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

Medium Size Ankle Shoes On Sale

722 items found

Sort By

Your Selections

Search Results

Columbia - Crestwood Mid Waterproof. Color Camel Brown/Mountain Red. On sale for $80.95. MSRP $90.00. 10% off. 4.1 out of 5 stars

Brown Columbia Crestwood Mid Waterproof

Brown Columbia Crestwood Mid Waterproof

+5

Brand Name: Columbia
Product Name: Crestwood Mid Waterproof
Gender: Men's
Color: Camel Brown/Mountain Red
Price: $80.95MSRP: $90.0010% OFF
Rating: 4Rated 4 stars out of 5(204)

Columbia - Fairbanks Mid. Color Gravel/Dark Moss. On sale for $82.50. MSRP $110.00. 25% off. 4.1 out of 5 stars

Green Columbia Fairbanks Mid

Green Columbia Fairbanks Mid

+6

Brand Name: Columbia
Product Name: Fairbanks Mid
Gender: Men's
Color: Gravel/Dark Moss
Price: $82.50MSRP: $110.0025% OFF
Rating: 4Rated 4 stars out of 5(27)

Columbia - Newton Wander Leather. Color City Grey/Mountain Red. On sale for $79.96. MSRP $100.00. 20% off. 5.0 out of 5 stars

Gray Columbia Newton Wander Leather

Gray Columbia Newton Wander Leather

+6

Brand Name: Columbia
Product Name: Newton Wander Leather
Gender: Men's
Color: City Grey/Mountain Red
Price: $79.96MSRP: $100.0020% OFF
Rating: 5Rated 5 stars out of 5(2)

Bogs - Digger Slip-On. Color Olive. On sale for $74.99. MSRP $85.00. 12% off. 3.9 out of 5 stars

Olive Bogs Digger Slip-On

Olive Bogs Digger Slip-On

+1

Brand Name: Bogs
Product Name: Digger Slip-On
Gender: Men's
Color: Olive
Price: $74.99MSRP: $85.0012% OFF
Rating: 4Rated 4 stars out of 5(109)

Nunn Bush - Circuit DC Plain Toe Chukka. Color Cognac. On sale for $59.95. MSRP $90.00. 33% off. 3.8 out of 5 stars

Tan Nunn Bush Circuit DC Plain Toe Chukka

Tan Nunn Bush Circuit DC Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Circuit DC Plain Toe Chukka
Gender: Men's
Color: Cognac
Price: $59.95MSRP: $90.0033% OFF
Rating: 4Rated 4 stars out of 5(49)

Dunham - Cloud Waterproof. Color Medium Natural Multi. On sale for $153.21. MSRP $169.95. 10% off. 4.1 out of 5 stars

Beige Dunham Cloud Waterproof

Beige Dunham Cloud Waterproof

+6

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Medium Natural Multi
Price: $153.21MSRP: $169.9510% OFF
Rating: 4Rated 4 stars out of 5(416)

Bogs - Digger Mid. Color Brown. On sale for $83.58. MSRP $95.00. 12% off. 4.1 out of 5 stars

Brown Bogs Digger Mid

Brown Bogs Digger Mid

+3

Brand Name: Bogs
Product Name: Digger Mid
Gender: Men's
Color: Brown
Price: $83.58MSRP: $95.0012% OFF
Rating: 4Rated 4 stars out of 5(73)

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boot. Color Tan. On sale for $89.95. MSRP $120.00. 25% off. 4.2 out of 5 stars

Tan Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

Tan Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Otis 2.0 Chelsea Fashion Leather Boot
Gender: Men's
Color: Tan
Price: $89.95MSRP: $120.0025% OFF
Rating: 4Rated 4 stars out of 5(6)

Topo Athletic - Trailventure 2 WP. Color Dark Green/Clay. Low Stock. On sale for $179.95. MSRP $185.00. 3% off. 4.3 out of 5 stars

Low Stock

Green Topo Athletic Trailventure 2 WP

Green Topo Athletic Trailventure 2 WP

+2

Brand Name: Topo Athletic
Product Name: Trailventure 2 WP
Gender: Men's
Color: Dark Green/Clay
Price: $179.95MSRP: $185.003% OFF
Rating: 4Rated 4 stars out of 5(153)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Tan. On sale for $89.95. MSRP $120.00. 25% off. 4.6 out of 5 stars

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boot
Gender: Men's
Color: Tan
Price: $89.95MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(9)

Merrell - Accentor 3 Mid. Color Black/Charcoal. Low Stock. On sale for $86.00. MSRP $115.00. 25% off. 4.1 out of 5 stars

Low Stock

Black Merrell Accentor 3 Mid

Black Merrell Accentor 3 Mid

Brand Name: Merrell
Product Name: Accentor 3 Mid
Gender: Men's
Color: Black/Charcoal
Price: $86.00MSRP: $115.0025% OFF
Rating: 4Rated 4 stars out of 5(15)

Dunham - 8000 Mid Boot. Color Black Leather. On sale for $169.95. MSRP $189.95. 11% off. 4.3 out of 5 stars

Black Dunham 8000 Mid Boot

Black Dunham 8000 Mid Boot

+2

Brand Name: Dunham
Product Name: 8000 Mid Boot
Gender: Men's
Color: Black Leather
Price: $169.95MSRP: $189.9511% OFF
Rating: 4Rated 4 stars out of 5(119)

Propet - Ridge Walker. Color Grey/Blue. On sale for $91.96. MSRP $129.99. 29% off. 4.0 out of 5 stars

