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

Men's Size 5.5 Leather Boots

46 items found

Sort By

Your Selections

Search Results

. Timberland PRO - Sawhorse 6" Composite Safety Toe. Color Wheat 1. On sale for $129.95. MSRP $150.00.. 3.6 out of 5 stars

Tan Timberland PRO Sawhorse 6" Composite Safety Toe

Tan Timberland PRO Sawhorse 6" Composite Safety Toe

+8

Brand Name: Timberland PRO
Product Name: Sawhorse 6" Composite Safety Toe
Gender: Unisex
Color: Wheat 1
Price: $129.95MSRP: $150.00
Rating: 4Rated 4 stars out of 5(831)

Original S.W.A.T. - Alpha Freedom 6" Hands Free Safety Toe. Color Black. On sale for $149.99. MSRP $159.99.. 4.0 out of 5 stars

Black Original S.W.A.T. Alpha Freedom 6" Hands Free Safety Toe

Black Original S.W.A.T. Alpha Freedom 6" Hands Free Safety Toe

Brand Name: Original S.W.A.T.
Product Name: Alpha Freedom 6" Hands Free Safety Toe
Gender: Unisex
Color: Black
Price: $149.99MSRP: $159.99
Rating: 4Rated 4 stars out of 5(1)

Wolverine - Carlsbad Waterproof Steel Toe 6". Color Dark Brown. On sale for $99.95. MSRP $110.00.. 2.3 out of 5 stars

Brown Wolverine Carlsbad Waterproof Steel Toe 6"

Brown Wolverine Carlsbad Waterproof Steel Toe 6"

Brand Name: Wolverine
Product Name: Carlsbad Waterproof Steel Toe 6"
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $110.00
Rating: 2Rated 2 stars out of 5(9)

Original S.W.A.T. - Classic 6" Lace-Up. Color Black. On sale for $124.99. MSRP $134.99.. 4.0 out of 5 stars

Black Original S.W.A.T. Classic 6" Lace-Up

Black Original S.W.A.T. Classic 6" Lace-Up

Brand Name: Original S.W.A.T.
Product Name: Classic 6" Lace-Up
Gender: Unisex
Color: Black
Price: $124.99MSRP: $134.99
Rating: 4Rated 4 stars out of 5(20)

. Blundstone - BL558 Classic 550 Chelsea Boot. Color Black. $229.95. 4.5 out of 5 stars

Black Blundstone BL558 Classic 550 Chelsea Boot

Black Blundstone BL558 Classic 550 Chelsea Boot

Brand Name: Blundstone
Product Name: BL558 Classic 550 Chelsea Boot
Gender: Unisex
Color: Black
Price: $229.95
Rating: 5Rated 5 stars out of 5(371)

Original S.W.A.T. - Classic 6" Side Zip Waterproof Safety Toe. Color Black. On sale for $159.99. MSRP $169.99.. 3.6 out of 5 stars

Black Original S.W.A.T. Classic 6" Side Zip Waterproof Safety Toe

Black Original S.W.A.T. Classic 6" Side Zip Waterproof Safety Toe

Brand Name: Original S.W.A.T.
Product Name: Classic 6" Side Zip Waterproof Safety Toe
Gender: Men's
Color: Black
Price: $159.99MSRP: $169.99
Rating: 4Rated 4 stars out of 5(18)

ACE Work Boots - Mammoth IV Composite Toe. Color Brown. $119.98. 3.5 out of 5 stars

Brown ACE Work Boots Mammoth IV Composite Toe

Brown ACE Work Boots Mammoth IV Composite Toe

Brand Name: ACE Work Boots
Product Name: Mammoth IV Composite Toe
Gender: Unisex
Color: Brown
Price: $119.98
Rating: 3Rated 3 stars out of 5(20)

Original S.W.A.T. - Classic 6" Side Zip. Color Black. On sale for $124.99. MSRP $134.99.. 4.0 out of 5 stars

Black Original S.W.A.T. Classic 6" Side Zip

Black Original S.W.A.T. Classic 6" Side Zip

Brand Name: Original S.W.A.T.
Product Name: Classic 6" Side Zip
Gender: Men's
Color: Black
Price: $124.99MSRP: $134.99
Rating: 4Rated 4 stars out of 5(4)

Original S.W.A.T. - Alpha Fury 6" Side Zip Leather Toe. Color Black. On sale for $129.99. MSRP $139.99.. 3.7 out of 5 stars

