leather
L.L.Bean
4K+
$59.00
L.L.Bean | Men's Handsewn Slippers, Flannel-Lined Acorn 10 M(D), Leather
L.L.Bean
$55.99
$80.00
Skechers Men's Relaxed Fit: Oak Canyon Sneaker | Size 11.0 Extra Wide | Chocolate/Black | Leather/Textile/Synthetic
Skechers USA
267
30% off
$55.99
$80.00
Skechers Men's Relaxed Fit: Oak Canyon Sneaker | Size 11.0 Extra Wide | Chocolate/Black | Leather/Textile/Synthetic
Skechers USA

Shop most comfortable men's shoes

Sponsored
$198.00
Ralph Lauren Asher Monk-Strap Shoe - Size 13 in Pale Russet
Ralph Lauren
$198.00
Ralph Lauren Asher Monk-Strap Shoe - Size 13 in Pale Russet
Ralph Lauren
$298.00
Ralph Lauren Edric Leather Penny Loafer - Size 7 in Brown
Ralph Lauren
$298.00
Ralph Lauren Edric Leather Penny Loafer - Size 7 in Brown
Ralph Lauren
$100.00
Skechers Men's Hands Free Slip-Ins Work: Cankton - Faison Sneaker | Size 11.0 Wide | Black | Leather/Textile/Synthetic
Skechers USA
298
$100.00
Skechers Men's Hands Free Slip-Ins Work: Cankton - Faison Sneaker | Size 11.0 Wide | Black | Leather/Textile/Synthetic
Skechers USA
$100.00
Skechers Men's Hands Free Slip-Ins RF: Respected - Elgin Slip-On Shoes | Size 11.0 | Brown | Textile/Leather
Skechers USA
4
$100.00
Skechers Men's Hands Free Slip-Ins RF: Respected - Elgin Slip-On Shoes | Size 11.0 | Brown | Textile/Leather
Skechers USA
$95.00
Ralph Lauren Telly Leather Penny Loafer - Size 10.5 in Black
Ralph Lauren
$95.00
Ralph Lauren Telly Leather Penny Loafer - Size 10.5 in Black
Ralph Lauren
$130.00
Ralph Lauren Brynn Burnished Leather Driver - Size 10 in Polo Tan
Ralph Lauren
$130.00
Ralph Lauren Brynn Burnished Leather Driver - Size 10 in Polo Tan
Ralph Lauren
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 10.5 | Brown | Leather/Synthetic
Skechers USA
618
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 10.5 | Brown | Leather/Synthetic
Skechers USA
$129.00
L.L.Bean | Men's Stonington Shoes, Moc-Toes Dark Cocoa 8.5(EE), Leather/Rubber
L.L.Bean
Free shipping
$129.00
L.L.Bean | Men's Stonington Shoes, Moc-Toes Dark Cocoa 8.5(EE), Leather/Rubber
L.L.Bean
$85.00
Ralph Lauren Janson II Nappa Leather Sneaker - Size 8 in Lauren Navy
Ralph Lauren
12
$85.00
Ralph Lauren Janson II Nappa Leather Sneaker - Size 8 in Lauren Navy
Ralph Lauren
$89.99
Xero Shoes - Barefoot Shoes - Prio - Men (Style: Insignia Blue, Men's Size: 15) - Zero Drop Shoes
XeroShoes
$89.99
Xero Shoes - Barefoot Shoes - Prio - Men (Style: Insignia Blue, Men's Size: 15) - Zero Drop Shoes
XeroShoes
$70.00
Ralph Lauren Janson II Canvas Sneaker - Size 11 in White
Ralph Lauren
$70.00
Ralph Lauren Janson II Canvas Sneaker - Size 11 in White
Ralph Lauren
$129.99
Xero Shoes - Barefoot Shoes - Glenn (Style: Brown, Men's Size: 7) - Zero Drop Shoes
XeroShoes
17
$129.99
Xero Shoes - Barefoot Shoes - Glenn (Style: Brown, Men's Size: 7) - Zero Drop Shoes
XeroShoes
$149.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Black 11.5 M(D), Leather/Rubber
L.L.Bean
361
Free shipping
$149.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Black 11.5 M(D), Leather/Rubber
L.L.Bean
$75.00
Skechers Men's Hands Free Slip-Ins: Summits - High Range Sneaker | Size 12.0 | Charcoal | Textile/Synthetic | Vegan | Machine Washable
Skechers USA
4K+
$75.00
Skechers Men's Hands Free Slip-Ins: Summits - High Range Sneaker | Size 12.0 | Charcoal | Textile/Synthetic | Vegan | Machine Washable
Skechers USA
$62.00
Skechers Men's Work Relaxed Fit: Dighton - Strits Sneaker | Size 11.0 | Black | Synthetic
Skechers USA
4
$62.00
Skechers Men's Work Relaxed Fit: Dighton - Strits Sneaker | Size 11.0 | Black | Synthetic
Skechers USA
$69.98
$84.99
Mens New Balance 574 Rugged Athletic Shoe - Maroon / Navy
Journeys
17% off
$69.98
$84.99
Mens New Balance 574 Rugged Athletic Shoe - Maroon / Navy
Journeys
$125.00
L.L.Bean | Men's Pearl Izumi Canyon SPD Shoes Black/Urban Sage 42, Rubber/Nylon
L.L.Bean
Free shipping
$125.00
L.L.Bean | Men's Pearl Izumi Canyon SPD Shoes Black/Urban Sage 42, Rubber/Nylon
L.L.Bean
$95.00
Skechers Men's Hands Free Slip-Ins Relaxed Fit: Parson - Oswin Sneaker | Size 9.0 Extra Wide | Desert | Leather
Skechers USA
1K+
$95.00
Skechers Men's Hands Free Slip-Ins Relaxed Fit: Parson - Oswin Sneaker | Size 9.0 Extra Wide | Desert | Leather
Skechers USA