Gray Propet Ridge Walker

Gray Propet Ridge Walker

+4

Brand Name: Propet
Product Name: Ridge Walker
Gender: Men's
Color: Grey/Blue
Price: $91.96MSRP: $129.9929% OFF
Rating: 4Rated 4 stars out of 5(199)

Hunter - Orford. Color Black. On sale for $135.00. MSRP $180.00. 25% off. 5.0 out of 5 stars

Black Hunter Orford

Black Hunter Orford

+5

Brand Name: Hunter
Product Name: Orford
Gender: Men's
Color: Black
Price: $135.00MSRP: $180.0025% OFF
Rating: 5Rated 5 stars out of 5(3)

Bogs - Sauvie Chelsea II. Color Black. On sale for $100.00. MSRP $110.00. 9% off. 3.9 out of 5 stars

Black Bogs Sauvie Chelsea II

Black Bogs Sauvie Chelsea II

+1

Brand Name: Bogs
Product Name: Sauvie Chelsea II
Gender: Men's
Color: Black
Price: $100.00MSRP: $110.009% OFF
Rating: 4Rated 4 stars out of 5(84)

Merrell - Accentor 3 Mid Wp. Color Rock. Low Stock. On sale for $93.00. MSRP $125.00. 26% off. 3.6 out of 5 stars

Low Stock

Beige Merrell Accentor 3 Mid Wp

Beige Merrell Accentor 3 Mid Wp

+3

Brand Name: Merrell
Product Name: Accentor 3 Mid Wp
Gender: Men's
Color: Rock
Price: $93.00MSRP: $125.0026% OFF
Rating: 4Rated 4 stars out of 5(19)

Dunham - Alpine Mid Boots. Color Dark Brown Leather. On sale for $145.14. MSRP $164.95. 12% off. 3.2 out of 5 stars

Brown Dunham Alpine Mid Boots

Brown Dunham Alpine Mid Boots

+3

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Brown Leather
Price: $145.14MSRP: $164.9512% OFF
Rating: 3Rated 3 stars out of 5(4)

Orthofeet - Hunter. Color Black. On sale for $129.99. MSRP $154.95. 16% off. 4.8 out of 5 stars

Black Orthofeet Hunter

Black Orthofeet Hunter

Brand Name: Orthofeet
Product Name: Hunter
Gender: Men's
Color: Black
Price: $129.99MSRP: $154.9516% OFF
Rating: 5Rated 5 stars out of 5(4)

Bogs - Kicker Rain Chelsea Neo. Color Black 1. On sale for $80.00. MSRP $100.00. 20% off. 4.3 out of 5 stars

Black Bogs Kicker Rain Chelsea Neo

Black Bogs Kicker Rain Chelsea Neo

+3

Brand Name: Bogs
Product Name: Kicker Rain Chelsea Neo
Gender: Men's
Color: Black 1
Price: $80.00MSRP: $100.0020% OFF
Rating: 4Rated 4 stars out of 5(52)

Deer Stags - Rockland. Color Black/Black. On sale for $47.98. MSRP $90.00. 47% off. 3.7 out of 5 stars

Black Deer Stags Rockland

Black Deer Stags Rockland

+1

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Black/Black
Price: $47.98MSRP: $90.0047% OFF
Rating: 4Rated 4 stars out of 5(31)

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $96.00. MSRP $159.95. 40% off. 4.3 out of 5 stars

Brown Rockport Classic Break Chukka

Brown Rockport Classic Break Chukka

Brand Name: Rockport
Product Name: Classic Break Chukka
Gender: Men's
Color: Dark Brown Leather
Price: $96.00MSRP: $159.9540% OFF
Rating: 4Rated 4 stars out of 5(212)

Dr. Martens - 1460 Pascal. Color Light Tan Mini Leopard Spot. On sale for $161.95. MSRP $180.00. 10% off. 4.4 out of 5 stars

Brown Dr. Martens 1460 Pascal

Brown Dr. Martens 1460 Pascal

+3

Brand Name: Dr. Martens
Product Name: 1460 Pascal
Gender: Unisex
Color: Light Tan Mini Leopard Spot
Price: $161.95MSRP: $180.0010% OFF
Rating: 4Rated 4 stars out of 5(17)

. Steve Madden - Hestonn. Color Tan Leather. Low Stock. On sale for $89.99. MSRP $99.99. 10% off. 3.8 out of 5 stars

Low Stock

Tan Steve Madden Hestonn

Tan Steve Madden Hestonn

+3

Brand Name: Steve Madden
Product Name: Hestonn
Gender: Men's
Color: Tan Leather
Price: $89.99MSRP: $99.9910% OFF
Rating: 4Rated 4 stars out of 5(73)

Nunn Bush - Karnak Plain Toe Boot Chukka. Color Charcoal. On sale for $89.95. MSRP $120.00. 25% off. 4.6 out of 5 stars

Gray Nunn Bush Karnak Plain Toe Boot Chukka

Gray Nunn Bush Karnak Plain Toe Boot Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Boot Chukka
Gender: Men's
Color: Charcoal
Price: $89.95MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(17)

. Dr. Martens - Combs Tech. Color Black. On sale for $99.95. MSRP $120.00. 17% off. 4.4 out of 5 stars

Black Dr. Martens Combs Tech

Black Dr. Martens Combs Tech

+2

Brand Name: Dr. Martens
Product Name: Combs Tech
Gender: Unisex
Color: Black
Price: $99.95MSRP: $120.0017% OFF
Rating: 4Rated 4 stars out of 5(52)

Danner - Traverser 600. Color Jet Black. On sale for $106.00. MSRP $179.95. 41% off. 5.0 out of 5 stars