Black Original S.W.A.T. Alpha Fury 6" Side Zip Leather Toe

Black Original S.W.A.T. Alpha Fury 6" Side Zip Leather Toe

Brand Name: Original S.W.A.T.
Product Name: Alpha Fury 6" Side Zip Leather Toe
Gender: Unisex
Color: Black
Price: $129.99MSRP: $139.99
Rating: 4Rated 4 stars out of 5(30)

ACE Work Boots - Redrock 6" Composite Toe. Color Black. On sale for $121.99. MSRP $129.98.. 4.2 out of 5 stars

Black ACE Work Boots Redrock 6" Composite Toe

Black ACE Work Boots Redrock 6" Composite Toe

Brand Name: ACE Work Boots
Product Name: Redrock 6" Composite Toe
Gender: Unisex
Color: Black
Price: $121.99MSRP: $129.98
Rating: 4Rated 4 stars out of 5(15)

Original S.W.A.T. - Metro 9" Side Zip Safety Toe. Color Black. On sale for $154.99. MSRP $164.99.. 4.1 out of 5 stars

Black Original S.W.A.T. Metro 9" Side Zip Safety Toe

Black Original S.W.A.T. Metro 9" Side Zip Safety Toe

Brand Name: Original S.W.A.T.
Product Name: Metro 9" Side Zip Safety Toe
Gender: Men's
Color: Black
Price: $154.99MSRP: $164.99
Rating: 4Rated 4 stars out of 5(35)

Original S.W.A.T. - Classic 9" Lace-Up. Color Black. On sale for $129.99. MSRP $139.99.. 3.9 out of 5 stars

Black Original S.W.A.T. Classic 9" Lace-Up

Black Original S.W.A.T. Classic 9" Lace-Up

+2

Brand Name: Original S.W.A.T.
Product Name: Classic 9" Lace-Up
Gender: Unisex
Color: Black
Price: $129.99MSRP: $139.99
Rating: 4Rated 4 stars out of 5(10)

Original S.W.A.T. - Metro 5" Side Zip Safety Toe. Color Black. On sale for $129.99. MSRP $139.99.. 4.2 out of 5 stars

Black Original S.W.A.T. Metro 5" Side Zip Safety Toe

Black Original S.W.A.T. Metro 5" Side Zip Safety Toe

Brand Name: Original S.W.A.T.
Product Name: Metro 5" Side Zip Safety Toe
Gender: Unisex
Color: Black
Price: $129.99MSRP: $139.99
Rating: 4Rated 4 stars out of 5(13)

Original S.W.A.T. - Alpha Freedom 8" Hands Free Safety Toe. Color Black. On sale for $154.99. MSRP $164.99..

Black Original S.W.A.T. Alpha Freedom 8" Hands Free Safety Toe

Black Original S.W.A.T. Alpha Freedom 8" Hands Free Safety Toe

Brand Name: Original S.W.A.T.
Product Name: Alpha Freedom 8" Hands Free Safety Toe
Gender: Unisex
Color: Black
Price: $154.99MSRP: $164.99
Rating

Original S.W.A.T. - ProTec 8" Side Zip Polishable Toe Boot. Color Black. $84.99.

Black Original S.W.A.T. ProTec 8" Side Zip Polishable Toe Boot

Black Original S.W.A.T. ProTec 8" Side Zip Polishable Toe Boot

Brand Name: Original S.W.A.T.
Product Name: ProTec 8" Side Zip Polishable Toe Boot
Gender: Unisex
Color: Black
Price: $84.99
Rating

Original S.W.A.T. - ProTec 6" Side Zip Polishable Toe Boot. Color Black. $82.99.

Black Original S.W.A.T. ProTec 6" Side Zip Polishable Toe Boot

Black Original S.W.A.T. ProTec 6" Side Zip Polishable Toe Boot

Brand Name: Original S.W.A.T.
Product Name: ProTec 6" Side Zip Polishable Toe Boot
Gender: Unisex
Color: Black
Price: $82.99
Rating

Blundstone - BL510 Original 500 Chelsea Boot. Color Black. $209.95. 4.4 out of 5 stars

Black Blundstone BL510 Original 500 Chelsea Boot

Black Blundstone BL510 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL510 Original 500 Chelsea Boot
Gender: Unisex
Color: Black
Price: $209.95
Rating: 4Rated 4 stars out of 5(384)

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

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(42)