Shop most comfortable men's shoes

Sponsored
$109.99
$145.00
Podiatrist Recommended Neuropathy Sneakers, Arch Support, Enhanced Comfort, Men's Sneakers | Orthofeet Comfortable Footwear, Lava, 11.5 / Wide / Black
Orthofeet
419
24% off
$109.99
$145.00
Podiatrist Recommended Neuropathy Sneakers, Arch Support, Enhanced Comfort, Men's Sneakers | Orthofeet Comfortable Footwear, Lava, 11.5 / Wide / Black
Orthofeet
$118.00
Ralph Lauren Roberts Leather Driver - Size 10.5 in Deep Saddle Tan
Ralph Lauren
$118.00
Ralph Lauren Roberts Leather Driver - Size 10.5 in Deep Saddle Tan
Ralph Lauren
$110.00
Ralph Lauren Heritage Court II Leather Sneaker - Size 13 in White/Tan
Ralph Lauren
31
$110.00
Ralph Lauren Heritage Court II Leather Sneaker - Size 13 in White/Tan
Ralph Lauren
$165.00
Ralph Lauren Canvas Sneaker - Size 7 in Olive Drab
Ralph Lauren
$165.00
Ralph Lauren Canvas Sneaker - Size 7 in Olive Drab
Ralph Lauren
$128.00
Ralph Lauren Talan Suede Chukka Boot - Size 8.5 in Desert Tan
Ralph Lauren
$128.00
Ralph Lauren Talan Suede Chukka Boot - Size 8.5 in Desert Tan
Ralph Lauren
$76.99
$110.00
Skechers Men's Work: Greetah Comp Toe Sneaker | Size 7.5 Wide | Brown/Black | Leather/Textile/Synthetic
Skechers USA
6K+
30% off
$76.99
$110.00
Skechers Men's Work: Greetah Comp Toe Sneaker | Size 7.5 Wide | Brown/Black | Leather/Textile/Synthetic
Skechers USA
$148.00
Ralph Lauren Masters Court Leather Sneaker - Size 13 in Deckwash White/Tan
Ralph Lauren
6
$148.00
Ralph Lauren Masters Court Leather Sneaker - Size 13 in Deckwash White/Tan
Ralph Lauren
$49.98
$74.99
Mens Reebok Club C 85 Athletic Shoe - Black / Charcoal
Journeys
16K+
33% off
$49.98
$74.99
Mens Reebok Club C 85 Athletic Shoe - Black / Charcoal
Journeys
$148.00
Ralph Lauren Train 85 Leather Sneaker - Size 11.5 in Polo Tan
Ralph Lauren
$148.00
Ralph Lauren Train 85 Leather Sneaker - Size 11.5 in Polo Tan
Ralph Lauren
$76.99
$110.00
Skechers Men's Mark Nason: Casual Cell Wrap - Robinson Shoes | Size 8.0 | Black | Textile/Leather/Synthetic
Skechers USA
4
30% off
$76.99
$110.00
Skechers Men's Mark Nason: Casual Cell Wrap - Robinson Shoes | Size 8.0 | Black | Textile/Leather/Synthetic
Skechers USA
$110.00
Ralph Lauren Heritage Court II Leather Sneaker - Size 11.5 in Polo Pale Russet
Ralph Lauren
354
$110.00
Ralph Lauren Heritage Court II Leather Sneaker - Size 11.5 in Polo Pale Russet
Ralph Lauren
$198.00
Ralph Lauren Asher Monk-Strap Shoe - Size 13 in Pale Russet
Ralph Lauren
$198.00
Ralph Lauren Asher Monk-Strap Shoe - Size 13 in Pale Russet
Ralph Lauren
$298.00
Ralph Lauren Edric Leather Penny Loafer - Size 7 in Brown
Ralph Lauren
$298.00
Ralph Lauren Edric Leather Penny Loafer - Size 7 in Brown
Ralph Lauren
$100.00
Skechers Men's Hands Free Slip-Ins Work: Cankton - Faison Sneaker | Size 11.0 Wide | Black | Leather/Textile/Synthetic
Skechers USA
298
$100.00
Skechers Men's Hands Free Slip-Ins Work: Cankton - Faison Sneaker | Size 11.0 Wide | Black | Leather/Textile/Synthetic
Skechers USA
$100.00
Skechers Men's Hands Free Slip-Ins RF: Respected - Elgin Slip-On Shoes | Size 11.0 | Brown | Textile/Leather
Skechers USA
4
$100.00
Skechers Men's Hands Free Slip-Ins RF: Respected - Elgin Slip-On Shoes | Size 11.0 | Brown | Textile/Leather
Skechers USA
$95.00
Ralph Lauren Telly Leather Penny Loafer - Size 10.5 in Black
Ralph Lauren
$95.00
Ralph Lauren Telly Leather Penny Loafer - Size 10.5 in Black
Ralph Lauren
$130.00
Ralph Lauren Brynn Burnished Leather Driver - Size 10 in Polo Tan
Ralph Lauren
$130.00
Ralph Lauren Brynn Burnished Leather Driver - Size 10 in Polo Tan
Ralph Lauren
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 10.5 | Brown | Leather/Synthetic
Skechers USA
618
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 10.5 | Brown | Leather/Synthetic
Skechers USA
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