Shop Best Casual Dress Boots for Men

Ads
$114.99
$150.00
Most Comfortable Supportive Boots, Premium Arch Support, Superior Comfort & Protection, Men's Boots | Orthofeet Footwear, Ryder, 13 / Medium / Black
Orthofeet
60-day returns (most items)
23% off
$114.99
$150.00
Most Comfortable Supportive Boots, Premium Arch Support, Superior Comfort & Protection, Men's Boots | Orthofeet Footwear, Ryder, 13 / Medium / Black
Orthofeet
60-day returns
$160.00
Olukai Papaku Ili - Mustang | Mens Nubuck Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
OluKai Official Store
30-day returns (most items)
$160.00
Olukai Papaku Ili - Mustang | Mens Nubuck Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
OluKai Official Store
30-day returns
$149.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Dark Oakwood 10.5 M(D), Leather/Rubber
L.L.Bean
10% Off*
Free shipping
$149.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Dark Oakwood 10.5 M(D), Leather/Rubber
L.L.Bean
10% Off*
$184.95
Johnston & Murphy XC Flex Raleigh Cap Toe Zip Men's Boots Black Full Grain : 9 m (D), Leather
Zappos
$184.95
Johnston & Murphy XC Flex Raleigh Cap Toe Zip Men's Boots Black Full Grain : 9 m (D), Leather
Zappos
$149.95
Florsheim Duke Men's Dress Zip Boots Black Cavello : 10.5 D (M), Leather
Zappos
$149.95
Florsheim Duke Men's Dress Zip Boots Black Cavello : 10.5 D (M), Leather
Zappos
$175.00
Olukai Kekaha - Toffee / Off White | Mens Waterproof Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support
OluKai Official Store
$175.00
Olukai Kekaha - Toffee / Off White | Mens Waterproof Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support
OluKai Official Store
$189.95
Cole Haan American Classics Montrose Plain Toe Oxford Men's Lace-Up Boots British Tan/Angora : 10.5 D - Medium, Leather
Zappos
2K+
$189.95
Cole Haan American Classics Montrose Plain Toe Oxford Men's Lace-Up Boots British Tan/Angora : 10.5 D - Medium, Leather
Zappos
2K+
$139.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5(EE), Leather/Rubber
L.L.Bean
10% Off*
Free shipping
$139.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5(EE), Leather/Rubber
L.L.Bean
10% Off*
$150.00
Olukai Molina - Tan / Ray | Mens Durable Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
OluKai Official Store
30-day returns (most items)
$150.00
Olukai Molina - Tan / Ray | Mens Durable Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
OluKai Official Store
30-day returns
$130.18
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
Free shipping
$130.18
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
Free shipping
$199.00
Thursday Boot Company Captain Men's Lace-Up Boot Brandy 11.5
Amazon.com
Free shipping
$199.00
Thursday Boot Company Captain Men's Lace-Up Boot Brandy 11.5
Amazon.com
Free shipping
$179.00
L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 11 M(D), Leather/Rubber
L.L.Bean
10% Off*
Free shipping
$179.00
L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 11 M(D), Leather/Rubber
L.L.Bean
10% Off*
$199.95
Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 12 D / Medium By Ariat
Ariat
$199.95
Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 12 D / Medium By Ariat
Ariat
$154.98
Cole Haan Chester Chukka - Men's / Brown Dress Shoes - Size 11.5
Shoes for Crews
$154.98
Cole Haan Chester Chukka - Men's / Brown Dress Shoes - Size 11.5
Shoes for Crews
$95.00
Skechers Men's Work Relaxed Fit: Wascana - Millit WP Boots | Size 9.5 | Camel | Leather/Textile/Synthetic
Skechers USA
20% Off*
$95.00
Skechers Men's Work Relaxed Fit: Wascana - Millit WP Boots | Size 9.5 | Camel | Leather/Textile/Synthetic
Skechers USA
20% Off*
$64.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots Black 8.5
Amazon.com
Free shipping
$64.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots Black 8.5
Amazon.com
Free shipping
$89.99
HEYDUDE | Men's Boots | Bradley Classic - Brown | Size 14
Hey Dude Shoes
$89.99
HEYDUDE | Men's Boots | Bradley Classic - Brown | Size 14
Hey Dude Shoes
$200.00
BIRKENSTOCK Highwood Slip On Men Suede Leather Taupe Boots - Size 10-10.5
BIRKENSTOCK
$200.00
BIRKENSTOCK Highwood Slip On Men Suede Leather Taupe Boots - Size 10-10.5
BIRKENSTOCK
$94.99
$99.99
HEYDUDE | Men's Boots | Bradley Leather Boot - Brown | Size 4
