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

Size 9 Medium Size Ankle Comfort Products

37 items found

Filters

Search Results

Rockport - Classic Break Chukka. Color Dark Brown Leather. $159.95. 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: $159.95
Rating: 4Rated 4 stars out of 5(215)

Florsheim - Lodge Plain Toe 3-eye Chukka Boots. Color Brown Crazy Horse. $140.00. 4.0 out of 5 stars

Brown Florsheim Lodge Plain Toe 3-eye Chukka Boots

Brown Florsheim Lodge Plain Toe 3-eye Chukka Boots

+2

Brand Name: Florsheim
Product Name: Lodge Plain Toe 3-eye Chukka Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $140
Rating: 4Rated 4 stars out of 5(4)

SOREL - Madson II Moc Toe Waterproof. Color Velvet Tan/Tobacco. On sale for $120.00. MSRP $200.00. 40% off.

Brown SOREL Madson II Moc Toe Waterproof

Brown SOREL Madson II Moc Toe Waterproof

Brand Name: SOREL
Product Name: Madson II Moc Toe Waterproof
Gender: Men's
Color: Velvet Tan/Tobacco
Price: $120MSRP: $20040% OFF
Rating

KEEN - Targhee III Mid Waterproof. Color Bungee Cord/Black. $179.95. 4.0 out of 5 stars

Black KEEN Targhee III Mid Waterproof

Black KEEN Targhee III Mid Waterproof

Brand Name: KEEN
Product Name: Targhee III Mid Waterproof
Gender: Men's
Color: Bungee Cord/Black
Price: $179.95
Rating: 4Rated 4 stars out of 5(475)

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

Brown KEEN Anchorage Boots III Waterproof

Brown KEEN Anchorage Boots III Waterproof

Brand Name: KEEN
Product Name: Anchorage Boots III Waterproof
Gender: Men's
Color: Dark Earth/Mulch
Price: $174.95
Rating: 4Rated 4 stars out of 5(390)

Born - Nigel Boots. Color Rust/Brown Combo. $150.00. 4.1 out of 5 stars

Brown Born Nigel Boots

Brown Born Nigel Boots

+3

Brand Name: Born
Product Name: Nigel Boots
Gender: Men's
Color: Rust/Brown Combo
Price: $150
Rating: 4Rated 4 stars out of 5(153)

SOREL - Outing Nw Sneaker Mid Waterproof. Color Utility Green/Black. $120.00. 4.3 out of 5 stars

Olive SOREL Outing Nw Sneaker Mid Waterproof

Olive SOREL Outing Nw Sneaker Mid Waterproof

+3

Brand Name: SOREL
Product Name: Outing Nw Sneaker Mid Waterproof
Gender: Men's
Color: Utility Green/Black
Price: $120
Rating: 4Rated 4 stars out of 5(7)

Rockport - Northfield Waterproof Boots. Color Black. On sale for $119.95. MSRP $159.95. 25% off. 4.3 out of 5 stars

Black Rockport Northfield Waterproof Boots

Black Rockport Northfield Waterproof Boots

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boots
Gender: Men's
Color: Black
Price: $119.95MSRP: $159.9525% OFF
Rating: 4Rated 4 stars out of 5(217)

Propet - Cliff Walker Tall Strap. Color Black. $154.99. 3.8 out of 5 stars

Black Propet Cliff Walker Tall Strap

Black Propet Cliff Walker Tall Strap

Brand Name: Propet
Product Name: Cliff Walker Tall Strap
Gender: Men's
Color: Black
Price: $154.99
Rating: 4Rated 4 stars out of 5(18)

Propet - Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Black. $149.99. 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: $149.99
Rating: 4Rated 4 stars out of 5(259)

KEEN - Targhee IV Waterproof Hiking Boots. Color Sea Turtle/Roasted Pecan. $179.95. 3.0 out of 5 stars

Brown KEEN Targhee IV Waterproof Hiking Boots

Brown KEEN Targhee IV Waterproof Hiking Boots

+2

Brand Name: KEEN
Product Name: Targhee IV Waterproof Hiking Boots
Gender: Men's
Color: Sea Turtle/Roasted Pecan
Price: $179.95
Rating: 3Rated 3 stars out of 5(1)

Wolverine - Carlsbad Waterproof 6" Steel Toe Work Boot. Color Dark Brown. On sale for $99.95. MSRP $120.00. 17% off. 3.6 out of 5 stars

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brand Name: Wolverine
Product Name: Carlsbad Waterproof 6" Steel Toe Work Boot
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $12017% OFF
Rating: 4Rated 4 stars out of 5(34)

BRUNT - Sullivan 6" WP Soft. Color Brown. $149.99.