ECCO Sport - Track 25 GORE-TEX® Boot. Color Black/Black. $260.00. 4.2 out of 5 stars

Black ECCO Sport Track 25 GORE-TEX® Boot

Black ECCO Sport Track 25 GORE-TEX® Boot

+2

Brand Name: ECCO Sport
Product Name: Track 25 GORE-TEX® Boot
Gender: Men's
Color: Black/Black
Price: $260.00
Rating: 4Rated 4 stars out of 5(28)

Original S.W.A.T. - Alpha Fury 6" Side Zip Leather Toe Waterproof. Color Black. On sale for $149.99. MSRP $159.99.. 3.5 out of 5 stars

Black Original S.W.A.T. Alpha Fury 6" Side Zip Leather Toe Waterproof

Black Original S.W.A.T. Alpha Fury 6" Side Zip Leather Toe Waterproof

Brand Name: Original S.W.A.T.
Product Name: Alpha Fury 6" Side Zip Leather Toe Waterproof
Gender: Unisex
Color: Black
Price: $149.99MSRP: $159.99
Rating: 4Rated 4 stars out of 5(14)

Iron Age - Groundbreaker. Color Brown. On sale for $134.99. MSRP $168.00.. 3.9 out of 5 stars

Brown Iron Age Groundbreaker

Brown Iron Age Groundbreaker

+2

Brand Name: Iron Age
Product Name: Groundbreaker
Gender: Men's
Color: Brown
Price: $134.99MSRP: $168.00
Rating: 4Rated 4 stars out of 5(7)

Blundstone - BL1609 Classic 550 Chelsea Boot. Color Antique Brown. Low Stock. $229.95. 4.6 out of 5 stars

6 left in stock

Brown Blundstone BL1609 Classic 550 Chelsea Boot

Brown Blundstone BL1609 Classic 550 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1609 Classic 550 Chelsea Boot
Gender: Unisex
Color: Antique Brown
Price: $229.95
Rating: 5Rated 5 stars out of 5(117)

ECCO Sport - Ultra Terrain Waterproof Mid Hiking Boot. Color Tarmac/Tarmac/Black. $200.00. 5.0 out of 5 stars

Brown ECCO Sport Ultra Terrain Waterproof Mid Hiking Boot

Brown ECCO Sport Ultra Terrain Waterproof Mid Hiking Boot

+2

Brand Name: ECCO Sport
Product Name: Ultra Terrain Waterproof Mid Hiking Boot
Gender: Men's
Color: Tarmac/Tarmac/Black
Price: $200.00
Rating: 5Rated 5 stars out of 5(1)

Blundstone - BL500 Original 500 Chelsea Boot. Color Stout Brown. $209.95. 4.4 out of 5 stars

Brown Blundstone BL500 Original 500 Chelsea Boot

Brown Blundstone BL500 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL500 Original 500 Chelsea Boot
Gender: Unisex
Color: Stout Brown
Price: $209.95
Rating: 4Rated 4 stars out of 5(399)

Iron Age - Groundbreaker 8-Inch EH Steel Toe. Color Brown 2. $177.00.

Brown Iron Age Groundbreaker 8-Inch EH Steel Toe

Brown Iron Age Groundbreaker 8-Inch EH Steel Toe

Brand Name: Iron Age
Product Name: Groundbreaker 8-Inch EH Steel Toe
Gender: Men's
Color: Brown 2
Price: $177.00
Rating

Blundstone - BL2305 Original Chelsea Boots. Color Sierra Brown. $224.95. 5.0 out of 5 stars

Brown Blundstone BL2305 Original Chelsea Boots

Brown Blundstone BL2305 Original Chelsea Boots

Brand Name: Blundstone
Product Name: BL2305 Original Chelsea Boots
Gender: Unisex
Color: Sierra Brown
Price: $224.95
Rating: 5Rated 5 stars out of 5(1)

Vans - Standard MTE Snow Boot. Color Black/White 21. On sale for $108.79. MSRP $169.99.. 4.4 out of 5 stars

Black Vans Standard MTE Snow Boot

Black Vans Standard MTE Snow Boot

Brand Name: Vans
Product Name: Standard MTE Snow Boot
Gender: Men's
Color: Black/White 21
Price: $108.79MSRP: $169.99
Rating: 4Rated 4 stars out of 5(51)

ECCO - S Lite Hybrid GORE-TEX® Waterproof. Color Black. On sale for $148.29. MSRP $180.00.. 3.2 out of 5 stars

