GOING FAST
EXTRA 20% OFF*
Save on select styles with code EXTRA20
Shop Now
*Exclusions apply

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

Medium Size Ankle Elastic Shoes

129 items found

Filters

Search Results

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)

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

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)

AllSaints - Vince Boots. Color Black. Low Stock. $299.00.

Low Stock

Black AllSaints Vince Boots

Black AllSaints Vince Boots

Brand Name: AllSaints
Product Name: Vince Boots
Gender: Men's
Color: Black
Price: $299
Rating

Blundstone - BL1477 Waterproof Winter Chelsea Boot. Color Antique Brown. Low Stock. $239.95. 4.5 out of 5 stars

Low 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: $239.95
Rating: 5Rated 5 stars out of 5(30)

Timberland PRO - Berkley Chelsea Composite Safety Toe Static Dissipative. Color Black. $155.00. 3.2 out of 5 stars

Black Timberland PRO Berkley Chelsea Composite Safety Toe Static Dissipative

Black Timberland PRO Berkley Chelsea Composite Safety Toe Static Dissipative

Brand Name: Timberland PRO
Product Name: Berkley Chelsea Composite Safety Toe Static Dissipative
Gender: Men's
Color: Black
Price: $155
Rating: 3Rated 3 stars out of 5(14)

. Ariat - Booker Chelsea. Color Black Croc Print. $149.95.

Black Ariat Booker Chelsea

Black Ariat Booker Chelsea

Brand Name: Ariat
Product Name: Booker Chelsea
Gender: Men's
Color: Black Croc Print
Price: $149.95
Rating

Reebok - Nano X1 Adventure Tactical. Color Black. Low Stock. On sale for $144.95. MSRP $160.00. 9% off. 3.8 out of 5 stars

Low Stock

Black Reebok Nano X1 Adventure Tactical

Black Reebok Nano X1 Adventure Tactical

Brand Name: Reebok
Product Name: Nano X1 Adventure Tactical
Gender: Men's
Color: Black
Price: $144.95MSRP: $1609% OFF
Rating: 4Rated 4 stars out of 5(6)

Sperry - Float Rain Boot. Color Olive Camo. $94.95. 1.0 out of 5 stars

Green Sperry Float Rain Boot

Green Sperry Float Rain Boot

Brand Name: Sperry
Product Name: Float Rain Boot
Gender: Men's
Color: Olive Camo
Price: $94.95
Rating: 1Rated 1 star out of 5(1)

Eastland 1955 Edition - Daily Double. Color Brown Nubuck. Low Stock. On sale for $87.50. MSRP $125.00. 30% off. 3.4 out of 5 stars

Low Stock

Brown Eastland 1955 Edition Daily Double

Brown Eastland 1955 Edition Daily Double

+3

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Brown Nubuck
Price: $87.50MSRP: $12530% OFF
Rating: 3Rated 3 stars out of 5(14)

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)

Naot - Business. Color French Roast Leather/Saddle Brown Leather/Seal Brown Suede. Low Stock. On sale for $149.97. MSRP $249.95. 40% off. 4.6 out of 5 stars

Low Stock

Black Naot Business

Black Naot Business

Brand Name: Naot
Product Name: Business
Gender: Men's
Color: French Roast Leather/Saddle Brown Leather/Seal Brown Suede
Price: $149.97MSRP: $249.9540% OFF
Rating: 5Rated 5 stars out of 5(36)

UGG - Neumel Chelsea. Color Black. $149.95. 4.6 out of 5 stars

Black UGG Neumel Chelsea

Black UGG Neumel Chelsea

+2

Brand Name: UGG
Product Name: Neumel Chelsea
Gender: Men's
Color: Black
Price: $149.95
Rating: 5Rated 5 stars out of 5(150)

Hunter - Orford. Color Dark Green. $195.00. 4.6 out of 5 stars

Green Hunter Orford

Green Hunter Orford

+3

Brand Name: Hunter
Product Name: Orford
Gender: Men's
Color: Dark Green
Price: $195
Rating: 5Rated 5 stars out of 5(5)

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $140.00. MSRP $200.00. 30% off. 3.0 out of 5 stars

Taupe Cole Haan American Classics Chelsea Boots

Taupe Cole Haan American Classics Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Morel Nubuck Waterproof/Black
Price: $140MSRP: $20030% OFF
Rating: 3Rated 3 stars out of 5(1)

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Bay Leaf. On sale for $105.00. MSRP $150.00. 30% off. 3.2 out of 5 stars

Green Vans Mte™ Standard Mid Chelsea Waterproof

Green Vans Mte™ Standard Mid Chelsea Waterproof

+3

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: Bay Leaf
Price: $105MSRP: $15030% OFF
Rating: 3Rated 3 stars out of 5(4)

UGG - Neumel Weather Hybrid. Color Chestnut/Whitecap. $189.95. 4.3 out of 5 stars

