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

Size 7.5 Ankle Elastic Products

43 items found

Filters

Search Results

Nunn Bush - Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 5.0 out of 5 stars

Black Nunn Bush Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka

Black Nunn Bush Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka

+2

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka
Gender: Men's
Color: Black
Price: $89.95MSRP: $12025% OFF
Rating: 5Rated 5 stars out of 5(2)

Florsheim - Lodge Plain Toe Gore Boots. Color Chestnut Smooth. Low Stock. On sale for $90.00. MSRP $145.00. 38% off. 4.4 out of 5 stars

Low Stock

Brown Florsheim Lodge Plain Toe Gore Boots

Brown Florsheim Lodge Plain Toe Gore Boots

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boots
Gender: Men's
Color: Chestnut Smooth
Price: $90MSRP: $14538% OFF
Rating: 4Rated 4 stars out of 5(120)

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boots. Color Black. On sale for $84.99. MSRP $120.00. 29% off. 4.2 out of 5 stars

Black Nunn Bush Otis 2.0 Chelsea Fashion Leather Boots

Black Nunn Bush Otis 2.0 Chelsea Fashion Leather Boots

+3

Brand Name: Nunn Bush
Product Name: Otis 2.0 Chelsea Fashion Leather Boots
Gender: Men's
Color: Black
Price: $84.99MSRP: $12029% OFF
Rating: 4Rated 4 stars out of 5(9)

Blundstone - Original Suede Chelsea Boots. Color Tobacco. $184.95. 5.0 out of 5 stars

Brown Blundstone Original Suede Chelsea Boots

Brown Blundstone Original Suede Chelsea Boots

+2

Brand Name: Blundstone
Product Name: Original Suede Chelsea Boots
Gender: Unisex
Color: Tobacco
Price: $184.95
Rating: 5Rated 5 stars out of 5(1)

Stacy Adams - Eastmont Elastic Lace Boots. Color White. Low Stock. On sale for $101.50. MSRP $140.00. 28% off. 4.0 out of 5 stars

Low Stock

White Stacy Adams Eastmont Elastic Lace Boots

White Stacy Adams Eastmont Elastic Lace Boots

+3

Brand Name: Stacy Adams
Product Name: Eastmont Elastic Lace Boots
Gender: Men's
Color: White
Price: $101.50MSRP: $14028% OFF
Rating: 4Rated 4 stars out of 5(1)

. Steve Madden - Highline. Color Tobacco Suede. On sale for $106.46. MSRP $109.95. 3% off. 4.2 out of 5 stars

Brown Steve Madden Highline

Brown Steve Madden Highline

+4

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Tobacco Suede
Price: $106.46MSRP: $109.953% OFF
Rating: 4Rated 4 stars out of 5(22)

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Faded Black. Low Stock. On sale for $112.50. MSRP $150.00. 25% off. 3.5 out of 5 stars

Low Stock

Gray Vans Mte™ Standard Mid Chelsea Waterproof

Gray Vans Mte™ Standard Mid Chelsea Waterproof

+4

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: Faded Black
Price: $112.50MSRP: $15025% OFF
Rating: 4Rated 4 stars out of 5(2)

Florsheim - Forge Plain Toe Gore Boots. Color Brown Crazy Horse. $130.00. 4.1 out of 5 stars

Brown Florsheim Forge Plain Toe Gore Boots

Brown Florsheim Forge Plain Toe Gore Boots

+3

Brand Name: Florsheim
Product Name: Forge Plain Toe Gore Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $130
Rating: 4Rated 4 stars out of 5(20)

Blundstone - BL1615. Color Olive Suede. $184.95. 5.0 out of 5 stars

Olive Blundstone BL1615

Olive Blundstone BL1615

Brand Name: Blundstone
Product Name: BL1615
Gender: Unisex
Color: Olive Suede
Price: $184.95
Rating: 5Rated 5 stars out of 5(3)

Sperry - Clifton Boots. Color Olive. On sale for $104.99. MSRP $110.00. 5% off. 5.0 out of 5 stars

Olive Sperry Clifton Boots

Olive Sperry Clifton Boots

+2

Brand Name: Sperry
Product Name: Clifton Boots
Gender: Men's
Color: Olive
Price: $104.99MSRP: $1105% OFF
Rating: 5Rated 5 stars out of 5(1)

Clarks - Shepton Easy. Color Black Leather. Low Stock. On sale for $108.75. MSRP $130.00. 16% off. 5.0 out of 5 stars

Low Stock

Black Clarks Shepton Easy

Black Clarks Shepton Easy

+2

Brand Name: Clarks
Product Name: Shepton Easy
Gender: Men's
Color: Black Leather
Price: $108.75MSRP: $13016% OFF
Rating: 5Rated 5 stars out of 5(1)

Steve Madden - Hatford. Color Black. On sale for $87.41. MSRP $100.00. 13% off.