Black ECCO S Lite Hybrid GORE-TEX® Waterproof

Black ECCO S Lite Hybrid GORE-TEX® Waterproof

Brand Name: ECCO
Product Name: S Lite Hybrid GORE-TEX® Waterproof
Gender: Men's
Color: Black
Price: $148.29MSRP: $180.00
Rating: 3Rated 3 stars out of 5(5)

Thorogood - 8 Inch Side Zipper Work Boot. Color Black. Low Stock. On sale for $150.00. MSRP $180.00.. 3.9 out of 5 stars

10 left in stock

Black Thorogood 8 Inch Side Zipper Work Boot

Black Thorogood 8 Inch Side Zipper Work Boot

Brand Name: Thorogood
Product Name: 8 Inch Side Zipper Work Boot
Gender: Men's
Color: Black
Price: $150.00MSRP: $180.00
Rating: 4Rated 4 stars out of 5(19)

Blundstone - BL2342 Classic Chelsea Boots. Color Black/Red/Black Outsole. Low Stock. $239.95. 5.0 out of 5 stars

8 left in stock

Black Blundstone BL2342 Classic Chelsea Boots

Black Blundstone BL2342 Classic Chelsea Boots

Brand Name: Blundstone
Product Name: BL2342 Classic Chelsea Boots
Gender: Unisex
Color: Black/Red/Black Outsole
Price: $239.95
Rating: 5Rated 5 stars out of 5(1)

Vans - Standard Mid MTE. Color Vintage White. Low Stock. On sale for $100.47. MSRP $150.00.. 3.5 out of 5 stars

9 left in stock

Beige Vans Standard Mid MTE

Beige Vans Standard Mid MTE

+6

Brand Name: Vans
Product Name: Standard Mid MTE
Gender: Unisex
Color: Vintage White
Price: $100.47MSRP: $150.00
Rating: 4Rated 4 stars out of 5(95)

Vans - Standard™ Snow MTE™. Color Navy/Black. Low Stock. On sale for $54.00. MSRP $180.00.. 4.1 out of 5 stars

2 left in stock

Blue Vans Standard™ Snow MTE™

Blue Vans Standard™ Snow MTE™

+2

Brand Name: Vans
Product Name: Standard™ Snow MTE™
Gender: Unisex
Color: Navy/Black
Price: $54.00MSRP: $180.00
Rating: 4Rated 4 stars out of 5(9)

Hoka - Kaha 2 GTX®. Color Limestone/Shifting Sand. $239.95. 3.9 out of 5 stars

Navy Hoka Kaha 2 GTX®

Navy Hoka Kaha 2 GTX®

Brand Name: Hoka
Product Name: Kaha 2 GTX®
Gender: Unisex
Color: Limestone/Shifting Sand
Price: $239.95
Rating: 4Rated 4 stars out of 5(32)

Blundstone - Thermal All - Terrain. Color Rustic Brown. Low Stock. $279.95. 4.4 out of 5 stars

7 left in stock

Brown Blundstone Thermal All - Terrain

Brown Blundstone Thermal All - Terrain

+3

Brand Name: Blundstone
Product Name: Thermal All - Terrain
Gender: Unisex
Color: Rustic Brown
Price: $279.95
Rating: 4Rated 4 stars out of 5(16)

Merrell Work - Moab 3 Response Mid Tact Wp. Color Black. On sale for $164.95. MSRP $170.00.. 1.5 out of 5 stars

Black Merrell Work Moab 3 Response Mid Tact Wp

Black Merrell Work Moab 3 Response Mid Tact Wp

Brand Name: Merrell Work
Product Name: Moab 3 Response Mid Tact Wp
Gender: Men's
Color: Black
Price: $164.95MSRP: $170.00
Rating: 2Rated 2 stars out of 5(2)

Blundstone - BL1316 Classic 550 Chelsea Boot. Color Black/Red. Low Stock. $229.95. 4.8 out of 5 stars

5 left in stock

Black Blundstone BL1316 Classic 550 Chelsea Boot

Black Blundstone BL1316 Classic 550 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1316 Classic 550 Chelsea Boot
Gender: Unisex
Color: Black/Red
Price: $229.95
Rating: 5Rated 5 stars out of 5(143)

Iron Age - Groundbreaker Lace Up 6-Inch. Color Brown 4. $158.00.