Black Danner Traverser 600

Black Danner Traverser 600

+2

Brand Name: Danner
Product Name: Traverser 600
Gender: Men's
Color: Jet Black
Price: $106.00MSRP: $179.9541% OFF
Rating: 5Rated 5 stars out of 5(1)

Xero Shoes - Daylite Hiker Fusion. Color Black. On sale for $83.99. MSRP $119.99. 30% off. 4.4 out of 5 stars

Black Xero Shoes Daylite Hiker Fusion

Black Xero Shoes Daylite Hiker Fusion

Brand Name: Xero Shoes
Product Name: Daylite Hiker Fusion
Gender: Men's
Color: Black
Price: $83.99MSRP: $119.9930% OFF
Rating: 4Rated 4 stars out of 5(78)

Florsheim - Lodge Cap Toe Lace-Up Boot. Color Chestnut Smooth. Low Stock. On sale for $108.50. MSRP $155.00. 30% off. 4.6 out of 5 stars

Low Stock

Brown Florsheim Lodge Cap Toe Lace-Up Boot

Brown Florsheim Lodge Cap Toe Lace-Up Boot

+3

Brand Name: Florsheim
Product Name: Lodge Cap Toe Lace-Up Boot
Gender: Men's
Color: Chestnut Smooth
Price: $108.50MSRP: $155.0030% OFF
Rating: 5Rated 5 stars out of 5(174)

Tommy Hilfiger - Bage. Color Dark Brown. On sale for $65.40. MSRP $119.00. 45% off. 5.0 out of 5 stars

Brown Tommy Hilfiger Bage

Brown Tommy Hilfiger Bage

+4

Brand Name: Tommy Hilfiger
Product Name: Bage
Gender: Men's
Color: Dark Brown
Price: $65.40MSRP: $119.0045% OFF
Rating: 5Rated 5 stars out of 5(1)

. Dr. Martens - 1460 Mono Boot. Color Black Smooth. On sale for $127.50. MSRP $170.00. 25% off. 4.1 out of 5 stars

Black Dr. Martens 1460 Mono Boot

Black Dr. Martens 1460 Mono Boot

Brand Name: Dr. Martens
Product Name: 1460 Mono Boot
Gender: Unisex
Color: Black Smooth
Price: $127.50MSRP: $170.0025% OFF
Rating: 4Rated 4 stars out of 5(71)

Asolo - Fugitive GTX MM. Color Wool/Black. On sale for $299.00. MSRP $325.00. 8% off. 4.0 out of 5 stars

Brown Asolo Fugitive GTX MM

Brown Asolo Fugitive GTX MM

+1

Brand Name: Asolo
Product Name: Fugitive GTX MM
Gender: Men's
Color: Wool/Black
Price: $299.00MSRP: $325.008% OFF
Rating: 4Rated 4 stars out of 5(1)

SOREL - Madson™ II Chore Waterproof. Color Velvet Tan/Gum 10. On sale for $116.97. MSRP $195.00. 40% off. 3.8 out of 5 stars

Brown SOREL Madson™ II Chore Waterproof

Brown SOREL Madson™ II Chore Waterproof

+2

Brand Name: SOREL
Product Name: Madson™ II Chore Waterproof
Gender: Men's
Color: Velvet Tan/Gum 10
Price: $116.97MSRP: $195.0040% OFF
Rating: 4Rated 4 stars out of 5(35)

L.L.Bean - Stonington Boots Moc Toe. Color Dark Oakwood. On sale for $95.93. MSRP $149.00. 36% off. 4.5 out of 5 stars

Brown L.L.Bean Stonington Boots Moc Toe

Brown L.L.Bean Stonington Boots Moc Toe

+2

Brand Name: L.L.Bean
Product Name: Stonington Boots Moc Toe
Gender: Men's
Color: Dark Oakwood
Price: $95.93MSRP: $149.0036% OFF
Rating: 5Rated 5 stars out of 5(458)

KEEN - Targhee IV Mid WP. Color Canteen/Khaki. Low Stock. On sale for $154.52. MSRP $169.95. 9% off. 4.0 out of 5 stars

Low Stock

Black KEEN Targhee IV Mid WP

Black KEEN Targhee IV Mid WP

+5

Brand Name: KEEN
Product Name: Targhee IV Mid WP
Gender: Men's
Color: Canteen/Khaki
Price: $154.52MSRP: $169.959% OFF
Rating: 4Rated 4 stars out of 5(460)

Dr. Martens - Combs Jungle Zip Casual Boots. Color Gunmetal. On sale for $80.34. MSRP $140.00. 43% off. 2.5 out of 5 stars

Gray Dr. Martens Combs Jungle Zip Casual Boots

Gray Dr. Martens Combs Jungle Zip Casual Boots

+3

Brand Name: Dr. Martens
Product Name: Combs Jungle Zip Casual Boots
Gender: Unisex
Color: Gunmetal
Price: $80.34MSRP: $140.0043% OFF
Rating: 3Rated 3 stars out of 5(2)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Black. On sale for $88.00. MSRP $120.00. 27% off. 4.6 out of 5 stars

Black Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

Black Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boot
Gender: Men's
Color: Black
Price: $88.00MSRP: $120.0027% OFF
Rating: 5Rated 5 stars out of 5(7)

Dr. Martens - 8053 Platform. Color Black. On sale for $144.95. MSRP $180.00. 19% off. 3.1 out of 5 stars

Black Dr. Martens 8053 Platform

Black Dr. Martens 8053 Platform

Brand Name: Dr. Martens
Product Name: 8053 Platform
Gender: Unisex
Color: Black
Price: $144.95MSRP: $180.0019% OFF
Rating: 3Rated 3 stars out of 5(12)

