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

Men's Stretch Boots

41 items found

Sort By

Your Selections

Search Results

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)

Irish Setter - Two Harbors 11" Waterproof Soft-Toe Pull-On EH. Color Brown. On sale for $214.95. MSRP $239.99..

Brown Irish Setter Two Harbors 11" Waterproof Soft-Toe Pull-On EH

Brown Irish Setter Two Harbors 11" Waterproof Soft-Toe Pull-On EH

Brand Name: Irish Setter
Product Name: Two Harbors 11" Waterproof Soft-Toe Pull-On EH
Color: Brown
Price: $214.95MSRP: $239.99
Rating

Birkenstock - Stalon - Nubuck Leather (Unisex). Color Black Nubuck. $200.00. 3.8 out of 5 stars

Black Birkenstock Stalon - Nubuck Leather (Unisex)

Black Birkenstock Stalon - Nubuck Leather (Unisex)

Brand Name: Birkenstock
Product Name: Stalon - Nubuck Leather (Unisex)
Color: Black Nubuck
Price: $200.00
Rating: 4Rated 4 stars out of 5(42)

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)

Birkenstock - Highwood Deep Blue. Color Chocolate. $210.00. 4.0 out of 5 stars

Brown Birkenstock Highwood Deep Blue

Brown Birkenstock Highwood Deep Blue

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Color: Chocolate
Price: $210.00
Rating: 4Rated 4 stars out of 5(1)

Red Wing Heritage - Classic Chelsea. Color Hawthorne Muleskinner. $299.99. 4.8 out of 5 stars

Khaki Red Wing Heritage Classic Chelsea

Khaki Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Color: Hawthorne Muleskinner
Price: $299.99
Rating: 5Rated 5 stars out of 5(10)

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)

Dr. Martens - 2976 Quad Smooth Leather Platform Chelsea Boots. Color Black Polished Smooth. $210.00. 4.3 out of 5 stars

Black Dr. Martens 2976 Quad Smooth Leather Platform Chelsea Boots

Black Dr. Martens 2976 Quad Smooth Leather Platform Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Quad Smooth Leather Platform Chelsea Boots
Color: Black Polished Smooth
Price: $210.00
Rating: 4Rated 4 stars out of 5(31)

Naot - Business. Color Black Raven Leather/Black Crackle Leather/Gray Suede. Low Stock. $239.95. 4.6 out of 5 stars

5 left in stock

Black Naot Business

Black Naot Business

+1

Brand Name: Naot
Product Name: Business
Color: Black Raven Leather/Black Crackle Leather/Gray Suede
Price: $239.95
Rating: 5Rated 5 stars out of 5(35)

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)

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)

Zamberlan - 226 Salathe' Trek GTX® RR. Color Olive. Low Stock. $330.00.

6 left in stock

Olive Zamberlan 226 Salathe' Trek GTX® RR

Olive Zamberlan 226 Salathe' Trek GTX® RR

Brand Name: Zamberlan
Product Name: 226 Salathe' Trek GTX® RR
Color: Olive
Price: $330.00
Rating

GANT - Brockwill. Color Dark Brown. Low Stock. On sale for $220.50. MSRP $245.00..

3 left in stock

Brown GANT Brockwill

Brown GANT Brockwill

+2

Brand Name: GANT
Product Name: Brockwill
Color: Dark Brown
Price: $220.50MSRP: $245.00
Rating

Frye - Bowery Chelsea. Color Cognac Antique Pull Up. Low Stock. $327.95. 3.9 out of 5 stars

10 left in stock

Brown Frye Bowery Chelsea

Brown Frye Bowery Chelsea

Brand Name: Frye
Product Name: Bowery Chelsea
Color: Cognac Antique Pull Up
Price: $327.95
Rating: 4Rated 4 stars out of 5(15)

Mephisto - Murray. Color Dark Brown Leather. Low Stock. $498.95.

7 left in stock

Brown Mephisto Murray

Brown Mephisto Murray

+2

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

. Nisolo - All-Weather Chelsea Boot. Color Dark Tobacco. $260.00.

