Shop Comfy Casual Winter Shoes Men

Sponsored
$129.00
Men's Snow Sneaker 5 Shoes, Lace-Up Dark Cocoa/Dark Earth 9 M(D), Suede Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$129.00
Men's Snow Sneaker 5 Shoes, Lace-Up Dark Cocoa/Dark Earth 9 M(D), Suede Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$129.00
Men's Snow Sneaker 5 Shoes, Lace-Up Carbon Navy/Carbon Navy 10.5 M(D), Suede Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$129.00
Men's Snow Sneaker 5 Shoes, Lace-Up Carbon Navy/Carbon Navy 10.5 M(D), Suede Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$115.00
Skechers Men's Hands Free Slip-Ins Mark Nason: Casual Glide Cell - Duncan Shoes | Size 12.0 | Cognac | Leather/Textile/Synthetic
Skechers USA
20% Off*
$115.00
Skechers Men's Hands Free Slip-Ins Mark Nason: Casual Glide Cell - Duncan Shoes | Size 12.0 | Cognac | Leather/Textile/Synthetic
Skechers USA
20% Off*
$100.00
Skechers Men's Hands Free Slip-Ins RF: Respected - Elgin Slip-On Shoes | Size 9.5 | Brown | Textile/Leather
Skechers USA
In store
20% Off*
$100.00
Skechers Men's Hands Free Slip-Ins RF: Respected - Elgin Slip-On Shoes | Size 9.5 | Brown | Textile/Leather
Skechers USA
20% Off*
$125.00
Skechers Men's Hands Free Slip-Ins Work: Holdredge - Ryker Sneaker | Size 8.0 | Brown | Leather/Textile/Synthetic
Skechers USA
20% Off*
$125.00
Skechers Men's Hands Free Slip-Ins Work: Holdredge - Ryker Sneaker | Size 8.0 | Brown | Leather/Textile/Synthetic
Skechers USA
20% Off*
$17.58
Winter Sports Shoes For Men, Thickened And Warm, Suitable For Middle-Aged And Elderly Fathers, Waterproof And Non-Slip Shoes For Older Men.
Temu US
21
$17.58
Winter Sports Shoes For Men, Thickened And Warm, Suitable For Middle-Aged And Elderly Fathers, Waterproof And Non-Slip Shoes For Older Men.
Temu US
21
$124.95
Propet Men's Blizzard Mid Zip Boots In Brown/Black, Size 9, X(3E) | Ames Walker
AmesWalker
1
$124.95
Propet Men's Blizzard Mid Zip Boots In Brown/Black, Size 9, X(3E) | Ames Walker
AmesWalker
1
$114.95
Propet Men's Blizzard Ankle Zip Boots In Brown/Black, Size 7.5, M(D) | Ames Walker
AmesWalker
2K+
$114.95
Propet Men's Blizzard Ankle Zip Boots In Brown/Black, Size 7.5, M(D) | Ames Walker
AmesWalker
2K+
$94.71
Propét Men's Blizzard Mid Zip-M Hiking Boot
Amazon.com
2
Free shipping
$94.71
Propét Men's Blizzard Mid Zip-M Hiking Boot
Amazon.com
2
$60.00
Men's Gripper Slipper Bootie - Sherpa-Lined - Black - Extra Large - Polyester - Bombas
Bombas
$60.00
Men's Gripper Slipper Bootie - Sherpa-Lined - Black - Extra Large - Polyester - Bombas
Bombas
$124.95
Propet Men's Blizzard Lace Boots In Brown/Black, Size 11.5, M(D) | Ames Walker
AmesWalker
42
$124.95
Propet Men's Blizzard Lace Boots In Brown/Black, Size 11.5, M(D) | Ames Walker
AmesWalker
42
$72.22
Merrell Men's Jungle Leather Slip-On Shoe Gunsmoke 9.5
Amazon.com
36K+
Free shipping
$72.22
Merrell Men's Jungle Leather Slip-On Shoe Gunsmoke 9.5
Amazon.com
36K+
$77.19
Merrell Men's Jungle Leather Slip-On Shoe Dark Earth 10.5
Amazon.com
27K+
Free shipping
$77.19
Merrell Men's Jungle Leather Slip-On Shoe Dark Earth 10.5
Amazon.com
27K+
$85.00
Moving Steps Men's Aurora Barefoot Minimalist Zero Drop Winter Shoes, Khaki / US9 | EU42 | UK8
Moving Steps
$85.00
Moving Steps Men's Aurora Barefoot Minimalist Zero Drop Winter Shoes, Khaki / US9 | EU42 | UK8
Moving Steps
$80.00
Men's Wooly Winter Shoes, Black / US9.5-10 | EU43 | UK8.5-9
Moving Steps
$80.00
Men's Wooly Winter Shoes, Black / US9.5-10 | EU43 | UK8.5-9
Moving Steps
$199.00