Steve Madden - Noby. Color Tan. On sale for $150.00. MSRP $190.00. 21% off. 4.0 out of 5 stars

Tan Steve Madden Noby

Tan Steve Madden Noby

+1

Brand Name: Steve Madden
Product Name: Noby
Gender: Men's
Color: Tan
Price: $150.00MSRP: $190.0021% OFF
Rating: 4Rated 4 stars out of 5(2)

Born - Hemlock. Color Black Full Grain. On sale for $134.95. MSRP $145.00. 7% off. 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: $134.95MSRP: $145.007% OFF
Rating: 4Rated 4 stars out of 5(189)

. Dr. Martens Work - 2976 Slip Resistant Chelsea Boots. Color Dark Tan. On sale for $113.09. MSRP $180.00. 37% off. 3.8 out of 5 stars

Brown Dr. Martens Work 2976 Slip Resistant Chelsea Boots

Brown Dr. Martens Work 2976 Slip Resistant Chelsea Boots

Brand Name: Dr. Martens Work
Product Name: 2976 Slip Resistant Chelsea Boots
Gender: Unisex
Color: Dark Tan
Price: $113.09MSRP: $180.0037% OFF
Rating: 4Rated 4 stars out of 5(4)

Nunn Bush - Excavate Plain Toe Chukka Boot. Color Tan. On sale for $64.95. MSRP $95.00. 32% off. 4.4 out of 5 stars

Tan Nunn Bush Excavate Plain Toe Chukka Boot

Tan Nunn Bush Excavate Plain Toe Chukka Boot

+1

Brand Name: Nunn Bush
Product Name: Excavate Plain Toe Chukka Boot
Gender: Men's
Color: Tan
Price: $64.95MSRP: $95.0032% OFF
Rating: 4Rated 4 stars out of 5(23)

Clarks - Shepton Easy. Color Black Leather. On sale for $71.97. MSRP $120.00. 40% off.

Black Clarks Shepton Easy

Black Clarks Shepton Easy

+2

Brand Name: Clarks
Product Name: Shepton Easy
Gender: Men's
Color: Black Leather
Price: $71.97MSRP: $120.0040% OFF
Rating

Dockers - Esmond. Color Dark Brown. Low Stock. On sale for $85.00. MSRP $95.00. 11% off. 3.0 out of 5 stars

Low Stock

Brown Dockers Esmond

Brown Dockers Esmond

+4

Brand Name: Dockers
Product Name: Esmond
Gender: Men's
Color: Dark Brown
Price: $85.00MSRP: $95.0011% OFF
Rating: 3Rated 3 stars out of 5(1)

Oboz - Bridger BDRY. Color Raven. Low Stock. On sale for $176.00. MSRP $200.00. 12% off. 4.2 out of 5 stars

Low Stock

Black Oboz Bridger BDRY

Black Oboz Bridger BDRY

+3

Brand Name: Oboz
Product Name: Bridger BDRY
Gender: Men's
Color: Raven
Price: $176.00MSRP: $200.0012% OFF
Rating: 4Rated 4 stars out of 5(338)

Steve Madden - Montreaux. Color Tan. On sale for $97.50. MSRP $130.00. 25% off.

Tan Steve Madden Montreaux

Tan Steve Madden Montreaux

Brand Name: Steve Madden
Product Name: Montreaux
Gender: Men's
Color: Tan
Price: $97.50MSRP: $130.0025% OFF
Rating

Danner - Panorama Mid. Color Pinecone Brown/Bossa Nova. On sale for $104.00. MSRP $159.95. 35% off. 4.0 out of 5 stars

Black Danner Panorama Mid

Black Danner Panorama Mid

Brand Name: Danner
Product Name: Panorama Mid
Gender: Men's
Color: Pinecone Brown/Bossa Nova
Price: $104.00MSRP: $159.9535% OFF
Rating: 4Rated 4 stars out of 5(7)

5.11 Tactical - A/T 8" SZ WP. Color Black 1. On sale for $114.09. MSRP $195.00. 41% off.

Black 5.11 Tactical A/T 8" SZ WP

Black 5.11 Tactical A/T 8" SZ WP

Brand Name: 5.11 Tactical
Product Name: A/T 8" SZ WP
Gender: Men's
Color: Black 1
Price: $114.09MSRP: $195.0041% OFF
Rating

Dockers - Dudley. Color Dark Brown. On sale for $49.99. MSRP $85.00. 41% off. 3.3 out of 5 stars

Brown Dockers Dudley

Brown Dockers Dudley

+2

Brand Name: Dockers
Product Name: Dudley
Gender: Men's
Color: Dark Brown
Price: $49.99MSRP: $85.0041% OFF
Rating: 3Rated 3 stars out of 5(3)

Propet - Varese. Color Grey/Black. On sale for $127.96. MSRP $154.99. 17% off. 3.7 out of 5 stars

Gray Propet Varese

Gray Propet Varese

+2

Brand Name: Propet
Product Name: Varese
Gender: Men's
Color: Grey/Black
Price: $127.96MSRP: $154.9917% OFF
Rating: 4Rated 4 stars out of 5(3)

. Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Brandy. On sale for $64.95. MSRP $95.00. 32% off. 4.1 out of 5 stars

Brown Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Brown Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

+3

Brand Name: Nunn Bush
Product Name: Chase Plain Toe Chukka Contemporary Fashion Boot
Gender: Men's
Color: Brandy
Price: $64.95MSRP: $95.0032% OFF
Rating: 4Rated 4 stars out of 5(13)

L.L.Bean - Rubber Moc. Color Tan/Bean Boot Brown/Gum. Low Stock. $99.00. 3.9 out of 5 stars