Black Steve Madden Hatford

Black Steve Madden Hatford

+4

Brand Name: Steve Madden
Product Name: Hatford
Gender: Men's
Color: Black
Price: $87.41MSRP: $10013% OFF
Rating

L.L.Bean - Storm Chaser Chelsea Boots. Color Oakwood. $170.00. 3.5 out of 5 stars

Brown L.L.Bean Storm Chaser Chelsea Boots

Brown L.L.Bean Storm Chaser Chelsea Boots

+2

Brand Name: L.L.Bean
Product Name: Storm Chaser Chelsea Boots
Gender: Men's
Color: Oakwood
Price: $170
Rating: 3Rated 3 stars out of 5(35)

SOREL - Cyprus Chelsea Waterproof. Color Tobacco/Blackened Brown. On sale for $93.75. MSRP $125.00. 25% off. 1.0 out of 5 stars

Brown SOREL Cyprus Chelsea Waterproof

Brown SOREL Cyprus Chelsea Waterproof

+3

Brand Name: SOREL
Product Name: Cyprus Chelsea Waterproof
Gender: Men's
Color: Tobacco/Blackened Brown
Price: $93.75MSRP: $12525% OFF
Rating: 1Rated 1 star out of 5(1)

Steve Madden - Merrnie. Color Taupe. On sale for $63.99. MSRP $79.99. 20% off.

Taupe Steve Madden Merrnie

Taupe Steve Madden Merrnie

+2

Brand Name: Steve Madden
Product Name: Merrnie
Gender: Men's
Color: Taupe
Price: $63.99MSRP: $79.9920% OFF
Rating

Ariat - Hybrid Low Western Boots. Color Stone. $159.95. 4.5 out of 5 stars

Navy Ariat Hybrid Low Western Boots

Navy Ariat Hybrid Low Western Boots

Brand Name: Ariat
Product Name: Hybrid Low Western Boots
Gender: Men's
Color: Stone
Price: $159.95
Rating: 4Rated 4 stars out of 5(147)

Stacy Adams - Thompson Elastic Lace Inside Zip Boots. Color Brown. On sale for $104.62. MSRP $150.00. 30% off.

Brown Stacy Adams Thompson Elastic Lace Inside Zip Boots

Brown Stacy Adams Thompson Elastic Lace Inside Zip Boots

+2

Brand Name: Stacy Adams
Product Name: Thompson Elastic Lace Inside Zip Boots
Gender: Men's
Color: Brown
Price: $104.62MSRP: $15030% OFF
Rating

Kenneth Cole - Tully Chelsea Boots. Color Black Leather. On sale for $129.50. MSRP $184.95. 30% off.

Black Kenneth Cole Tully Chelsea Boots

Black Kenneth Cole Tully Chelsea Boots

Brand Name: Kenneth Cole
Product Name: Tully Chelsea Boots
Gender: Men's
Color: Black Leather
Price: $129.50MSRP: $184.9530% OFF
Rating

Timberland PRO - Nashoba Soft Toe. Color Stout Brown-2024 NEW. $170.00. 4.2 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
Rating: 4Rated 4 stars out of 5(32)

Cole Haan - Roundhill Grand Chelsea Boots. Color Black/Black Waterproof. Low Stock. On sale for $195.00. MSRP $260.00. 25% off. 5.0 out of 5 stars

Low Stock

Black Cole Haan Roundhill Grand Chelsea Boots

Black Cole Haan Roundhill Grand Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: Roundhill Grand Chelsea Boots
Gender: Men's
Color: Black/Black Waterproof
Price: $195MSRP: $26025% OFF
Rating: 5Rated 5 stars out of 5(1)

Ariat - Midtown Rambler. Color Barn Brown. $169.95. 4.4 out of 5 stars

Brown Ariat Midtown Rambler

Brown Ariat Midtown Rambler

+2 colors/patterns

Brand Name: Ariat
Product Name: Midtown Rambler
Gender: Men's
Color: Barn Brown
Price: $169.95
Rating: 4Rated 4 stars out of 5(355)