Hey Dude Shoes
$94.99
$99.99
HEYDUDE | Men's Boots | Bradley Leather Boot - Brown | Size 4
Hey Dude Shoes
$210.00
Vionic Men's Livermore Lace Up Boot With Arch Support In Black Leather, Size 10 Wide
Vionic Shoes
$210.00
Vionic Men's Livermore Lace Up Boot With Arch Support In Black Leather, Size 10 Wide
Vionic Shoes
$154.98
Cole Haan Chester Chukka - Men's / Black Dress Shoes - Size 7
Shoes for Crews
$154.98
Cole Haan Chester Chukka - Men's / Black Dress Shoes - Size 7
Shoes for Crews
$149.99
Florsheim Extra Wide Width Essex Moc Toe Boot | Men's | Black | Size 10 | Boots
DSW
Free shipping
$149.99
Florsheim Extra Wide Width Essex Moc Toe Boot | Men's | Black | Size 10 | Boots
DSW
Free shipping
$120.00
Clarks Mens Eastridge Flat Heel Lace Up Boots | Brown | Regular 10 1/2 | Boots Lace Up Boots | Comfort
JCPenney
Free shipping
$120.00
Clarks Mens Eastridge Flat Heel Lace Up Boots | Brown | Regular 10 1/2 | Boots Lace Up Boots | Comfort
JCPenney
Free shipping
$129.99
Florsheim Mens Midtown Plain Toe Zipper Boot Men's Cognac Size 8.5m | Rack Room Shoes
Rack Room Shoes
$129.99
Florsheim Mens Midtown Plain Toe Zipper Boot Men's Cognac Size 8.5m | Rack Room Shoes
Rack Room Shoes
$154.95
Men's Groundbreaker Chelsea Wide Square Toe Waterproof Work Boots In Dark Brown, Size: 12 D / Medium By Ariat
Ariat
$154.95
Men's Groundbreaker Chelsea Wide Square Toe Waterproof Work Boots In Dark Brown, Size: 12 D / Medium By Ariat
Ariat
$200.00
BIRKENSTOCK Highwood Slip On Men Leather Black Boots - Size 13-13.5
BIRKENSTOCK
$200.00
BIRKENSTOCK Highwood Slip On Men Leather Black Boots - Size 13-13.5
BIRKENSTOCK
$139.95
ABEO Compass Zip Boots - Black Leather
WalkingCo
$139.95
ABEO Compass Zip Boots - Black Leather
WalkingCo
$159.95
Men's Heritage Lacer Boots In Distressed Brown, Size: 10.5 EE / Wide By Ariat
Ariat
$159.95
Men's Heritage Lacer Boots In Distressed Brown, Size: 10.5 EE / Wide By Ariat
Ariat
$134.95
Florsheim Shoes Men's Midtown Cognac Zipper Boots | Size: 11.5-D US, Calf/Leather | By Arrowsmith Shoes
Arrowsmith Shoes
$134.95
Florsheim Shoes Men's Midtown Cognac Zipper Boots | Size: 11.5-D US, Calf/Leather | By Arrowsmith Shoes
Arrowsmith Shoes
$139.95
ABEO Compass Zip Boots - Dark Brown
WalkingCo
$139.95
ABEO Compass Zip Boots - Dark Brown
WalkingCo
$177.00
$187.00
Georgia Men's Farm And Ranch 8" Lacer Work Boot - Brown - G7014, 8 / Medium / Brown
Overlook Boots
$177.00
$187.00
Georgia Men's Farm And Ranch 8" Lacer Work Boot - Brown - G7014, 8 / Medium / Brown
Overlook Boots
$79.99
$120.00
Clarks Mens Walpath Zip Waterproof Flat Heel Winter Boots | Brown | Regular 11 | Boots Winter Boots | Waterproof | Fall Fashion
JCPenney
Free shipping
33% off
$79.99
$120.00
Clarks Mens Walpath Zip Waterproof Flat Heel Winter Boots | Brown | Regular 11 | Boots Winter Boots | Waterproof | Fall Fashion
JCPenney
Free shipping
$109.99
$135.00
Florsheim Mens Center Flat Heel Dress Boots | Brown | Regular 9 1/2 | Boots Dress Boots | Comfort
JCPenney
Free shipping
18% off
$109.99
$135.00
Florsheim Mens Center Flat Heel Dress Boots | Brown | Regular 9 1/2 | Boots Dress Boots | Comfort
JCPenney
Free shipping
$200.00
BIRKENSTOCK Highwood Slip On Men Leather Chocolate Boots - Size 11-11.5
BIRKENSTOCK
$200.00
BIRKENSTOCK Highwood Slip On Men Leather Chocolate Boots - Size 11-11.5
BIRKENSTOCK
$94.99
$99.99
HEYDUDE | Men's Boots | Bradley Leather Boot - Cognac | Size 9
Hey Dude Shoes
$94.99
$99.99
HEYDUDE | Men's Boots | Bradley Leather Boot - Cognac | Size 9
Hey Dude Shoes
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 10.5 | Brown | Leather/Synthetic
Skechers USA
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 10.5 | Brown | Leather/Synthetic
Skechers USA
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    Shop Best Casual Dress Boots for Men

    Ads
    $114.99
    $150.00
    Most Comfortable Supportive Boots, Premium Arch Support, Superior Comfort & Protection, Men's Boots | Orthofeet Footwear, Ryder, 13 / Medium / Black
    Orthofeet
    60-day returns (most items)
    23% off
    $114.99
    $150.00
    Most Comfortable Supportive Boots, Premium Arch Support, Superior Comfort & Protection, Men's Boots | Orthofeet Footwear, Ryder, 13 / Medium / Black
    Orthofeet
    60-day returns
    $160.00