Low Stock

Brown L.L.Bean Rubber Moc

Brown L.L.Bean Rubber Moc

Brand Name: L.L.Bean
Product Name: Rubber Moc
Gender: Men's
Color: Tan/Bean Boot Brown/Gum
Price: $99.00
Rating: 4Rated 4 stars out of 5(134)

Timberland PRO - Direct Attach 6" Soft Toe. Color Marigold-2024 New. On sale for $159.95. MSRP $170.00. 6% off. 4.4 out of 5 stars

Tan Timberland PRO Direct Attach 6" Soft Toe

Tan Timberland PRO Direct Attach 6" Soft Toe

+1

Brand Name: Timberland PRO
Product Name: Direct Attach 6" Soft Toe
Gender: Men's
Color: Marigold-2024 New
Price: $159.95MSRP: $170.006% OFF
Rating: 4Rated 4 stars out of 5(1362)

Oboz - Burke Mid Leather B-Dry. Color Granite. Low Stock. On sale for $92.75. MSRP $165.00. 44% off. 4.0 out of 5 stars

Low Stock

Gray Oboz Burke Mid Leather B-Dry

Gray Oboz Burke Mid Leather B-Dry

+5

Brand Name: Oboz
Product Name: Burke Mid Leather B-Dry
Gender: Men's
Color: Granite
Price: $92.75MSRP: $165.0044% OFF
Rating: 4Rated 4 stars out of 5(20)

SKECHERS Work - Watab - Shred - Shield Comp Toe. Color Black. On sale for $58.05. MSRP $100.00. 42% off. 4.5 out of 5 stars

Black SKECHERS Work Watab - Shred - Shield Comp Toe

Black SKECHERS Work Watab - Shred - Shield Comp Toe

+3

Brand Name: SKECHERS Work
Product Name: Watab - Shred - Shield Comp Toe
Gender: Men's
Color: Black
Price: $58.05MSRP: $100.0042% OFF
Rating: 5Rated 5 stars out of 5(4)

5.11 Tactical - A/T 8" WP. Color Dark Coyote 1. On sale for $113.82. MSRP $195.00. 42% off. 3.5 out of 5 stars

Brown 5.11 Tactical A/T 8" WP

Brown 5.11 Tactical A/T 8" WP

Brand Name: 5.11 Tactical
Product Name: A/T 8" WP
Gender: Men's
Color: Dark Coyote 1
Price: $113.82MSRP: $195.0042% OFF
Rating: 4Rated 4 stars out of 5(2)

Rockport - Evan Waterproof Boots. Color Dark Taupe Multi. On sale for $89.97. MSRP $149.95. 40% off. 3.5 out of 5 stars

Brown Rockport Evan Waterproof Boots

Brown Rockport Evan Waterproof Boots

+3

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Dark Taupe Multi
Price: $89.97MSRP: $149.9540% OFF
Rating: 4Rated 4 stars out of 5(2)

Stacy Adams - Henry Cap Toe Lace-Up Boot. Color Tan. On sale for $123.75. MSRP $165.00. 25% off. 5.0 out of 5 stars

Tan Stacy Adams Henry Cap Toe Lace-Up Boot

Tan Stacy Adams Henry Cap Toe Lace-Up Boot

Brand Name: Stacy Adams
Product Name: Henry Cap Toe Lace-Up Boot
Gender: Men's
Color: Tan
Price: $123.75MSRP: $165.0025% OFF
Rating: 5Rated 5 stars out of 5(2)

Dr. Martens - Jadon II Mono Vegan. Color Black Felix Rub Off. On sale for $110.00. MSRP $200.00. 45% off. 4.0 out of 5 stars

Black Dr. Martens Jadon II Mono Vegan

Black Dr. Martens Jadon II Mono Vegan

Brand Name: Dr. Martens
Product Name: Jadon II Mono Vegan
Gender: Unisex
Color: Black Felix Rub Off
Price: $110.00MSRP: $200.0045% OFF
Rating: 4Rated 4 stars out of 5(9)

Scarpa - Kailash Plus GTX. Color Dark Coffee 1. Low Stock. On sale for $230.26. MSRP $349.00. 34% off. 4.0 out of 5 stars

Low Stock

Brown Scarpa Kailash Plus GTX

Brown Scarpa Kailash Plus GTX

Brand Name: Scarpa
Product Name: Kailash Plus GTX
Gender: Men's
Color: Dark Coffee 1
Price: $230.26MSRP: $349.0034% OFF
Rating: 4Rated 4 stars out of 5(10)

Eastland 1955 Edition - Jason. Color Brown. On sale for $67.50. MSRP $90.00. 25% off.

Brown Eastland 1955 Edition Jason

Brown Eastland 1955 Edition Jason

+3

Brand Name: Eastland 1955 Edition
Product Name: Jason
Gender: Men's
Color: Brown
Price: $67.50MSRP: $90.0025% OFF
Rating

Eastland 1955 Edition - Jack. Color Peanut. On sale for $109.97. MSRP $125.00. 12% off. 4.2 out of 5 stars

Brown Eastland 1955 Edition Jack

Brown Eastland 1955 Edition Jack

+1

Brand Name: Eastland 1955 Edition
Product Name: Jack
Gender: Men's
Color: Peanut
Price: $109.97MSRP: $125.0012% OFF
Rating: 4Rated 4 stars out of 5(8)

Wolverine - Floorhand Soft Toe. Color Dark Brown. On sale for $99.95. MSRP $125.00. 20% off. 3.9 out of 5 stars

Brown Wolverine Floorhand Soft Toe

Brown Wolverine Floorhand Soft Toe

Brand Name: Wolverine
Product Name: Floorhand Soft Toe
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $125.0020% OFF
Rating: 4Rated 4 stars out of 5(111)

