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Men's Size 7.5 Stretch Boots

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Carhartt - Millbrook 4" Romeo Soft Toe Wedge Boot. Color Black/Black. On sale for $130.49. MSRP $144.99.. 3.5 out of 5 stars

Black Carhartt Millbrook 4" Romeo Soft Toe Wedge Boot

Black Carhartt Millbrook 4" Romeo Soft Toe Wedge Boot

+1

Brand Name: Carhartt
Product Name: Millbrook 4" Romeo Soft Toe Wedge Boot
Color: Black/Black
Price: $130.49MSRP: $144.99
Rating: 3Rated 3 stars out of 5(22)

Thorogood - 6" Romeo Safety Toe. Color Black. On sale for $125.00. MSRP $165.00.. 4.0 out of 5 stars

Black Thorogood 6" Romeo Safety Toe

Black Thorogood 6" Romeo Safety Toe

Brand Name: Thorogood
Product Name: 6" Romeo Safety Toe
Color: Black
Price: $125.00MSRP: $165.00
Rating: 4Rated 4 stars out of 5(2)

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)

Timberland PRO - Nashoba Composite Safety Toe. Color Black-2024 NEW. $179.95. 4.1 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
Color: Black-2024 NEW
Price: $179.95
Rating: 4Rated 4 stars out of 5(47)

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)

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)

Merrell - Moab 3 Mid Waterproof. Color Earth. On sale for $120.00. MSRP $150.00.. 4.5 out of 5 stars

Brown Merrell Moab 3 Mid Waterproof

Brown Merrell Moab 3 Mid Waterproof

+3

Brand Name: Merrell
Product Name: Moab 3 Mid Waterproof
Color: Earth
Price: $120.00MSRP: $150.00
Rating: 4Rated 4 stars out of 5(444)

Ariat - Wexford Waterproof. Color Dark Brown. $199.95. 4.7 out of 5 stars

Brown Ariat Wexford Waterproof

Brown Ariat Wexford Waterproof

+2

Brand Name: Ariat
Product Name: Wexford Waterproof
Color: Dark Brown
Price: $199.95
Rating: 5Rated 5 stars out of 5(182)

Georgia Boot - Romeo Wedge. Color Soggy Brown. On sale for $104.00. MSRP $114.00.. 4.5 out of 5 stars

Brown Georgia Boot Romeo Wedge

Brown Georgia Boot Romeo Wedge

Brand Name: Georgia Boot
Product Name: Romeo Wedge
Color: Soggy Brown
Price: $104.00MSRP: $114.00
Rating: 4Rated 4 stars out of 5(330)

Florsheim - Lodge Plain Toe Gore Boot. Color Black Crazy Horse. $129.95. 4.6 out of 5 stars

Black Florsheim Lodge Plain Toe Gore Boot

Black Florsheim Lodge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boot
Color: Black Crazy Horse
Price: $129.95
Rating: 5Rated 5 stars out of 5(95)

Sperry - Cold Bay Rubber Chelsea. Color Brown/Gum. On sale for $74.76. MSRP $100.00.. 3.6 out of 5 stars

Brown Sperry Cold Bay Rubber Chelsea

Brown Sperry Cold Bay Rubber Chelsea

+3

Brand Name: Sperry
Product Name: Cold Bay Rubber Chelsea
Color: Brown/Gum
Price: $74.76MSRP: $100.00
Rating: 4Rated 4 stars out of 5(81)

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $84.95. MSRP $115.00.. 4.2 out of 5 stars

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

+3

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Color: Brown CH
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(95)

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)

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)

Ariat - Turbo Chelsea Waterproof Carbon Toe EH. Color Aged Bark. $164.95. 4.4 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
Color: Aged Bark
Price: $164.95
Rating: 4Rated 4 stars out of 5(189)

KEEN Utility - Seattle Romeo (Soft Toe). Color Cascade Brown/Black. $144.95. 3.7 out of 5 stars

Brown KEEN Utility Seattle Romeo (Soft Toe)

Brown KEEN Utility Seattle Romeo (Soft Toe)