Gray Iron Age Groundbreaker Lace Up 6-Inch

Gray Iron Age Groundbreaker Lace Up 6-Inch

Brand Name: Iron Age
Product Name: Groundbreaker Lace Up 6-Inch
Gender: Men's
Color: Brown 4
Price: $158.00
Rating

Blundstone - BL1477 Waterproof Winter Chelsea Boot. Color Antique Brown. Low Stock. $249.95. 4.5 out of 5 stars

6 left in stock

Brown Blundstone BL1477 Waterproof Winter Chelsea Boot

Brown Blundstone BL1477 Waterproof Winter Chelsea Boot

Brand Name: Blundstone
Product Name: BL1477 Waterproof Winter Chelsea Boot
Gender: Unisex
Color: Antique Brown
Price: $249.95
Rating: 5Rated 5 stars out of 5(29)

Merrell Work - Moab 3 8" Tactical Zip Wp. Color Coyote. $169.95. 3.8 out of 5 stars

Silver Merrell Work Moab 3 8" Tactical Zip Wp

Silver Merrell Work Moab 3 8" Tactical Zip Wp

+2

Brand Name: Merrell Work
Product Name: Moab 3 8" Tactical Zip Wp
Gender: Men's
Color: Coyote
Price: $169.95
Rating: 4Rated 4 stars out of 5(33)

Blundstone - BL1409 Original 500 Chelsea Boot. Color Brown/Multi. $214.95. 4.5 out of 5 stars

Tan Blundstone BL1409 Original 500 Chelsea Boot

Tan Blundstone BL1409 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1409 Original 500 Chelsea Boot
Gender: Unisex
Color: Brown/Multi
Price: $214.95
Rating: 5Rated 5 stars out of 5(64)

Vans - Standard Mid V Snow MTE. Color Light Blue. On sale for $142.46. MSRP $190.00.. 5.0 out of 5 stars

Blue Vans Standard Mid V Snow MTE

Blue Vans Standard Mid V Snow MTE

Brand Name: Vans
Product Name: Standard Mid V Snow MTE
Gender: Unisex
Color: Light Blue
Price: $142.46MSRP: $190.00
Rating: 5Rated 5 stars out of 5(1)

Palladium - Pallatrooper Off-1. Color Black/Black. Low Stock. On sale for $81.00. MSRP $180.00.. 3.0 out of 5 stars

7 left in stock

Black Palladium Pallatrooper Off-1

Black Palladium Pallatrooper Off-1

Brand Name: Palladium
Product Name: Pallatrooper Off-1
Gender: Unisex
Color: Black/Black
Price: $81.00MSRP: $180.00
Rating: 3Rated 3 stars out of 5(1)

Florsheim Work - Hercules EH Steel Toe. Color Black. On sale for $154.99. MSRP $187.00.. 1.0 out of 5 stars

Black Florsheim Work Hercules EH Steel Toe

Black Florsheim Work Hercules EH Steel Toe

Brand Name: Florsheim Work
Product Name: Hercules EH Steel Toe
Gender: Men's
Color: Black
Price: $154.99MSRP: $187.00
Rating: 1Rated 1 star out of 5(1)

Vans - Standard Zip Snow MTE. Color Olive. On sale for $92.40. MSRP $220.00.. 4.1 out of 5 stars

Olive Vans Standard Zip Snow MTE

Olive Vans Standard Zip Snow MTE

+3

Brand Name: Vans
Product Name: Standard Zip Snow MTE
Gender: Unisex
Color: Olive
Price: $92.40MSRP: $220.00
Rating: 4Rated 4 stars out of 5(16)

Blundstone - BL1914 Original 500 Chelsea Boot. Color Black/Grey Wash. Low Stock. $214.95. 4.1 out of 5 stars

3 left in stock

Black Blundstone BL1914 Original 500 Chelsea Boot

Black Blundstone BL1914 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1914 Original 500 Chelsea Boot
Gender: Unisex
Color: Black/Grey Wash
Price: $214.95
Rating: 4Rated 4 stars out of 5(17)

Blundstone - BL1461 Waterproof Winter Lace-Up Boot. Color Brown. $269.95. 3.0 out of 5 stars

Brown Blundstone BL1461 Waterproof Winter Lace-Up Boot

Brown Blundstone BL1461 Waterproof Winter Lace-Up Boot

Brand Name: Blundstone
Product Name: BL1461 Waterproof Winter Lace-Up Boot
Gender: Unisex
Color: Brown
Price: $269.95
Rating: 3Rated 3 stars out of 5(1)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.