DeWALT - Plasma PT. Color Walnut Pitstop. On sale for $61.02. MSRP $104.99. 42% off. 4.3 out of 5 stars

Brown DeWALT Plasma PT

Brown DeWALT Plasma PT

Brand Name: DeWALT
Product Name: Plasma PT
Gender: Men's
Color: Walnut Pitstop
Price: $61.02MSRP: $104.9942% OFF
Rating: 4Rated 4 stars out of 5(9)

Red Wing Heritage - Classic Chelsea. Color Black Harness. On sale for $298.95. MSRP $329.99. 9% off. 4.8 out of 5 stars

Black Red Wing Heritage Classic Chelsea

Black Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Black Harness
Price: $298.95MSRP: $329.999% OFF
Rating: 5Rated 5 stars out of 5(13)

Dunham - Brisco. Color Black Leather. On sale for $112.82. MSRP $159.95. 29% off. 4.0 out of 5 stars

Black Dunham Brisco

Black Dunham Brisco

+3

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Black Leather
Price: $112.82MSRP: $159.9529% OFF
Rating: 4Rated 4 stars out of 5(1)

Red Wing Heritage - Weekend Chukka. Color Copper Rough & Tough. Low Stock. On sale for $224.99. MSRP $249.99. 10% off. 4.3 out of 5 stars

Low Stock

Tan Red Wing Heritage Weekend Chukka

Tan Red Wing Heritage Weekend Chukka

+4

Brand Name: Red Wing Heritage
Product Name: Weekend Chukka
Gender: Men's
Color: Copper Rough & Tough
Price: $224.99MSRP: $249.9910% OFF
Rating: 4Rated 4 stars out of 5(50)

SOREL - Cheyanne™ Metro II Sneaker WP. Color Velvet Tan/Black. Low Stock. On sale for $85.59. MSRP $140.00. 39% off. 4.4 out of 5 stars

Low Stock

Brown SOREL Cheyanne™ Metro II Sneaker WP

Brown SOREL Cheyanne™ Metro II Sneaker WP

+3

Brand Name: SOREL
Product Name: Cheyanne™ Metro II Sneaker WP
Gender: Men's
Color: Velvet Tan/Black
Price: $85.59MSRP: $140.0039% OFF
Rating: 4Rated 4 stars out of 5(50)

Dr. Martens - 101 Yellow Stitch. Color Black Smooth. On sale for $134.95. MSRP $160.00. 16% off. 3.8 out of 5 stars

Black Dr. Martens 101 Yellow Stitch

Black Dr. Martens 101 Yellow Stitch

Brand Name: Dr. Martens
Product Name: 101 Yellow Stitch
Gender: Unisex
Color: Black Smooth
Price: $134.95MSRP: $160.0016% OFF
Rating: 4Rated 4 stars out of 5(5)

KEEN - Durand II Mid WP. Color Cascade Brown/Gargoyle. On sale for $199.95. MSRP $219.95. 9% off. 4.0 out of 5 stars

Brown KEEN Durand II Mid WP

Brown KEEN Durand II Mid WP

Brand Name: KEEN
Product Name: Durand II Mid WP
Gender: Men's
Color: Cascade Brown/Gargoyle
Price: $199.95MSRP: $219.959% OFF
Rating: 4Rated 4 stars out of 5(127)

Propet - Cliff Walker. Color Wheat. On sale for $97.00. MSRP $149.99. 35% off. 3.9 out of 5 stars

Tan Propet Cliff Walker

Tan Propet Cliff Walker

Brand Name: Propet
Product Name: Cliff Walker
Gender: Men's
Color: Wheat
Price: $97.00MSRP: $149.9935% OFF
Rating: 4Rated 4 stars out of 5(8)

Rockport - Rugged Bucks Waterproof Boot. Color Boston Tan. On sale for $99.99. MSRP $169.95. 41% off. 3.9 out of 5 stars

Brown Rockport Rugged Bucks Waterproof Boot

Brown Rockport Rugged Bucks Waterproof Boot

+2

Brand Name: Rockport
Product Name: Rugged Bucks Waterproof Boot
Gender: Men's
Color: Boston Tan
Price: $99.99MSRP: $169.9541% OFF
Rating: 4Rated 4 stars out of 5(177)

L.L.Bean - Hybrid Wellie. Color Deepest Brown. On sale for $74.00. MSRP $99.00. 25% off. 4.5 out of 5 stars

Brown L.L.Bean Hybrid Wellie

Brown L.L.Bean Hybrid Wellie

+2 colors/patterns

Brand Name: L.L.Bean
Product Name: Hybrid Wellie
Gender: Men's
Color: Deepest Brown
Price: $74.00MSRP: $99.0025% OFF
Rating: 4Rated 4 stars out of 5(43)

. Dr. Martens Work - 1460 Slip Resistant Lace-Up Boots. Color Dark Tan. On sale for $110.00. MSRP $180.00. 39% off. 3.7 out of 5 stars

Brown Dr. Martens Work 1460 Slip Resistant Lace-Up Boots

Brown Dr. Martens Work 1460 Slip Resistant Lace-Up Boots

Brand Name: Dr. Martens Work
Product Name: 1460 Slip Resistant Lace-Up Boots
Gender: Unisex
Color: Dark Tan
Price: $110.00MSRP: $180.0039% OFF
Rating: 4Rated 4 stars out of 5(3)

Merrell - Speed Eco Mid Wp. Color Mosstone. Low Stock. On sale for $129.95. MSRP $140.00. 7% off. 5.0 out of 5 stars