Ariat - Midtown Rambler Boots. Color Matte Black. $169.95. 4.4 out of 5 stars

Black Ariat Midtown Rambler Boots

Black Ariat Midtown Rambler Boots

Brand Name: Ariat
Product Name: Midtown Rambler Boots
Gender: Men's
Color: Matte Black
Price: $169.95
Rating: 4Rated 4 stars out of 5(25)

Twisted X - MCA0013. Color Oiled Saddle. $169.95. 5.0 out of 5 stars

Tan Twisted X MCA0013

Tan Twisted X MCA0013

Brand Name: Twisted X
Product Name: MCA0013
Gender: Men's
Color: Oiled Saddle
Price: $169.95
Rating: 5Rated 5 stars out of 5(1)

Ariat - Turbo Chelsea Waterproof Carbon Toe EH. Color Aged Bark. $174.95. 4.3 out of 5 stars

Brown Ariat Turbo Chelsea Waterproof Carbon Toe EH

Brown Ariat Turbo Chelsea Waterproof Carbon Toe EH

Brand Name: Ariat
Product Name: Turbo Chelsea Waterproof Carbon Toe EH
Gender: Men's
Color: Aged Bark
Price: $174.95
Rating: 4Rated 4 stars out of 5(302)

Avenger Work Boots - Foreman Chelsea CT. Color Brown. Low Stock. On sale for $104.99. MSRP $114.99. 9% off. 3.7 out of 5 stars

Low Stock

Brown Avenger Work Boots Foreman Chelsea CT

Brown Avenger Work Boots Foreman Chelsea CT

Brand Name: Avenger Work Boots
Product Name: Foreman Chelsea CT
Gender: Men's
Color: Brown
Price: $104.99MSRP: $114.999% OFF
Rating: 4Rated 4 stars out of 5(62)

Tommy Hilfiger - Vitus. Color Black. On sale for $59.50. MSRP $119.00. 50% off. 4.0 out of 5 stars

Black Tommy Hilfiger Vitus

Black Tommy Hilfiger Vitus

Brand Name: Tommy Hilfiger
Product Name: Vitus
Gender: Men's
Color: Black
Price: $59.50MSRP: $11950% OFF
Rating: 4Rated 4 stars out of 5(1)

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

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: $1808% OFF
Rating: 4Rated 4 stars out of 5(80)

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $102.69. MSRP $115.00. 11% off. 4.2 out of 5 stars

Low Stock

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

+2

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $102.69MSRP: $11511% OFF
Rating: 4Rated 4 stars out of 5(102)

Carhartt - Millbrook 4" Romeo Steel Toe Wedge Work Boots. Color Brown Oil Tanned. $149.99. 3.9 out of 5 stars

Brown Carhartt Millbrook 4" Romeo Steel Toe Wedge Work Boots

Brown Carhartt Millbrook 4" Romeo Steel Toe Wedge Work Boots

Brand Name: Carhartt
Product Name: Millbrook 4" Romeo Steel Toe Wedge Work Boots
Gender: Men's
Color: Brown Oil Tanned
Price: $149.99
Rating: 4Rated 4 stars out of 5(9)

Caterpillar - Threshold Rebound Chelsea WP ST. Color Bison. $144.95.

Brown Caterpillar Threshold Rebound Chelsea WP ST

Brown Caterpillar Threshold Rebound Chelsea WP ST

Brand Name: Caterpillar
Product Name: Threshold Rebound Chelsea WP ST
Gender: Men's
Color: Bison
Price: $144.95
Rating

L.L.Bean - Stonington Chelsea Boot Suede. Color Deepest Brown. On sale for $124.00. MSRP $139.00. 11% off. 3.6 out of 5 stars

Brown L.L.Bean Stonington Chelsea Boot Suede

Brown L.L.Bean Stonington Chelsea Boot Suede

Brand Name: L.L.Bean
Product Name: Stonington Chelsea Boot Suede
Gender: Men's
Color: Deepest Brown
Price: $124MSRP: $13911% OFF
Rating: 4Rated 4 stars out of 5(5)

Twisted X - 4" Work Chelsea Boot. Color Shitake. Low Stock. $184.95.

