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

Men's Stretch Boots

37 items found

Sort By

Your Selections

Search Results

Carhartt - Millbrook 4" Romeo Steel Toe Wedge Work Boot. Color Brown Oil Tanned. $149.99. 3.3 out of 5 stars

Brown Carhartt Millbrook 4" Romeo Steel Toe Wedge Work Boot

Brown Carhartt Millbrook 4" Romeo Steel Toe Wedge Work Boot

Brand Name: Carhartt
Product Name: Millbrook 4" Romeo Steel Toe Wedge Work Boot
Color: Brown Oil Tanned
Price: $149.99
Rating: 3Rated 3 stars out of 5(3)

Georgia Boot - 6" Flxpoint Ultra Comp Toe Chelsea. Color Brown. Low Stock. On sale for $162.00. MSRP $172.00.. 3.0 out of 5 stars

7 left in stock

Brown Georgia Boot 6" Flxpoint Ultra Comp Toe Chelsea

Brown Georgia Boot 6" Flxpoint Ultra Comp Toe Chelsea

Brand Name: Georgia Boot
Product Name: 6" Flxpoint Ultra Comp Toe Chelsea
Color: Brown
Price: $162.00MSRP: $172.00
Rating: 3Rated 3 stars out of 5(2)

Georgia Boot - Eagle One Waterproof Chelsea Soft Toe. Color Brown. On sale for $155.00. MSRP $165.00.. 4.1 out of 5 stars

Brown Georgia Boot Eagle One Waterproof Chelsea Soft Toe

Brown Georgia Boot Eagle One Waterproof Chelsea Soft Toe

Brand Name: Georgia Boot
Product Name: Eagle One Waterproof Chelsea Soft Toe
Color: Brown
Price: $155.00MSRP: $165.00
Rating: 4Rated 4 stars out of 5(48)

Wolverine Heritage - I-90 Romeo. Color Sudan Brown. On sale for $144.95. MSRP $160.00.. 4.0 out of 5 stars

Brown Wolverine Heritage I-90 Romeo

Brown Wolverine Heritage I-90 Romeo

Brand Name: Wolverine Heritage
Product Name: I-90 Romeo
Color: Sudan Brown
Price: $144.95MSRP: $160.00
Rating: 4Rated 4 stars out of 5(8)

ACE Work Boots - Firebrand. Color Black. $104.98.

Black ACE Work Boots Firebrand

Black ACE Work Boots Firebrand

Brand Name: ACE Work Boots
Product Name: Firebrand
Color: Black
Price: $104.98
Rating

Blundstone - BL989 Work Chelsea Boot. Color Wheat Premium Nubuck. $229.95. 5.0 out of 5 stars

Brown Blundstone BL989 Work Chelsea Boot

Brown Blundstone BL989 Work Chelsea Boot

Brand Name: Blundstone
Product Name: BL989 Work Chelsea Boot
Color: Wheat Premium Nubuck
Price: $229.95
Rating: 5Rated 5 stars out of 5(1)

Avenger Work Boots - Foreman Chelsea CT. Color Brown. $109.95. 3.7 out of 5 stars

Brown Avenger Work Boots Foreman Chelsea CT

Brown Avenger Work Boots Foreman Chelsea CT

Brand Name: Avenger Work Boots
Product Name: Foreman Chelsea CT
Color: Brown
Price: $109.95
Rating: 4Rated 4 stars out of 5(46)

. 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
Color: Black
Price: $229.95
Rating: 5Rated 5 stars out of 5(371)

Red Wing Heritage - Weekend Chelsea. Color Copper Rough & Tough Leather. $259.99. 4.1 out of 5 stars

Brown Red Wing Heritage Weekend Chelsea

Brown Red Wing Heritage Weekend Chelsea

Brand Name: Red Wing Heritage
Product Name: Weekend Chelsea
Color: Copper Rough & Tough Leather
Price: $259.99
Rating: 4Rated 4 stars out of 5(21)

Born - Hemlock. Color Black Full Grain. $135.00. 4.3 out of 5 stars

Black Born Hemlock

Black Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Color: Black Full Grain
Price: $135.00
Rating: 4Rated 4 stars out of 5(189)

KEEN - Anchorage Boot III Waterproof. Color Dark Earth/Mulch. $159.95. 4.1 out of 5 stars

Brown KEEN Anchorage Boot III Waterproof

Brown KEEN Anchorage Boot III Waterproof

+2

Brand Name: KEEN
Product Name: Anchorage Boot III Waterproof
Color: Dark Earth/Mulch
Price: $159.95
Rating: 4Rated 4 stars out of 5(152)

Blundstone - Lug Boot. Color Rustic Brown. $234.95. 4.5 out of 5 stars

Brown Blundstone Lug Boot

Brown Blundstone Lug Boot

+1

Brand Name: Blundstone
Product Name: Lug Boot
Color: Rustic Brown
Price: $234.95
Rating: 4Rated 4 stars out of 5(17)