Thursday Boot Company Men's Captain Lace-Up Boot In Black Matte Size 9.5
Thursday Boot Company
$199.00
Thursday Boot Company Men's Captain Lace-Up Boot In Black Matte Size 9.5
Thursday Boot Company
$124.99
$150.00
Seniors Support Boots, Premium Arch Support, Ergonomic Sole, Men's Boots | Orthofeet Comfortable Shoes, Hunter, 11.5 / Medium / Brown
Orthofeet
411
16% off
$124.99
$150.00
Seniors Support Boots, Premium Arch Support, Ergonomic Sole, Men's Boots | Orthofeet Comfortable Shoes, Hunter, 11.5 / Medium / Brown
Orthofeet
411
$199.00
Thursday Boot Company Men's President Lace-Up Boot In Tobacco Size 10
Thursday Boot Company
$199.00
Thursday Boot Company Men's President Lace-Up Boot In Tobacco Size 10
Thursday Boot Company
$85.00
Moving Steps Men's Zermatt Barefoot Minimalist Zero Drop Winter Shoes, Blue / US9.5 | EU42 | UK8.5
Moving Steps
$85.00
Moving Steps Men's Zermatt Barefoot Minimalist Zero Drop Winter Shoes, Blue / US9.5 | EU42 | UK8.5
Moving Steps
$129.99
$160.00
Most Comfortable Foot Pain Relief Boots, Best Arch Support, Waterproof, Men's Boots | Orthofeet Footwear, Hunter, 10 / Medium / Black
Orthofeet
24
18% off
$129.99
$160.00
Most Comfortable Foot Pain Relief Boots, Best Arch Support, Waterproof, Men's Boots | Orthofeet Footwear, Hunter, 10 / Medium / Black
Orthofeet
24
$190.00
Baffin Mens Zone Winter Boots - 11.5 / Brown
GoBros.com
$190.00
Baffin Mens Zone Winter Boots - 11.5 / Brown
GoBros.com
$139.99
$160.00
Chukka Boots For Arthritis, Slip On Shoes, Premium Arch Support, Men's Slip On Boots | Orthofeet Comfortable Shoes, Verno, 7.5 / Medium / Brown
Orthofeet
12% off
$139.99
$160.00
Chukka Boots For Arthritis, Slip On Shoes, Premium Arch Support, Men's Slip On Boots | Orthofeet Comfortable Shoes, Verno, 7.5 / Medium / Brown
Orthofeet
$83.99
$139.99
Mountain Warehouse Field Mens Waterproof Vibram Shoes - Grey | Size 10½
Mountain Warehouse
40% off
$83.99
$139.99
Mountain Warehouse Field Mens Waterproof Vibram Shoes - Grey | Size 10½
Mountain Warehouse
$25.49
$59.99
Sonoma Goods For Life® Men's Memory Foam Boots, Size: 7, Brown
Kohl's
57% off
$25.49
$59.99
Sonoma Goods For Life® Men's Memory Foam Boots, Size: 7, Brown
Kohl's
$80.00
$100.00
Clarks® Eastford Low Men's Leather Shoes, Size: 8.5, Light Brown
Kohl's
1
Free shipping
20% off
$80.00
$100.00
Clarks® Eastford Low Men's Leather Shoes, Size: 8.5, Light Brown
Kohl's
1
$15.71
$96.99
Men's Winter Fleece-Lined Snow Boots - High-Top, Non-Slip, Thick Sole, Warm Outdoor Casual Shoes, Men's Winter Boots,Mens Boots,Boots For Men
Temu US
83% off
$15.71
$96.99
Men's Winter Fleece-Lined Snow Boots - High-Top, Non-Slip, Thick Sole, Warm Outdoor Casual Shoes, Men's Winter Boots,Mens Boots,Boots For Men
Temu US
$80.00
$100.00
Skechers Relaxed Fit® Respected Boswell Men's Boots, Size: 11, Dark Brown
Kohl's
750
Free shipping
20% off
$80.00
$100.00
Skechers Relaxed Fit® Respected Boswell Men's Boots, Size: 11, Dark Brown
Kohl's
750
$16.15
$16.61
Men's Fleece-Lined Winter Sneakers - Warm, Non-Slip Casual Walking Shoes With Easy Slip-On Design, Sneaker Slippers,Winter Shoes For Men,Outdoor
Temu US
$16.15
$16.61
Men's Fleece-Lined Winter Sneakers - Warm, Non-Slip Casual Walking Shoes With Easy Slip-On Design, Sneaker Slippers,Winter Shoes For Men,Outdoor
Temu US
$28.99
$60.69
Kaegreel Men's Waterproof Warm Fur Lining Letter Slip On Ankle Boots US 6.5/ EU 39-31151 Grey
Softlle
Free shipping
52% off
$28.99
$60.69
Kaegreel Men's Waterproof Warm Fur Lining Letter Slip On Ankle Boots US 6.5/ EU 39-31151 Grey
Softlle
Free shipping