Brown UGG Neumel Weather Hybrid

Brown UGG Neumel Weather Hybrid

+3

Brand Name: UGG
Product Name: Neumel Weather Hybrid
Gender: Men's
Color: Chestnut/Whitecap
Price: $189.95
Rating: 4Rated 4 stars out of 5(137)

Bogs - Kicker Rain Chelsea II. Color Gray. Low Stock. $95.00. 4.3 out of 5 stars

Low Stock

Gray Bogs Kicker Rain Chelsea II

Gray Bogs Kicker Rain Chelsea II

+3

Brand Name: Bogs
Product Name: Kicker Rain Chelsea II
Gender: Men's
Color: Gray
Price: $95
Rating: 4Rated 4 stars out of 5(55)

Allen Edmonds - Tanner. Color Light Brown Suede. $550.00.

Brown Allen Edmonds Tanner

Brown Allen Edmonds Tanner

+3

Brand Name: Allen Edmonds
Product Name: Tanner
Gender: Men's
Color: Light Brown Suede
Price: $550
Rating

Stacy Adams - Eastmont Elastic Lace Boots. Color White. Low Stock. On sale for $77.00. MSRP $140.00. 45% off. 4.0 out of 5 stars

Low Stock

White Stacy Adams Eastmont Elastic Lace Boots

White Stacy Adams Eastmont Elastic Lace Boots

+2

Brand Name: Stacy Adams
Product Name: Eastmont Elastic Lace Boots
Gender: Men's
Color: White
Price: $77MSRP: $14045% OFF
Rating: 4Rated 4 stars out of 5(1)

Pajar CANADA - Fortuo 2.0. Color Dark Brown/Black. Low Stock. $210.00.

Low Stock

Brown Pajar CANADA Fortuo 2.0

Brown Pajar CANADA Fortuo 2.0

+2

Brand Name: Pajar CANADA
Product Name: Fortuo 2.0
Gender: Men's
Color: Dark Brown/Black
Price: $210
Rating

Bogs - Arcata Urban Leather Chelsea. Color Black. $170.00. 4.2 out of 5 stars

Black Bogs Arcata Urban Leather Chelsea

Black Bogs Arcata Urban Leather Chelsea

+2

Brand Name: Bogs
Product Name: Arcata Urban Leather Chelsea
Gender: Men's
Color: Black
Price: $170
Rating: 4Rated 4 stars out of 5(39)

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(309)

Johnston & Murphy - Calder Chelsea Boots. Color Brown Oiled Full Grain. $178.95. 5.0 out of 5 stars

Brown Johnston & Murphy Calder Chelsea Boots

Brown Johnston & Murphy Calder Chelsea Boots

Brand Name: Johnston & Murphy
Product Name: Calder Chelsea Boots
Gender: Men's
Color: Brown Oiled Full Grain
Price: $178.95
Rating: 5Rated 5 stars out of 5(1)

Deer Stags - Brayden. Color Black. On sale for $65.00. MSRP $100.00. 35% off. 3.3 out of 5 stars

Black Deer Stags Brayden

Black Deer Stags Brayden

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Black
Price: $65MSRP: $10035% OFF
Rating: 3Rated 3 stars out of 5(3)

Marc Joseph New York - Austin. Color Cognac Grainy. On sale for $89.95. MSRP $195.00. 54% off. 4.1 out of 5 stars

Brown Marc Joseph New York Austin

Brown Marc Joseph New York Austin

Brand Name: Marc Joseph New York
Product Name: Austin
Gender: Men's
Color: Cognac Grainy
Price: $89.95MSRP: $19554% OFF
Rating: 4Rated 4 stars out of 5(9)

KEEN - KNX Chukka. Color Brindle/Plaza Taupe. Low Stock. On sale for $94.21. MSRP $159.95. 41% off. 3.8 out of 5 stars

Low Stock

Taupe KEEN KNX Chukka

Taupe KEEN KNX Chukka

Brand Name: KEEN
Product Name: KNX Chukka
Gender: Men's
Color: Brindle/Plaza Taupe
Price: $94.21MSRP: $159.9541% OFF
Rating: 4Rated 4 stars out of 5(20)

Blundstone - All-Terrain Chelsea Boots. Color Black. Low Stock. $234.95.

Low Stock

Black Blundstone All-Terrain Chelsea Boots

Black Blundstone All-Terrain Chelsea Boots

Brand Name: Blundstone
Product Name: All-Terrain Chelsea Boots
Gender: Unisex
Color: Black
Price: $234.95
Rating

Dr. Martens - Rilla. Color Black. On sale for $105.02. MSRP $130.00. 19% off.

Black Dr. Martens Rilla

Black Dr. Martens Rilla

Brand Name: Dr. Martens
Product Name: Rilla
Gender: Unisex
Color: Black
Price: $105.02MSRP: $13019% OFF
Rating

2 of 2

Join Our Email List

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

*One code per email address.