Red Nisolo All-Weather Chelsea Boot

Red Nisolo All-Weather Chelsea Boot

Brand Name: Nisolo
Product Name: All-Weather Chelsea Boot
Color: Dark Tobacco
Price: $260.00
Rating

Dr. Martens - Jadon II Mono Vegan. Color Black Felix Rub Off. $209.95. 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
Color: Black Felix Rub Off
Price: $209.95
Rating: 4Rated 4 stars out of 5(9)

Blundstone - BL063 Dress Chelsea Boot. Color Black. Low Stock. $214.95. 4.3 out of 5 stars

2 left in stock

Black Blundstone BL063 Dress Chelsea Boot

Black Blundstone BL063 Dress Chelsea Boot

Brand Name: Blundstone
Product Name: BL063 Dress Chelsea Boot
Color: Black
Price: $214.95
Rating: 4Rated 4 stars out of 5(209)

Blundstone - BL566 Waterproof Winter Chelsea Boot. Color Black. Low Stock. $249.95. 4.4 out of 5 stars

8 left in stock

Black Blundstone BL566 Waterproof Winter Chelsea Boot

Black Blundstone BL566 Waterproof Winter Chelsea Boot

Brand Name: Blundstone
Product Name: BL566 Waterproof Winter Chelsea Boot
Color: Black
Price: $249.95
Rating: 4Rated 4 stars out of 5(120)

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)

Blundstone - BL562 Classic 550 Chelsea Boot. Color Crazy Horse. Low Stock. $229.95. 4.4 out of 5 stars

2 left in stock

Brown Blundstone BL562 Classic 550 Chelsea Boot

Brown Blundstone BL562 Classic 550 Chelsea Boot

Brand Name: Blundstone
Product Name: BL562 Classic 550 Chelsea Boot
Color: Crazy Horse
Price: $229.95
Rating: 4Rated 4 stars out of 5(22)

The Original Muck Boot Company - Muck Chore Cool 16" St. Color Black. Low Stock. $200.00. 5.0 out of 5 stars

8 left in stock

Black The Original Muck Boot Company Muck Chore Cool 16" St

Black The Original Muck Boot Company Muck Chore Cool 16" St

Brand Name: The Original Muck Boot Company
Product Name: Muck Chore Cool 16" St
Color: Black
Price: $200.00
Rating: 5Rated 5 stars out of 5(3)

. 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)

Blundstone - BL1609 Classic 550 Chelsea Boot. Color Antique Brown. Low Stock. $229.95. 4.6 out of 5 stars

7 left in stock

Brown Blundstone BL1609 Classic 550 Chelsea Boot

Brown Blundstone BL1609 Classic 550 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1609 Classic 550 Chelsea Boot
Color: Antique Brown
Price: $229.95
Rating: 5Rated 5 stars out of 5(117)

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)

Blundstone - BL1477 Waterproof Winter Chelsea Boot. Color Antique Brown. Low Stock. $249.95. 4.5 out of 5 stars

6 left in 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
Color: Antique Brown
Price: $249.95
Rating: 5Rated 5 stars out of 5(29)

To Boot New York - Allan. Color Black. Low Stock. On sale for $357.00. MSRP $425.00..

2 left in stock

Black To Boot New York Allan

Black To Boot New York Allan

Brand Name: To Boot New York
Product Name: Allan
Color: Black
Price: $357.00MSRP: $425.00
Rating

To Boot New York - Largo. Color Lavagna. Low Stock. On sale for $223.25. MSRP $475.00.. 5.0 out of 5 stars

1 left in stock

Black To Boot New York Largo

Black To Boot New York Largo

+1

Brand Name: To Boot New York
Product Name: Largo
Color: Lavagna
Price: $223.25MSRP: $475.00
Rating: 5Rated 5 stars out of 5(2)

Moral Code - Donald Driver Discover Chelsea Boot. Color Blue. Low Stock. $239.00.

1 left in stock

Blue Moral Code Donald Driver Discover Chelsea Boot

Blue Moral Code Donald Driver Discover Chelsea Boot

+2

Brand Name: Moral Code
Product Name: Donald Driver Discover Chelsea Boot
Color: Blue
Price: $239.00
Rating

Milwaukee Boot Company - Shorewood Chelsea Boot. Color Black. Low Stock. $209.00.