Anthony Veer - Jefferson Chelsea Boot. Color Chocolate Brown. On sale for $81.98. MSRP $204.95.. 4.3 out of 5 stars

Brown Anthony Veer Jefferson Chelsea Boot

Brown Anthony Veer Jefferson Chelsea Boot

Brand Name: Anthony Veer
Product Name: Jefferson Chelsea Boot
Color: Chocolate Brown
Price: $81.98MSRP: $204.95
Rating: 4Rated 4 stars out of 5(6)

Allen Edmonds - Liverpool. Color Black Custom Calf. $495.00. 4.2 out of 5 stars

Black Allen Edmonds Liverpool

Black Allen Edmonds Liverpool

+3

Brand Name: Allen Edmonds
Product Name: Liverpool
Color: Black Custom Calf
Price: $495.00
Rating: 4Rated 4 stars out of 5(89)

GANT - St Akron. Color Black. Low Stock. On sale for $132.30. MSRP $245.00.. 5.0 out of 5 stars

3 left in stock

Black GANT St Akron

Black GANT St Akron

Brand Name: GANT
Product Name: St Akron
Color: Black
Price: $132.30MSRP: $245.00
Rating: 5Rated 5 stars out of 5(2)

Johnston & Murphy - Upton Chelsea. Color Brown Oiled Full Grain. $169.00. 4.7 out of 5 stars

Brown Johnston & Murphy Upton Chelsea

Brown Johnston & Murphy Upton Chelsea

Brand Name: Johnston & Murphy
Product Name: Upton Chelsea
Color: Brown Oiled Full Grain
Price: $169.00
Rating: 5Rated 5 stars out of 5(3)

Deer Stags - Argos. Color Black/Blue. On sale for $54.99. MSRP $100.00.. 3.7 out of 5 stars

Black Deer Stags Argos

Black Deer Stags Argos

+2

Brand Name: Deer Stags
Product Name: Argos
Color: Black/Blue
Price: $54.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(24)

Blundstone - Thermal All - Terrain. Color Black. $279.95. 4.4 out of 5 stars

Black Blundstone Thermal All - Terrain

Black Blundstone Thermal All - Terrain

+3

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

Hunter - Original Chelsea. Color Dark Olive. On sale for $115.88. MSRP $160.00.. 4.2 out of 5 stars

Olive Hunter Original Chelsea

Olive Hunter Original Chelsea

+5

Brand Name: Hunter
Product Name: Original Chelsea
Color: Dark Olive
Price: $115.88MSRP: $160.00
Rating: 4Rated 4 stars out of 5(8)

Steve Madden - Highline. Color Taupe Suede. On sale for $94.95. MSRP $99.95.. 4.1 out of 5 stars

Taupe Steve Madden Highline

Taupe Steve Madden Highline

+5

Brand Name: Steve Madden
Product Name: Highline
Color: Taupe Suede
Price: $94.95MSRP: $99.95
Rating: 4Rated 4 stars out of 5(21)

Deer Stags - Rockland. Color Redwood/Dark Brown. On sale for $59.99. MSRP $100.00.. 3.6 out of 5 stars

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+1

Brand Name: Deer Stags
Product Name: Rockland
Color: Redwood/Dark Brown
Price: $59.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(29)

Dockers - Durham. Color Black. On sale for $52.81. MSRP $85.00..

Black Dockers Durham

Black Dockers Durham

+3

Brand Name: Dockers
Product Name: Durham
Color: Black
Price: $52.81MSRP: $85.00
Rating

Koolaburra by UGG - Easson. Color Black. On sale for $74.07. MSRP $94.99.. 4.0 out of 5 stars

Black Koolaburra by UGG Easson

Black Koolaburra by UGG Easson

+2

Brand Name: Koolaburra by UGG
Product Name: Easson
Color: Black
Price: $74.07MSRP: $94.99
Rating: 4Rated 4 stars out of 5(5)

Ariat - Turbo Chelsea Waterproof Carbon Toe EH. Color Aged Bark. Low Stock. $164.95. 4.4 out of 5 stars

4 left in stock

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
Color: Aged Bark
Price: $164.95
Rating: 4Rated 4 stars out of 5(180)

Rocky - Work Smart 6" Comp Chelsea. Color Brown. On sale for $109.95. MSRP $132.00.. 2.9 out of 5 stars

Brown Rocky Work Smart 6" Comp Chelsea

Brown Rocky Work Smart 6" Comp Chelsea

Brand Name: Rocky
Product Name: Work Smart 6" Comp Chelsea
Color: Brown
Price: $109.95MSRP: $132.00
Rating: 3Rated 3 stars out of 5(24)

Florsheim Work - Loedin Boot. Color Black. Low Stock. On sale for $109.95. MSRP $154.00.. 4.4 out of 5 stars