Brand Name: KEEN Utility
Product Name: Seattle Romeo (Soft Toe)
Color: Cascade Brown/Black
Price: $144.95
Rating: 4Rated 4 stars out of 5(17)

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 - Thermal All - Terrain. Color Rustic Brown. Low Stock. $279.95. 4.4 out of 5 stars

2 left in stock

Brown Blundstone Thermal All - Terrain

Brown Blundstone Thermal All - Terrain

+3

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

Steve Madden - Hawke. Color Black/Grey. Low Stock. On sale for $133.68. MSRP $170.00.. 5.0 out of 5 stars

7 left in stock

Black Steve Madden Hawke

Black Steve Madden Hawke

Brand Name: Steve Madden
Product Name: Hawke
Color: Black/Grey
Price: $133.68MSRP: $170.00
Rating: 5Rated 5 stars out of 5(1)

Avenger Work Boots - Flight Chelsea AT. Color Brown. $110.00. 3.2 out of 5 stars

Brown Avenger Work Boots Flight Chelsea AT

Brown Avenger Work Boots Flight Chelsea AT

Brand Name: Avenger Work Boots
Product Name: Flight Chelsea AT
Color: Brown
Price: $110.00
Rating: 3Rated 3 stars out of 5(27)

Stacy Adams - Tigran Chelsea Boot. Color Black. On sale for $47.98. MSRP $119.95.. 3.9 out of 5 stars

Black Stacy Adams Tigran Chelsea Boot

Black Stacy Adams Tigran Chelsea Boot

Brand Name: Stacy Adams
Product Name: Tigran Chelsea Boot
Color: Black
Price: $47.98MSRP: $119.95
Rating: 4Rated 4 stars out of 5(19)

XTRATUF - Leather Ankle Deck Boot. Color Black. Low Stock. On sale for $77.24. MSRP $155.00.. 4.1 out of 5 stars

4 left in stock

Black XTRATUF Leather Ankle Deck Boot

Black XTRATUF Leather Ankle Deck Boot

+2

Brand Name: XTRATUF
Product Name: Leather Ankle Deck Boot
Color: Black
Price: $77.24MSRP: $155.00
Rating: 4Rated 4 stars out of 5(17)

Ariat - Booker Ultra Square Toe Western Boots. Color Black Deertan. $149.95. 4.7 out of 5 stars

Black Ariat Booker Ultra Square Toe Western Boots

Black Ariat Booker Ultra Square Toe Western Boots

+4

Brand Name: Ariat
Product Name: Booker Ultra Square Toe Western Boots
Color: Black Deertan
Price: $149.95
Rating: 5Rated 5 stars out of 5(42)

Chaco - Fields Chelsea Waterproof. Color Black. On sale for $116.99. MSRP $160.00.. 4.1 out of 5 stars

Black Chaco Fields Chelsea Waterproof

Black Chaco Fields Chelsea Waterproof

+2

Brand Name: Chaco
Product Name: Fields Chelsea Waterproof
Color: Black
Price: $116.99MSRP: $160.00
Rating: 4Rated 4 stars out of 5(23)

SeaVees - Ballard Boot. Color Stone. On sale for $103.60. MSRP $110.00..

White SeaVees Ballard Boot

White SeaVees Ballard Boot

Brand Name: SeaVees
Product Name: Ballard Boot
Color: Stone
Price: $103.60MSRP: $110.00
Rating

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)

ECCO - Track 25 Hydromax Water Resistant Chelsea Boot. Color Cocoa Brown Nubuck. On sale for $149.99. MSRP $200.00.. 5.0 out of 5 stars

Brown ECCO Track 25 Hydromax Water Resistant Chelsea Boot

Brown ECCO Track 25 Hydromax Water Resistant Chelsea Boot

+2

Brand Name: ECCO
Product Name: Track 25 Hydromax Water Resistant Chelsea Boot
Color: Cocoa Brown Nubuck
Price: $149.99MSRP: $200.00
Rating: 5Rated 5 stars out of 5(2)

Twisted X - MCA0013. Color Oiled Saddle. $159.95.