2 left in stock

Black Milwaukee Boot Company Shorewood Chelsea Boot

Black Milwaukee Boot Company Shorewood Chelsea Boot

Brand Name: Milwaukee Boot Company
Product Name: Shorewood Chelsea Boot
Color: Black
Price: $209.00
Rating

Blundstone - BL1914 Original 500 Chelsea Boot. Color Black/Grey Wash. Low Stock. $214.95. 4.1 out of 5 stars

3 left in stock

Black Blundstone BL1914 Original 500 Chelsea Boot

Black Blundstone BL1914 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1914 Original 500 Chelsea Boot
Color: Black/Grey Wash
Price: $214.95
Rating: 4Rated 4 stars out of 5(17)

Blundstone - BL2143 Active Chelsea Boot. Color Rustic Brown. $229.95. 3.8 out of 5 stars

Brown Blundstone BL2143 Active Chelsea Boot

Brown Blundstone BL2143 Active Chelsea Boot

+2

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

To Boot New York - Shawn. Color Spiaggia. Low Stock. On sale for $382.50. MSRP $450.00.. 4.5 out of 5 stars

1 left in stock

Taupe To Boot New York Shawn

Taupe To Boot New York Shawn

Brand Name: To Boot New York
Product Name: Shawn
Color: Spiaggia
Price: $382.50MSRP: $450.00
Rating: 5Rated 5 stars out of 5(6)

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)

Blundstone - Original Vegan Chelsea Boot. Color Brown. $209.95. 4.4 out of 5 stars

Brown Blundstone Original Vegan Chelsea Boot

Brown Blundstone Original Vegan Chelsea Boot

+2

Brand Name: Blundstone
Product Name: Original Vegan Chelsea Boot
Color: Brown
Price: $209.95
Rating: 4Rated 4 stars out of 5(15)

Blundstone - BL1469 Classic 550 Chelsea Boot. Color Steel Grey. Low Stock. $229.95. 4.5 out of 5 stars

1 left in stock

Gray Blundstone BL1469 Classic 550 Chelsea Boot

Gray Blundstone BL1469 Classic 550 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1469 Classic 550 Chelsea Boot
Color: Steel Grey
Price: $229.95
Rating: 4Rated 4 stars out of 5(24)

Blundstone - BL1615 Chelsea Boot. Color Dark Olive. $209.95. 4.2 out of 5 stars

Olive Blundstone BL1615 Chelsea Boot

Olive Blundstone BL1615 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1615 Chelsea Boot
Color: Dark Olive
Price: $209.95
Rating: 4Rated 4 stars out of 5(22)

Blundstone - BL1944 Classic 550 Chelsea Boot. Color Rustic Brown/Mustard. Low Stock. $229.95. 4.5 out of 5 stars

1 left in stock

Brown Blundstone BL1944 Classic 550 Chelsea Boot

Brown Blundstone BL1944 Classic 550 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1944 Classic 550 Chelsea Boot
Color: Rustic Brown/Mustard
Price: $229.95
Rating: 5Rated 5 stars out of 5(40)

Blundstone - BL1911 Chelsea Boot. Color Tobacco. Low Stock. $209.95. 3.3 out of 5 stars

1 left in stock

Brown Blundstone BL1911 Chelsea Boot

Brown Blundstone BL1911 Chelsea Boot

Brand Name: Blundstone
Product Name: BL1911 Chelsea Boot
Color: Tobacco
Price: $209.95
Rating: 3Rated 3 stars out of 5(3)

To Boot New York - Bedell. Color Brown Suede. Low Stock. $595.00. 5.0 out of 5 stars

6 left in stock

Brown To Boot New York Bedell

Brown To Boot New York Bedell

Brand Name: To Boot New York
Product Name: Bedell
Color: Brown Suede
Price: $595.00
Rating: 5Rated 5 stars out of 5(1)

Bogs - Blaze II. Color Mossy Oak. Low Stock. $205.00. 4.3 out of 5 stars

1 left in stock

Brown Bogs Blaze II

Brown Bogs Blaze II

Brand Name: Bogs
Product Name: Blaze II
Color: Mossy Oak
Price: $205.00
Rating: 4Rated 4 stars out of 5(31)

Get on the List

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