Brown BRUNT Sullivan 6" WP Soft

Brown BRUNT Sullivan 6" WP Soft

Brand Name: BRUNT
Product Name: Sullivan 6" WP Soft
Gender: Men's
Color: Brown
Price: $149.99
Rating

Cole Haan - Muir Moc Tall Boots. Color Raven Suede/Raven Waterproof. On sale for $145.60. MSRP $208.00. 30% off. 5.0 out of 5 stars

Black Cole Haan Muir Moc Tall Boots

Black Cole Haan Muir Moc Tall Boots

+3

Brand Name: Cole Haan
Product Name: Muir Moc Tall Boots
Gender: Men's
Color: Raven Suede/Raven Waterproof
Price: $145.60MSRP: $20830% OFF
Rating: 5Rated 5 stars out of 5(1)

Bruno Magli - Macy. Color Black. $325.00.

Black Bruno Magli Macy

Black Bruno Magli Macy

Brand Name: Bruno Magli
Product Name: Macy
Gender: Men's
Color: Black
Price: $325
Rating

Zamberlan - Thunder Pro GTX. Color Musk/Orange. Low Stock. On sale for $253.50. MSRP $390.00. 35% off. 5.0 out of 5 stars

Low Stock

Black Zamberlan Thunder Pro GTX

Black Zamberlan Thunder Pro GTX

+3

Brand Name: Zamberlan
Product Name: Thunder Pro GTX
Gender: Men's
Color: Musk/Orange
Price: $253.50MSRP: $39035% OFF
Rating: 5Rated 5 stars out of 5(1)

BRUNT - Kasparian 6" WP Soft. Color Brown. $154.99. 1.0 out of 5 stars

Brown BRUNT Kasparian 6" WP Soft

Brown BRUNT Kasparian 6" WP Soft

Brand Name: BRUNT
Product Name: Kasparian 6" WP Soft
Gender: Men's
Color: Brown
Price: $154.99
Rating: 1Rated 1 star out of 5(1)

Bruno Magli - Raging Boots. Color Brown. Low Stock. $450.00.

Low Stock

Brown Bruno Magli Raging Boots

Brown Bruno Magli Raging Boots

Brand Name: Bruno Magli
Product Name: Raging Boots
Gender: Men's
Color: Brown
Price: $450
Rating

Propet - Shield Worker. Color Black. $164.99. 3.5 out of 5 stars

Black Propet Shield Worker

Black Propet Shield Worker

Brand Name: Propet
Product Name: Shield Worker
Gender: Men's
Color: Black
Price: $164.99
Rating: 4Rated 4 stars out of 5(46)

Eastland 1955 Edition - Seneca. Color Tan. On sale for $110.00. MSRP $120.00. 8% off. 4.4 out of 5 stars

Tan Eastland 1955 Edition Seneca

Tan Eastland 1955 Edition Seneca

+3

Brand Name: Eastland 1955 Edition
Product Name: Seneca
Gender: Men's
Color: Tan
Price: $110MSRP: $1208% OFF
Rating: 4Rated 4 stars out of 5(42)

BRUNT - Kasparian 6" WP Comp. Color Brown. $164.99. 5.0 out of 5 stars

Brown BRUNT Kasparian 6" WP Comp

Brown BRUNT Kasparian 6" WP Comp

Brand Name: BRUNT
Product Name: Kasparian 6" WP Comp
Gender: Men's
Color: Brown
Price: $164.99
Rating: 5Rated 5 stars out of 5(1)

BRUNT - Sullivan 6" WP Comp. Color Brown. $159.99. 3.0 out of 5 stars

Brown BRUNT Sullivan 6" WP Comp

Brown BRUNT Sullivan 6" WP Comp

Brand Name: BRUNT
Product Name: Sullivan 6" WP Comp
Gender: Men's
Color: Brown
Price: $159.99
Rating: 3Rated 3 stars out of 5(2)

Mephisto - Alexander. Color Brown. $399.00. 4.7 out of 5 stars

Brown Mephisto Alexander

Brown Mephisto Alexander

+2

Brand Name: Mephisto
Product Name: Alexander
Gender: Men's
Color: Brown
Price: $399
Rating: 5Rated 5 stars out of 5(3)

KEEN Utility - Evanston 6" Composite Toe ESD. Color Bison/Black. $155.00. 3.9 out of 5 stars

Brown KEEN Utility Evanston 6" Composite Toe ESD

Brown KEEN Utility Evanston 6" Composite Toe ESD

Brand Name: KEEN Utility
Product Name: Evanston 6" Composite Toe ESD
Gender: Men's
Color: Bison/Black
Price: $155
Rating: 4Rated 4 stars out of 5(12)

Allen Edmonds - Higgins Mill Lace-Up. Color Brown Waxed Suede. $550.00.

Brown Allen Edmonds Higgins Mill Lace-Up

Brown Allen Edmonds Higgins Mill Lace-Up

Brand Name: Allen Edmonds
Product Name: Higgins Mill Lace-Up
Gender: Men's
Color: Brown Waxed Suede
Price: $550
Rating

Eastland 1955 Edition - Ethan 1955. Color Black. Low Stock. $225.00.