1 left in stock

Black Florsheim Work Loedin Boot

Black Florsheim Work Loedin Boot

Brand Name: Florsheim Work
Product Name: Loedin Boot
Color: Black
Price: $109.95MSRP: $154.00
Rating: 4Rated 4 stars out of 5(88)

Georgia Boot - Athens Superlyte Chelsea Moc Toe. Color Brown. Low Stock. On sale for $165.00. MSRP $175.00.. 5.0 out of 5 stars

1 left in stock

Brown Georgia Boot Athens Superlyte Chelsea Moc Toe

Brown Georgia Boot Athens Superlyte Chelsea Moc Toe

Brand Name: Georgia Boot
Product Name: Athens Superlyte Chelsea Moc Toe
Color: Brown
Price: $165.00MSRP: $175.00
Rating: 5Rated 5 stars out of 5(3)

Blundstone - BL490 Work Chelsea Boot. Color Brown. Low Stock. $224.95. 4.5 out of 5 stars

6 left in stock

Brown Blundstone BL490 Work Chelsea Boot

Brown Blundstone BL490 Work Chelsea Boot

Brand Name: Blundstone
Product Name: BL490 Work Chelsea Boot
Color: Brown
Price: $224.95
Rating: 5Rated 5 stars out of 5(71)

Dr. Martens - Embury. Color Black Wyoming. On sale for $99.95. MSRP $130.00.. 4.4 out of 5 stars

Black Dr. Martens Embury

Black Dr. Martens Embury

+2

Brand Name: Dr. Martens
Product Name: Embury
Color: Black Wyoming
Price: $99.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(59)

Blundstone - BL1901 Dress Ankle Chelsea Boot. Color Black. Low Stock. $244.95. 3.6 out of 5 stars

2 left in stock

Black Blundstone BL1901 Dress Ankle Chelsea Boot

Black Blundstone BL1901 Dress Ankle Chelsea Boot

Brand Name: Blundstone
Product Name: BL1901 Dress Ankle Chelsea Boot
Color: Black
Price: $244.95
Rating: 4Rated 4 stars out of 5(18)

Merrell - Moab Adventure Chelsea Polar Waterproof. Color Black. Low Stock. $139.85. 4.4 out of 5 stars

5 left in stock

Black Merrell Moab Adventure Chelsea Polar Waterproof

Black Merrell Moab Adventure Chelsea Polar Waterproof

Brand Name: Merrell
Product Name: Moab Adventure Chelsea Polar Waterproof
Color: Black
Price: $139.85
Rating: 4Rated 4 stars out of 5(353)

To Boot New York - Largo. Color Brown. Low Stock. $475.00. 5.0 out of 5 stars

5 left in stock

Brown To Boot New York Largo

Brown To Boot New York Largo

+1

Brand Name: To Boot New York
Product Name: Largo
Color: Brown
Price: $475.00
Rating: 5Rated 5 stars out of 5(2)

Mephisto - Murray. Color Black Leather. Low Stock. $498.95.

6 left in stock

Black Mephisto Murray

Black Mephisto Murray

+2

Brand Name: Mephisto
Product Name: Murray
Color: Black Leather
Price: $498.95
Rating

Josef Seibel - Earl 08. Color Graphite. Low Stock. $175.00. 4.0 out of 5 stars

2 left in stock

Gray Josef Seibel Earl 08

Gray Josef Seibel Earl 08

Brand Name: Josef Seibel
Product Name: Earl 08
Color: Graphite
Price: $175.00
Rating: 4Rated 4 stars out of 5(1)

Blundstone - BL2143 Active Chelsea Boot. Color Dusty Grey. Low Stock. $229.95. 3.8 out of 5 stars

8 left in stock

Gray Blundstone BL2143 Active Chelsea Boot

Gray Blundstone BL2143 Active Chelsea Boot

+2

Brand Name: Blundstone
Product Name: BL2143 Active Chelsea Boot
Color: Dusty Grey
Price: $229.95
Rating: 4Rated 4 stars out of 5(28)

Roper - Clearcut Romeo. Color Tan. Low Stock. On sale for $39.98. MSRP $100.00.. 4.0 out of 5 stars

1 left in stock

Tan Roper Clearcut Romeo

Tan Roper Clearcut Romeo

Brand Name: Roper
Product Name: Clearcut Romeo
Color: Tan
Price: $39.98MSRP: $100.00
Rating: 4Rated 4 stars out of 5(1)

Blundstone - BL1910 Chelsea Boot. Color Steel Grey. $209.95. 4.5 out of 5 stars

Gray Blundstone BL1910 Chelsea Boot

Gray Blundstone BL1910 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1910 Chelsea Boot
Color: Steel Grey
Price: $209.95
Rating: 5Rated 5 stars out of 5(36)

Get on the List

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