$29.94
Mens Casual Hand Stitching Arch Support & Non-Slip Breathable Shoes - Brown, 8.5
tohittheroad.com
$29.94
Mens Casual Hand Stitching Arch Support & Non-Slip Breathable Shoes - Brown, 8.5
tohittheroad.com
$59.00
$189.00
Rothy's - Men's Monty In Grey, Size 13
Rothy's.com
68% off
$59.00
$189.00
Rothy's - Men's Monty In Grey, Size 13
Rothy's.com
$119.97
$170.00
Nike Lunar Force 1 Men's Winterized Duckboots In Brown, Size: 8.5 | 805899-202
Nike.com
29% off
$119.97
$170.00
Nike Lunar Force 1 Men's Winterized Duckboots In Brown, Size: 8.5 | 805899-202
Nike.com
$41.24
$90.00
St. John's Bay Mens Acton Flat Heel Chukka Boots | Brown | Regular 8 | Boots Chukka Boots | Memory Foam | Valentine's Day
JCPenney
In store
31
Curbside
$41.24
$90.00
St. John's Bay Mens Acton Flat Heel Chukka Boots | Brown | Regular 8 | Boots Chukka Boots | Memory Foam | Valentine's Day
JCPenney
31
$28.99
$60.69
Kaegreel Men's Waterproof Warm Fur Lining Letter Slip On Ankle Boots US 10.5/ EU 45-31151 Black
Softlle
Free shipping
52% off
$28.99
$60.69
Kaegreel Men's Waterproof Warm Fur Lining Letter Slip On Ankle Boots US 10.5/ EU 45-31151 Black
Softlle
Free shipping
$64.99
$110.00
Clarks Mens Shacre Flat Heel Chukka Boots | Brown | Regular 8 | Boots Chukka Boots | Comfort
JCPenney
40% off
$64.99
$110.00
Clarks Mens Shacre Flat Heel Chukka Boots | Brown | Regular 8 | Boots Chukka Boots | Comfort
JCPenney
$28.99
$60.69
Kaegreel Men's Waterproof Warm Fur Lining Letter Slip On Ankle Boots US 11.5/ EU 47-31151 Coffee
Softlle
Free shipping
52% off
$28.99
$60.69
Kaegreel Men's Waterproof Warm Fur Lining Letter Slip On Ankle Boots US 11.5/ EU 47-31151 Coffee
Softlle
Free shipping
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    Shop Comfy Casual Winter Shoes Men

    Sponsored
    $129.00
    Men's Snow Sneaker 5 Shoes, Lace-Up Dark Cocoa/Dark Earth 9 M(D), Suede Leather/Rubber | L.L.Bean
    L.L.Bean
    Free shipping
    $129.00
    Men's Snow Sneaker 5 Shoes, Lace-Up Dark Cocoa/Dark Earth 9 M(D), Suede Leather/Rubber | L.L.Bean
    L.L.Bean
    Free shipping
    $129.00
    Men's Snow Sneaker 5 Shoes, Lace-Up Carbon Navy/Carbon Navy 10.5 M(D), Suede Leather/Rubber | L.L.Bean
    L.L.Bean
    Free shipping
    $129.00
    Men's Snow Sneaker 5 Shoes, Lace-Up Carbon Navy/Carbon Navy 10.5 M(D), Suede Leather/Rubber | L.L.Bean
    L.L.Bean
    Free shipping
    $115.00
    Skechers Men's Hands Free Slip-Ins Mark Nason: Casual Glide Cell - Duncan Shoes | Size 12.0 | Cognac | Leather/Textile/Synthetic
    Skechers USA
    20% Off*
    $115.00
    Skechers Men's Hands Free Slip-Ins Mark Nason: Casual Glide Cell - Duncan Shoes | Size 12.0 | Cognac | Leather/Textile/Synthetic
    Skechers USA
    20% Off*
    $100.00
    Skechers Men's Hands Free Slip-Ins RF: Respected - Elgin Slip-On Shoes | Size 9.5 | Brown | Textile/Leather
    Skechers USA
    In store
    20% Off*
    $100.00
    Skechers Men's Hands Free Slip-Ins RF: Respected - Elgin Slip-On Shoes | Size 9.5 | Brown | Textile/Leather
    Skechers USA
    20% Off*
    $125.00
    Skechers Men's Hands Free Slip-Ins Work: Holdredge - Ryker Sneaker | Size 8.0 | Brown | Leather/Textile/Synthetic
    Skechers USA
    20% Off*
    $125.00
    Skechers Men's Hands Free Slip-Ins Work: Holdredge - Ryker Sneaker | Size 8.0 | Brown | Leather/Textile/Synthetic
    Skechers USA
    20% Off*
    $17.58
    Winter Sports Shoes For Men, Thickened And Warm, Suitable For Middle-Aged And Elderly Fathers, Waterproof And Non-Slip Shoes For Older Men.