Low Stock

Brown Twisted X 4" Work Chelsea Boot

Brown Twisted X 4" Work Chelsea Boot

+2

Brand Name: Twisted X
Product Name: 4" Work Chelsea Boot
Gender: Men's
Color: Shitake
Price: $184.95
Rating

Caterpillar - Wheelbase Steel Toe. Color Clay Leather. $114.95. 3.0 out of 5 stars

Orange Caterpillar Wheelbase Steel Toe

Orange Caterpillar Wheelbase Steel Toe

Brand Name: Caterpillar
Product Name: Wheelbase Steel Toe
Gender: Men's
Color: Clay Leather
Price: $114.95
Rating: 3Rated 3 stars out of 5(1)

Carhartt - Force Wr 4" Romeo Soft Toe Boot. Color Black Oil Tanned. Low Stock. $139.99. 3.0 out of 5 stars

Low Stock

Black Carhartt Force Wr 4" Romeo Soft Toe Boot

Black Carhartt Force Wr 4" Romeo Soft Toe Boot

Brand Name: Carhartt
Product Name: Force Wr 4" Romeo Soft Toe Boot
Gender: Men's
Color: Black Oil Tanned
Price: $139.99
Rating: 3Rated 3 stars out of 5(5)

Steve Madden - Sverne. Color Tan Leather. Low Stock. $150.00. 3.0 out of 5 stars

Low Stock

Tan Steve Madden Sverne

Tan Steve Madden Sverne

Brand Name: Steve Madden
Product Name: Sverne
Gender: Men's
Color: Tan Leather
Price: $150
Rating: 3Rated 3 stars out of 5(1)

Polo Ralph Lauren - Bryson Chelsea Boot. Color Black Dress Calf. Low Stock. $198.00. 3.8 out of 5 stars

Low Stock

Black Polo Ralph Lauren Bryson Chelsea Boot

Black Polo Ralph Lauren Bryson Chelsea Boot

Brand Name: Polo Ralph Lauren
Product Name: Bryson Chelsea Boot
Gender: Men's
Color: Black Dress Calf
Price: $198
Rating: 4Rated 4 stars out of 5(4)

Dansko - Frankie. Color Black Oiled. $179.95. 4.2 out of 5 stars

Black Dansko Frankie

Black Dansko Frankie

+3

Brand Name: Dansko
Product Name: Frankie
Gender: Women's
Color: Black Oiled
Price: $179.95
Rating: 4Rated 4 stars out of 5(305)

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $119.95. MSRP $200.00. 40% off.

Taupe Cole Haan American Classics Chelsea Boots

Taupe Cole Haan American Classics Chelsea Boots

+3

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Morel Nubuck Waterproof/Black
Price: $119.95MSRP: $20040% OFF
Rating

Tommy Hilfiger - Sesame. Color Medium Brown Burnished. On sale for $71.40. MSRP $119.00. 40% off. 5.0 out of 5 stars

Brown Tommy Hilfiger Sesame

Brown Tommy Hilfiger Sesame

+2

Brand Name: Tommy Hilfiger
Product Name: Sesame
Gender: Men's
Color: Medium Brown Burnished
Price: $71.40MSRP: $11940% OFF
Rating: 5Rated 5 stars out of 5(6)

Steve Madden - Hatton. Color Black. On sale for $123.75. MSRP $165.00. 25% off. 4.0 out of 5 stars

Black Steve Madden Hatton

Black Steve Madden Hatton

Brand Name: Steve Madden
Product Name: Hatton
Gender: Men's
Color: Black
Price: $123.75MSRP: $16525% OFF
Rating: 4Rated 4 stars out of 5(1)

Steve Madden - Montreaux. Color Tan. Low Stock. $130.00.

Low Stock

Tan Steve Madden Montreaux

Tan Steve Madden Montreaux

Brand Name: Steve Madden
Product Name: Montreaux
Gender: Men's
Color: Tan
Price: $130
Rating

. Carhartt - Millbrook 4" Romeo Soft Toe Wedge Boots. Color Black Oil Tanned. On sale for $110.00. MSRP $144.99. 24% off. 3.6 out of 5 stars

Black Carhartt Millbrook 4" Romeo Soft Toe Wedge Boots

Black Carhartt Millbrook 4" Romeo Soft Toe Wedge Boots

+2

Brand Name: Carhartt
Product Name: Millbrook 4" Romeo Soft Toe Wedge Boots
Gender: Men's
Color: Black Oil Tanned
Price: $110MSRP: $144.9924% OFF
Rating: 4Rated 4 stars out of 5(49)

Steve Madden - Duke. Color Cognac Leather. $140.00. 5.0 out of 5 stars

Brown Steve Madden Duke

Brown Steve Madden Duke

+2

Brand Name: Steve Madden
Product Name: Duke
Gender: Men's
Color: Cognac Leather
Price: $140
Rating: 5Rated 5 stars out of 5(1)

Join Our Email List

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

*One code per email address.