Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Stretch Leather Comfort Shoes

27 items found

Sort By

Your Selections

Search Results

Dr. Martens - 2976. Color Saddle Tan. On sale for $141.15. MSRP $180.00. 22% off. 3.4 out of 5 stars

Brown Dr. Martens 2976

Brown Dr. Martens 2976

+2

Brand Name: Dr. Martens
Product Name: 2976
Gender: Men's
Color: Saddle Tan
Price: $141.15MSRP: $180.0022% OFF
Rating: 3Rated 3 stars out of 5(11)

Dr. Martens - 2976 Yellow Stitch Smooth Leather Chelsea Boots. Color Dark Brown Crazy Horse. On sale for $134.95. MSRP $170.00. 21% off. 3.8 out of 5 stars

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

+2

Brand Name: Dr. Martens
Product Name: 2976 Yellow Stitch Smooth Leather Chelsea Boots
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $134.95MSRP: $170.0021% OFF
Rating: 4Rated 4 stars out of 5(38)

Born - Brody. Color Taupe Dist. On sale for $91.82. MSRP $150.00. 39% off. 4.7 out of 5 stars

Taupe Born Brody

Taupe Born Brody

+2

Brand Name: Born
Product Name: Brody
Gender: Men's
Color: Taupe Dist
Price: $91.82MSRP: $150.0039% OFF
Rating: 5Rated 5 stars out of 5(27)

Wolverine - Alpha Ft Wolverine Infinity System Carbonmax® Slip-on Work Romeo. Color Black. $174.95.

Black Wolverine Alpha Ft Wolverine Infinity System Carbonmax® Slip-on Work Romeo

Black Wolverine Alpha Ft Wolverine Infinity System Carbonmax® Slip-on Work Romeo

Brand Name: Wolverine
Product Name: Alpha Ft Wolverine Infinity System Carbonmax® Slip-on Work Romeo
Gender: Men's
Color: Black
Price: $174.95
Rating

Florsheim - Lodge Plain Toe Gore Boot. Color Brown Crazy Horse. On sale for $99.97. MSRP $145.00. 31% off. 4.4 out of 5 stars

Brown Florsheim Lodge Plain Toe Gore Boot

Brown Florsheim Lodge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $99.97MSRP: $145.0031% OFF
Rating: 4Rated 4 stars out of 5(112)

Timberland PRO - Nashoba Soft Toe. Color Stout Brown-2024 NEW. $170.00. 4.3 out of 5 stars

Brown Timberland PRO Nashoba Soft Toe

Brown Timberland PRO Nashoba Soft Toe

Brand Name: Timberland PRO
Product Name: Nashoba Soft Toe
Gender: Unisex
Color: Stout Brown-2024 NEW
Price: $170.00
Rating: 4Rated 4 stars out of 5(31)

Dr. Martens - Embury. Color Black Wyoming. $130.00. 4.1 out of 5 stars

Black Dr. Martens Embury

Black Dr. Martens Embury

+3

Brand Name: Dr. Martens
Product Name: Embury
Gender: Unisex
Color: Black Wyoming
Price: $130.00
Rating: 4Rated 4 stars out of 5(102)

Naot - Business. Color Black Raven Leather/Black Crackle Leather/Gray Suede. Low Stock. On sale for $172.46. MSRP $229.95. 25% off. 4.6 out of 5 stars

Low Stock

Black Naot Business

Black Naot Business

+1

Brand Name: Naot
Product Name: Business
Gender: Men's
Color: Black Raven Leather/Black Crackle Leather/Gray Suede
Price: $172.46MSRP: $229.9525% OFF
Rating: 5Rated 5 stars out of 5(36)

Merrell - Alpine 83 Sneaker Recraft Mid Waterproof. Color Durum. On sale for $90.25. MSRP $125.00. 28% off. 3.4 out of 5 stars

Brown Merrell Alpine 83 Sneaker Recraft Mid Waterproof

Brown Merrell Alpine 83 Sneaker Recraft Mid Waterproof

+4

Brand Name: Merrell
Product Name: Alpine 83 Sneaker Recraft Mid Waterproof
Gender: Men's
Color: Durum
Price: $90.25MSRP: $125.0028% OFF
Rating: 3Rated 3 stars out of 5(5)

Tommy Hilfiger - Berton. Color Cognac. On sale for $78.10. MSRP $119.00. 34% off.

Tan Tommy Hilfiger Berton

Tan Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Cognac
Price: $78.10MSRP: $119.0034% OFF
Rating

Johnston & Murphy - XC Flex Raleigh Chelsea. Color Tan Full Grain. $184.95. 4.4 out of 5 stars

Tan Johnston & Murphy XC Flex Raleigh Chelsea

Tan Johnston & Murphy XC Flex Raleigh Chelsea

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Chelsea
Gender: Men's
Color: Tan Full Grain
Price: $184.95
Rating: 4Rated 4 stars out of 5(69)

Red Wing Heritage - Classic Chelsea. Color Amber Harness. $299.99. 4.8 out of 5 stars

Brown Red Wing Heritage Classic Chelsea

Brown Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Amber Harness
Price: $299.99
Rating: 5Rated 5 stars out of 5(13)

Merrell - Moab Adventure 3 Chelsea Wp. Color Black. $169.95. 2.8 out of 5 stars

Black Merrell Moab Adventure 3 Chelsea Wp

Black Merrell Moab Adventure 3 Chelsea Wp

+2

Brand Name: Merrell
Product Name: Moab Adventure 3 Chelsea Wp
Gender: Men's
Color: Black
Price: $169.95
Rating: 3Rated 3 stars out of 5(4)