Low Stock

Green Merrell Speed Eco Mid Wp

Green Merrell Speed Eco Mid Wp

+1

Brand Name: Merrell
Product Name: Speed Eco Mid Wp
Gender: Men's
Color: Mosstone
Price: $129.95MSRP: $140.007% OFF
Rating: 5Rated 5 stars out of 5(2)

Florsheim - Lodge Plain Toe Gore Boot. Color Chestnut Smooth. Low Stock. On sale for $99.97. MSRP $145.00. 31% off. 4.4 out of 5 stars

Low Stock

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: Chestnut Smooth
Price: $99.97MSRP: $145.0031% OFF
Rating: 4Rated 4 stars out of 5(111)

Barbour - Nimbus Chelsea Welly. Color Navy. Low Stock. On sale for $75.00. MSRP $100.00. 25% off. 1.0 out of 5 stars

Low Stock

Navy Barbour Nimbus Chelsea Welly

Navy Barbour Nimbus Chelsea Welly

+2

Brand Name: Barbour
Product Name: Nimbus Chelsea Welly
Gender: Men's
Color: Navy
Price: $75.00MSRP: $100.0025% OFF
Rating: 1Rated 1 star out of 5(1)

Nunn Bush - Denali Plain Toe Chukka. Color Brown Crazy Horse. On sale for $89.95. MSRP $120.00. 25% off. 4.4 out of 5 stars

Brown Nunn Bush Denali Plain Toe Chukka

Brown Nunn Bush Denali Plain Toe Chukka

+2

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Brown Crazy Horse
Price: $89.95MSRP: $120.0025% OFF
Rating: 4Rated 4 stars out of 5(100)

Clarks - Shepton. Color Dark Brown Leather. On sale for $66.00. MSRP $100.00. 34% off. 2.0 out of 5 stars

Brown Clarks Shepton

Brown Clarks Shepton

+5

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Dark Brown Leather
Price: $66.00MSRP: $100.0034% OFF
Rating: 2Rated 2 stars out of 5(4)

. Laredo - Fletcher. Color Tan. On sale for $124.95. MSRP $154.95. 19% off. 4.2 out of 5 stars

Tan Laredo Fletcher

Tan Laredo Fletcher

Brand Name: Laredo
Product Name: Fletcher
Gender: Men's
Color: Tan
Price: $124.95MSRP: $154.9519% OFF
Rating: 4Rated 4 stars out of 5(32)

Original S.W.A.T. - Alpha Fury 2.0 6" Lace-Up Boot. Color Black. On sale for $119.99. MSRP $129.99. 8% off.

Black Original S.W.A.T. Alpha Fury 2.0 6" Lace-Up Boot

Black Original S.W.A.T. Alpha Fury 2.0 6" Lace-Up Boot

Brand Name: Original S.W.A.T.
Product Name: Alpha Fury 2.0 6" Lace-Up Boot
Gender: Unisex
Color: Black
Price: $119.99MSRP: $129.998% OFF
Rating

Orthofeet - Highline. Color Black. On sale for $97.46. MSRP $149.95. 35% off. 5.0 out of 5 stars

Black Orthofeet Highline

Black Orthofeet Highline

+2 colors/patterns

Brand Name: Orthofeet
Product Name: Highline
Gender: Men's
Color: Black
Price: $97.46MSRP: $149.9535% OFF
Rating: 5Rated 5 stars out of 5(3)

Asolo - Falcon EVO GV. Color Grey/Black 1. Low Stock. On sale for $259.95. MSRP $275.00. 5% off. 5.0 out of 5 stars

Low Stock

Gray Asolo Falcon EVO GV

Gray Asolo Falcon EVO GV

+1

Brand Name: Asolo
Product Name: Falcon EVO GV
Gender: Men's
Color: Grey/Black 1
Price: $259.95MSRP: $275.005% OFF
Rating: 5Rated 5 stars out of 5(1)

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)

SOREL - Carson™ Chukka WP. Color Major/Wet Sand. On sale for $95.97. MSRP $160.00. 40% off. 3.8 out of 5 stars

Brown SOREL Carson™ Chukka WP

Brown SOREL Carson™ Chukka WP

Brand Name: SOREL
Product Name: Carson™ Chukka WP
Gender: Men's
Color: Major/Wet Sand
Price: $95.97MSRP: $160.0040% OFF
Rating: 4Rated 4 stars out of 5(18)

Barbour - Barbour Nimbus Chelsea Welly. Color Black. Low Stock. On sale for $100.00. MSRP $120.00. 17% off.

Low Stock

Black Barbour Barbour Nimbus Chelsea Welly

Black Barbour Barbour Nimbus Chelsea Welly

Brand Name: Barbour
Product Name: Barbour Nimbus Chelsea Welly
Gender: Men's
Color: Black
Price: $100.00MSRP: $120.0017% OFF
Rating

. Clarks - Shacre Boot. Color Black Suede. On sale for $78.00. MSRP $110.00. 29% off. 4.2 out of 5 stars

Black Clarks Shacre Boot

Black Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Black Suede
Price: $78.00MSRP: $110.0029% OFF
Rating: 4Rated 4 stars out of 5(67)

Dr. Martens - 101. Color Dark Brown Crazy Horse. On sale for $120.00. MSRP $160.00. 25% off. 4.7 out of 5 stars

Brown Dr. Martens 101

Brown Dr. Martens 101

Brand Name: Dr. Martens
Product Name: 101
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $120.00MSRP: $160.0025% OFF
Rating: 5Rated 5 stars out of 5(6)

Nunn Bush - Karnak Moc Toe Boot Lightweight Comfortable Chukka. Color Tan. On sale for $89.95. MSRP $120.00. 25% off. 4.3 out of 5 stars