    Olukai Papaku Ili - Mustang | Mens Nubuck Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
    OluKai Official Store
    30-day returns (most items)
    $160.00
    Olukai Papaku Ili - Mustang | Mens Nubuck Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
    OluKai Official Store
    30-day returns
    $149.00
    L.L.Bean | Men's Stonington Boots, Moc-Toe Dark Oakwood 10.5 M(D), Leather/Rubber
    L.L.Bean
    10% Off*
    Free shipping
    $149.00
    L.L.Bean | Men's Stonington Boots, Moc-Toe Dark Oakwood 10.5 M(D), Leather/Rubber
    L.L.Bean
    10% Off*
    $184.95
    Johnston & Murphy XC Flex Raleigh Cap Toe Zip Men's Boots Black Full Grain : 9 m (D), Leather
    Zappos
    $184.95
    Johnston & Murphy XC Flex Raleigh Cap Toe Zip Men's Boots Black Full Grain : 9 m (D), Leather
    Zappos
    $149.95
    Florsheim Duke Men's Dress Zip Boots Black Cavello : 10.5 D (M), Leather
    Zappos
    $149.95
    Florsheim Duke Men's Dress Zip Boots Black Cavello : 10.5 D (M), Leather
    Zappos
    $175.00
    Olukai Kekaha - Toffee / Off White | Mens Waterproof Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support
    OluKai Official Store
    $175.00
    Olukai Kekaha - Toffee / Off White | Mens Waterproof Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support
    OluKai Official Store
    $189.95
    Cole Haan American Classics Montrose Plain Toe Oxford Men's Lace-Up Boots British Tan/Angora : 10.5 D - Medium, Leather
    Zappos
    2K+
    $189.95
    Cole Haan American Classics Montrose Plain Toe Oxford Men's Lace-Up Boots British Tan/Angora : 10.5 D - Medium, Leather
    Zappos
    2K+
    $139.00
    L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5(EE), Leather/Rubber
    L.L.Bean
    10% Off*
    Free shipping
    $139.00
    L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5(EE), Leather/Rubber
    L.L.Bean
    10% Off*
    $150.00
    Olukai Molina - Tan / Ray | Mens Durable Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
    OluKai Official Store
    30-day returns (most items)
    $150.00
    Olukai Molina - Tan / Ray | Mens Durable Leather Boots - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
    OluKai Official Store
    30-day returns
    $130.18
    Florsheim Men's Medfield Plain Toe Zip Boot Fashion
    Amazon.com
    Free shipping
    $130.18
    Florsheim Men's Medfield Plain Toe Zip Boot Fashion
    Amazon.com
    Free shipping
    $199.00
    Thursday Boot Company Captain Men's Lace-Up Boot Brandy 11.5
    Amazon.com
    Free shipping
    $199.00
    Thursday Boot Company Captain Men's Lace-Up Boot Brandy 11.5
    Amazon.com
    Free shipping
    $179.00
    L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 11 M(D), Leather/Rubber
    L.L.Bean
    10% Off*
    Free shipping
    $179.00
    L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 11 M(D), Leather/Rubber
    L.L.Bean
    10% Off*
    $199.95
    Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 12 D / Medium By Ariat
    Ariat
    $199.95
    Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 12 D / Medium By Ariat
    Ariat
    $154.98
    Cole Haan Chester Chukka - Men's / Brown Dress Shoes - Size 11.5
    Shoes for Crews
    $154.98
    Cole Haan Chester Chukka - Men's / Brown Dress Shoes - Size 11.5
    Shoes for Crews
    $95.00
    Skechers Men's Work Relaxed Fit: Wascana - Millit WP Boots | Size 9.5 | Camel | Leather/Textile/Synthetic
    Skechers USA
    20% Off*
    $95.00
    Skechers Men's Work Relaxed Fit: Wascana - Millit WP Boots | Size 9.5 | Camel | Leather/Textile/Synthetic
    Skechers USA
    20% Off*
    $64.99
    Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots Black 8.5
    Amazon.com
    Free shipping
    $64.99
    Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots Black 8.5
    Amazon.com
    Free shipping
    $89.99
    HEYDUDE | Men's Boots | Bradley Classic - Brown | Size 14
    Hey Dude Shoes
    $89.99
    HEYDUDE | Men's Boots | Bradley Classic - Brown | Size 14
    Hey Dude Shoes
    $200.00
    BIRKENSTOCK Highwood Slip On Men Suede Leather Taupe Boots - Size 10-10.5
    BIRKENSTOCK
    $200.00
    BIRKENSTOCK Highwood Slip On Men Suede Leather Taupe Boots - Size 10-10.5
    BIRKENSTOCK