Forsake - Phil Chelsea. Color Black. On sale for $111.58. MSRP $145.00. 23% off. 4.0 out of 5 stars

Black Forsake Phil Chelsea

Black Forsake Phil Chelsea

+3

Brand Name: Forsake
Product Name: Phil Chelsea
Gender: Men's
Color: Black
Price: $111.58MSRP: $145.0023% OFF
Rating: 4Rated 4 stars out of 5(43)

Allen Edmonds - Liverpool. Color Espresso Leather. Low Stock. $550.00. 4.3 out of 5 stars

Low Stock

Brown Allen Edmonds Liverpool

Brown Allen Edmonds Liverpool

+4

Brand Name: Allen Edmonds
Product Name: Liverpool
Gender: Men's
Color: Espresso Leather
Price: $550.00
Rating: 4Rated 4 stars out of 5(154)

Born - Hemlock. Color Black Full Grain. $144.95. 4.3 out of 5 stars

Black Born Hemlock

Black Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Gender: Men's
Color: Black Full Grain
Price: $144.95
Rating: 4Rated 4 stars out of 5(189)

KEEN - Anchorage Boot III Waterproof. Color Dark Earth/Mulch. $174.95. 4.0 out of 5 stars

Brown KEEN Anchorage Boot III Waterproof

Brown KEEN Anchorage Boot III Waterproof

+2

Brand Name: KEEN
Product Name: Anchorage Boot III Waterproof
Gender: Men's
Color: Dark Earth/Mulch
Price: $174.95
Rating: 4Rated 4 stars out of 5(385)

Deer Stags - Argos. Color Black/Blue. On sale for $48.00. MSRP $100.00. 52% off. 3.7 out of 5 stars

Black Deer Stags Argos

Black Deer Stags Argos

Brand Name: Deer Stags
Product Name: Argos
Gender: Men's
Color: Black/Blue
Price: $48.00MSRP: $100.0052% OFF
Rating: 4Rated 4 stars out of 5(24)

Birkenstock - Highwood Deep Blue. Color Black. $210.00. 3.2 out of 5 stars

Black Birkenstock Highwood Deep Blue

Black Birkenstock Highwood Deep Blue

+3

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Gender: Men's
Color: Black
Price: $210.00
Rating: 3Rated 3 stars out of 5(4)

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $100.26. MSRP $115.00. 13% off. 4.2 out of 5 stars

Brown Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brown Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $100.26MSRP: $115.0013% OFF
Rating: 4Rated 4 stars out of 5(102)

Eastland 1955 Edition - Herman. Color Black. Low Stock. $135.00.

Low Stock

Black Eastland 1955 Edition Herman

Black Eastland 1955 Edition Herman

+3

Brand Name: Eastland 1955 Edition
Product Name: Herman
Gender: Men's
Color: Black
Price: $135.00
Rating

Birkenstock - Stalon - Nubuck Leather (Unisex). Color Black Nubuck. Low Stock. $200.00. 3.8 out of 5 stars

Low Stock

Black Birkenstock Stalon - Nubuck Leather (Unisex)

Black Birkenstock Stalon - Nubuck Leather (Unisex)

Brand Name: Birkenstock
Product Name: Stalon - Nubuck Leather (Unisex)
Gender: Unisex
Color: Black Nubuck
Price: $200.00
Rating: 4Rated 4 stars out of 5(51)

Timberland PRO - Nashoba Composite Safety Toe. Color Black-2024 NEW. Low Stock. On sale for $164.95. MSRP $180.00. 8% off. 3.8 out of 5 stars

Low Stock

Black Timberland PRO Nashoba Composite Safety Toe

Black Timberland PRO Nashoba Composite Safety Toe

+2

Brand Name: Timberland PRO
Product Name: Nashoba Composite Safety Toe
Gender: Unisex
Color: Black-2024 NEW
Price: $164.95MSRP: $180.008% OFF
Rating: 4Rated 4 stars out of 5(73)

Eastland 1955 Edition - Daily Double. Color Brown Nubuck. On sale for $93.75. MSRP $125.00. 25% off. 3.4 out of 5 stars

Brown Eastland 1955 Edition Daily Double

Brown Eastland 1955 Edition Daily Double

+4

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Brown Nubuck
Price: $93.75MSRP: $125.0025% OFF
Rating: 3Rated 3 stars out of 5(14)

Dr. Martens - 2976 Smooth Leather Chelsea Boots. Color Black Smooth. Low Stock. $169.95. 4.0 out of 5 stars

Low Stock

Black Dr. Martens 2976 Smooth Leather Chelsea Boots

Black Dr. Martens 2976 Smooth Leather Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Smooth Leather Chelsea Boots
Gender: Unisex
Color: Black Smooth
Price: $169.95
Rating: 4Rated 4 stars out of 5(72)

Stacy Adams - Finney Cap Toe Chelsea Boot. Color Navy Multi. Low Stock. On sale for $132.82. MSRP $160.00. 17% off. 4.8 out of 5 stars

Low Stock

Blue Stacy Adams Finney Cap Toe Chelsea Boot

Blue Stacy Adams Finney Cap Toe Chelsea Boot

Brand Name: Stacy Adams
Product Name: Finney Cap Toe Chelsea Boot
Gender: Men's
Color: Navy Multi
Price: $132.82MSRP: $160.0017% OFF
Rating: 5Rated 5 stars out of 5(12)

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Black. Low Stock. On sale for $79.97. MSRP $115.00. 30% off. 3.9 out of 5 stars

Low Stock

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $79.97MSRP: $115.0030% OFF
Rating: 4Rated 4 stars out of 5(14)

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)