Tan Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

Tan Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Moc Toe Boot Lightweight Comfortable Chukka
Gender: Men's
Color: Tan
Price: $89.95MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(10)

SKECHERS Work - Wascana - Benen WP Tactical. Color Black. On sale for $83.00. MSRP $85.00. 2% off. 3.8 out of 5 stars

Black SKECHERS Work Wascana - Benen WP Tactical

Black SKECHERS Work Wascana - Benen WP Tactical

Brand Name: SKECHERS Work
Product Name: Wascana - Benen WP Tactical
Gender: Men's
Color: Black
Price: $83.00MSRP: $85.002% OFF
Rating: 4Rated 4 stars out of 5(315)

Wolverine - Carlsbad Waterproof 6" Steel Toe Work Boot. Color Black. On sale for $94.95. MSRP $120.00. 21% off. 3.6 out of 5 stars

Black Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Black Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brand Name: Wolverine
Product Name: Carlsbad Waterproof 6" Steel Toe Work Boot
Gender: Men's
Color: Black
Price: $94.95MSRP: $120.0021% OFF
Rating: 4Rated 4 stars out of 5(28)

Propet - Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Black. On sale for $91.96. MSRP $149.99. 39% off. 4.3 out of 5 stars

Black Propet Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

Black Propet Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

+2 colors/patterns

Brand Name: Propet
Product Name: Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe
Gender: Men's
Color: Black
Price: $91.96MSRP: $149.9939% OFF
Rating: 4Rated 4 stars out of 5(255)

Florsheim - Rucci Plain Toe Gore Boot. Color Black. On sale for $117.55. MSRP $155.00. 24% off. 4.7 out of 5 stars

Black Florsheim Rucci Plain Toe Gore Boot

Black Florsheim Rucci Plain Toe Gore Boot

+2

Brand Name: Florsheim
Product Name: Rucci Plain Toe Gore Boot
Gender: Men's
Color: Black
Price: $117.55MSRP: $155.0024% OFF
Rating: 5Rated 5 stars out of 5(44)

Tommy Hilfiger - Vitus. Color Black. On sale for $74.25. MSRP $119.00. 38% off.

Black Tommy Hilfiger Vitus

Black Tommy Hilfiger Vitus

Brand Name: Tommy Hilfiger
Product Name: Vitus
Gender: Men's
Color: Black
Price: $74.25MSRP: $119.0038% OFF
Rating

Nunn Bush - Otto Plain Toe Chukka Boot. Color Black. On sale for $49.97. MSRP $120.00. 58% off. 4.0 out of 5 stars

Black Nunn Bush Otto Plain Toe Chukka Boot

Black Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Black
Price: $49.97MSRP: $120.0058% OFF
Rating: 4Rated 4 stars out of 5(26)

Scarpa - Moraine Mid WP. Color Fossil Brown 1. Low Stock. On sale for $178.95. MSRP $189.00. 5% off. 4.0 out of 5 stars

Low Stock

Brown Scarpa Moraine Mid WP

Brown Scarpa Moraine Mid WP

+2 colors/patterns

Brand Name: Scarpa
Product Name: Moraine Mid WP
Gender: Men's
Color: Fossil Brown 1
Price: $178.95MSRP: $189.005% OFF
Rating: 4Rated 4 stars out of 5(1)

Dr. Martens - Combs Tech II. Color Black. On sale for $102.81. MSRP $120.00. 14% off. 4.8 out of 5 stars

Black Dr. Martens Combs Tech II

Black Dr. Martens Combs Tech II

Brand Name: Dr. Martens
Product Name: Combs Tech II
Gender: Unisex
Color: Black
Price: $102.81MSRP: $120.0014% OFF
Rating: 5Rated 5 stars out of 5(9)

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Black. On sale for $91.00. MSRP $145.00. 37% off. 4.7 out of 5 stars

Black Stacy Adams Maury Cap Toe Chelsea Boot

Black Stacy Adams Maury Cap Toe Chelsea Boot

+3

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $91.00MSRP: $145.0037% OFF
Rating: 5Rated 5 stars out of 5(41)

Dr. Martens - 1460 Pascal Bex. Color Black Pisa. On sale for $149.95. MSRP $180.00. 17% off. 4.4 out of 5 stars

Black Dr. Martens 1460 Pascal Bex

Black Dr. Martens 1460 Pascal Bex

Brand Name: Dr. Martens
Product Name: 1460 Pascal Bex
Gender: Unisex
Color: Black Pisa
Price: $149.95MSRP: $180.0017% OFF
Rating: 4Rated 4 stars out of 5(42)

Florsheim Work - Loedin Boot. Color Black. On sale for $110.00. MSRP $154.00. 29% off. 4.4 out of 5 stars

Black Florsheim Work Loedin Boot

Black Florsheim Work Loedin Boot

Brand Name: Florsheim Work
Product Name: Loedin Boot
Gender: Men's
Color: Black
Price: $110.00MSRP: $154.0029% OFF
Rating: 4Rated 4 stars out of 5(95)

Stacy Adams - Santos Plain Toe Side Zip Boot. Color Black Leather. On sale for $103.50. MSRP $115.00. 10% off. 4.4 out of 5 stars

Black Stacy Adams Santos Plain Toe Side Zip Boot

Black Stacy Adams Santos Plain Toe Side Zip Boot

Brand Name: Stacy Adams
Product Name: Santos Plain Toe Side Zip Boot
Gender: Men's
Color: Black Leather
Price: $103.50MSRP: $115.0010% OFF
Rating: 4Rated 4 stars out of 5(128)

1 of 8

12 3 4…8Next Page

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.)