Low Stock

Black Eastland 1955 Edition Ethan 1955

Black Eastland 1955 Edition Ethan 1955

Brand Name: Eastland 1955 Edition
Product Name: Ethan 1955
Gender: Men's
Color: Black
Price: $225
Rating

Zamberlan - Adak 6 GTX Rr. Color Shark Camo. Low Stock. $450.00. 5.0 out of 5 stars

Low Stock

Black Zamberlan Adak 6 GTX Rr

Black Zamberlan Adak 6 GTX Rr

Brand Name: Zamberlan
Product Name: Adak 6 GTX Rr
Gender: Men's
Color: Shark Camo
Price: $450
Rating: 5Rated 5 stars out of 5(1)

Rockport - More Energy RK6640. Color Brown. On sale for $164.95. MSRP $185.00. 11% off. 4.2 out of 5 stars

Brown Rockport More Energy RK6640

Brown Rockport More Energy RK6640

Brand Name: Rockport
Product Name: More Energy RK6640
Gender: Men's
Color: Brown
Price: $164.95MSRP: $18511% OFF
Rating: 4Rated 4 stars out of 5(39)

Arc'teryx - Norvan 4 Nivalis. Color Dynasty/Dynasty. $250.00. 3.0 out of 5 stars

Blue Arc'teryx Norvan 4 Nivalis

Blue Arc'teryx Norvan 4 Nivalis

+2

Brand Name: Arc'teryx
Product Name: Norvan 4 Nivalis
Gender: Men's
Color: Dynasty/Dynasty
Price: $250
Rating: 3Rated 3 stars out of 5(1)

Eastland 1955 Edition - Jack. Color Oak. Low Stock. On sale for $125.00. MSRP $140.00. 11% off. 4.4 out of 5 stars

Low Stock

Brown Eastland 1955 Edition Jack

Brown Eastland 1955 Edition Jack

+1

Brand Name: Eastland 1955 Edition
Product Name: Jack
Gender: Men's
Color: Oak
Price: $125MSRP: $14011% OFF
Rating: 4Rated 4 stars out of 5(10)

Propet - Ridge Walker. Color Grey/Blue. On sale for $109.99. MSRP $129.99. 15% off. 3.9 out of 5 stars

Gray Propet Ridge Walker

Gray Propet Ridge Walker

+3

Brand Name: Propet
Product Name: Ridge Walker
Gender: Men's
Color: Grey/Blue
Price: $109.99MSRP: $129.9915% OFF
Rating: 4Rated 4 stars out of 5(205)

Teva - Ellwood Mid. Color Brown Multi. $119.95. 2.0 out of 5 stars

Black Teva Ellwood Mid

Black Teva Ellwood Mid

+3

Brand Name: Teva
Product Name: Ellwood Mid
Gender: Men's
Color: Brown Multi
Price: $119.95
Rating: 2Rated 2 stars out of 5(1)

KEEN - Zionic NXT Waterproof Hiking Shoes. Color Triple Black. $184.95. 4.7 out of 5 stars

Black KEEN Zionic NXT Waterproof Hiking Shoes

Black KEEN Zionic NXT Waterproof Hiking Shoes

+3

Brand Name: KEEN
Product Name: Zionic NXT Waterproof Hiking Shoes
Gender: Men's
Color: Triple Black
Price: $184.95
Rating: 5Rated 5 stars out of 5(7)

Red Wing Heritage - 6" Iron Ranger Lug. Color Black Harness. $349.99. 4.5 out of 5 stars

Black Red Wing Heritage 6" Iron Ranger Lug

Black Red Wing Heritage 6" Iron Ranger Lug

+3

Brand Name: Red Wing Heritage
Product Name: 6" Iron Ranger Lug
Gender: Men's
Color: Black Harness
Price: $349.99
Rating: 4Rated 4 stars out of 5(161)

Tommy Hilfiger - Rosell. Color Brown. On sale for $39.98. MSRP $79.95. 50% off.

Brown Tommy Hilfiger Rosell

Brown Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Brown
Price: $39.98MSRP: $79.9550% OFF
Rating

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Cognac. On sale for $64.95. MSRP $95.00. 32% off. 3.9 out of 5 stars

Tan Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Tan 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: Cognac
Price: $64.95MSRP: $9532% OFF
Rating: 4Rated 4 stars out of 5(18)

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Black/Black. On sale for $169.95. MSRP $200.00. 15% off. 2.7 out of 5 stars

Black Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Black Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Brand Name: Cole Haan
Product Name: Originalgrand Remastered Waterproof Chukka Boots
Gender: Men's
Color: Black/Black
Price: $169.95MSRP: $20015% OFF
Rating: 3Rated 3 stars out of 5(3)

Join Our Email List

Never miss out on latest drops & sales—plus, new subscribers get 10% off.*

*One code per email address.