    Temu US
    21
    $17.58
    Winter Sports Shoes For Men, Thickened And Warm, Suitable For Middle-Aged And Elderly Fathers, Waterproof And Non-Slip Shoes For Older Men.
    Temu US
    21
    $124.95
    Propet Men's Blizzard Mid Zip Boots In Brown/Black, Size 9, X(3E) | Ames Walker
    AmesWalker
    1
    $124.95
    Propet Men's Blizzard Mid Zip Boots In Brown/Black, Size 9, X(3E) | Ames Walker
    AmesWalker
    1
    $114.95
    Propet Men's Blizzard Ankle Zip Boots In Brown/Black, Size 7.5, M(D) | Ames Walker
    AmesWalker
    2K+
    $114.95
    Propet Men's Blizzard Ankle Zip Boots In Brown/Black, Size 7.5, M(D) | Ames Walker
    AmesWalker
    2K+
    $94.71
    Propét Men's Blizzard Mid Zip-M Hiking Boot
    Amazon.com
    2
    Free shipping
    $94.71
    Propét Men's Blizzard Mid Zip-M Hiking Boot
    Amazon.com
    2
    $60.00
    Men's Gripper Slipper Bootie - Sherpa-Lined - Black - Extra Large - Polyester - Bombas
    Bombas
    $60.00
    Men's Gripper Slipper Bootie - Sherpa-Lined - Black - Extra Large - Polyester - Bombas
    Bombas
    $124.95
    Propet Men's Blizzard Lace Boots In Brown/Black, Size 11.5, M(D) | Ames Walker
    AmesWalker
    42
    $124.95
    Propet Men's Blizzard Lace Boots In Brown/Black, Size 11.5, M(D) | Ames Walker
    AmesWalker
    42
    $72.22
    Merrell Men's Jungle Leather Slip-On Shoe Gunsmoke 9.5
    Amazon.com
    36K+
    Free shipping
    $72.22
    Merrell Men's Jungle Leather Slip-On Shoe Gunsmoke 9.5
    Amazon.com
    36K+
    $77.19
    Merrell Men's Jungle Leather Slip-On Shoe Dark Earth 10.5
    Amazon.com
    27K+
    Free shipping
    $77.19
    Merrell Men's Jungle Leather Slip-On Shoe Dark Earth 10.5
    Amazon.com
    27K+
    $85.00
    Moving Steps Men's Aurora Barefoot Minimalist Zero Drop Winter Shoes, Khaki / US9 | EU42 | UK8
    Moving Steps
    $85.00
    Moving Steps Men's Aurora Barefoot Minimalist Zero Drop Winter Shoes, Khaki / US9 | EU42 | UK8
    Moving Steps
    $80.00
    Men's Wooly Winter Shoes, Black / US9.5-10 | EU43 | UK8.5-9
    Moving Steps
    $80.00
    Men's Wooly Winter Shoes, Black / US9.5-10 | EU43 | UK8.5-9
    Moving Steps
    $199.00
    Thursday Boot Company Men's Captain Lace-Up Boot In Black Matte Size 9.5
    Thursday Boot Company
    $199.00
    Thursday Boot Company Men's Captain Lace-Up Boot In Black Matte Size 9.5
    Thursday Boot Company
    $124.99
    $150.00
    Seniors Support Boots, Premium Arch Support, Ergonomic Sole, Men's Boots | Orthofeet Comfortable Shoes, Hunter, 11.5 / Medium / Brown
    Orthofeet
    411
    16% off
    $124.99
    $150.00
    Seniors Support Boots, Premium Arch Support, Ergonomic Sole, Men's Boots | Orthofeet Comfortable Shoes, Hunter, 11.5 / Medium / Brown
    Orthofeet
    411
    $199.00
    Thursday Boot Company Men's President Lace-Up Boot In Tobacco Size 10
    Thursday Boot Company
    $199.00
    Thursday Boot Company Men's President Lace-Up Boot In Tobacco Size 10
    Thursday Boot Company