Tan Twisted X MCA0013

Tan Twisted X MCA0013

Brand Name: Twisted X
Product Name: MCA0013
Color: Oiled Saddle
Price: $159.95
Rating

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)

SKECHERS Work - Tapter Steel Toe. Color Brown. $74.95. 3.7 out of 5 stars

Brown SKECHERS Work Tapter Steel Toe

Brown SKECHERS Work Tapter Steel Toe

Brand Name: SKECHERS Work
Product Name: Tapter Steel Toe
Color: Brown
Price: $74.95
Rating: 4Rated 4 stars out of 5(52)

Steve Madden - Duke. Color Cognac Leather. $139.96. 5.0 out of 5 stars

Brown Steve Madden Duke

Brown Steve Madden Duke

Brand Name: Steve Madden
Product Name: Duke
Color: Cognac Leather
Price: $139.96
Rating: 5Rated 5 stars out of 5(1)

Teva - Tusayan Chelsea. Color Chocolate Brown. Low Stock. $149.95. 4.3 out of 5 stars

9 left in stock

Brown Teva Tusayan Chelsea

Brown Teva Tusayan Chelsea

+2

Brand Name: Teva
Product Name: Tusayan Chelsea
Color: Chocolate Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(7)

Georgia Boot - GR262 Georgia Giant Romeo. Color Brown. Low Stock. On sale for $104.00. MSRP $114.00.. 4.5 out of 5 stars

4 left in stock

Brown Georgia Boot GR262 Georgia Giant Romeo

Brown Georgia Boot GR262 Georgia Giant Romeo

Brand Name: Georgia Boot
Product Name: GR262 Georgia Giant Romeo
Color: Brown
Price: $104.00MSRP: $114.00
Rating: 4Rated 4 stars out of 5(402)

L.L.Bean - Wellie Sport Rubber Chelsea. Color Dark Cocoa. Low Stock. On sale for $88.25. MSRP $109.00.. 3.6 out of 5 stars

6 left in stock

Brown L.L.Bean Wellie Sport Rubber Chelsea

Brown L.L.Bean Wellie Sport Rubber Chelsea

Brand Name: L.L.Bean
Product Name: Wellie Sport Rubber Chelsea
Color: Dark Cocoa
Price: $88.25MSRP: $109.00
Rating: 4Rated 4 stars out of 5(20)

Steve Madden - Highline. Color Taupe Suede. $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: $99.95
Rating: 4Rated 4 stars out of 5(21)

Dockers - Durham. Color Tan. On sale for $53.47. MSRP $85.00..

Tan Dockers Durham

Tan Dockers Durham

+3

Brand Name: Dockers
Product Name: Durham
Color: Tan
Price: $53.47MSRP: $85.00
Rating

Georgia Boot - Wedge Waterproof Chelsea Work Boot. Color Dark Brown. On sale for $160.00. MSRP $182.00.. 4.4 out of 5 stars

Brown Georgia Boot Wedge Waterproof Chelsea Work Boot

Brown Georgia Boot Wedge Waterproof Chelsea Work Boot

Brand Name: Georgia Boot
Product Name: Wedge Waterproof Chelsea Work Boot
Color: Dark Brown
Price: $160.00MSRP: $182.00
Rating: 4Rated 4 stars out of 5(23)

SOREL - Carson™ Chelsea Waterproof. Color Camel Brown/Oatmeal. On sale for $92.47. MSRP $155.00.. 3.8 out of 5 stars

Brown SOREL Carson™ Chelsea Waterproof

Brown SOREL Carson™ Chelsea Waterproof

+2

Brand Name: SOREL
Product Name: Carson™ Chelsea Waterproof
Color: Camel Brown/Oatmeal
Price: $92.47MSRP: $155.00
Rating: 4Rated 4 stars out of 5(50)

Helly Hansen - Cascade Mid Helly Tech. Color Black/New Light Grey. On sale for $127.50. MSRP $170.00.. 5.0 out of 5 stars

Black Helly Hansen Cascade Mid Helly Tech

Black Helly Hansen Cascade Mid Helly Tech

Brand Name: Helly Hansen
Product Name: Cascade Mid Helly Tech
Color: Black/New Light Grey
Price: $127.50MSRP: $170.00
Rating: 5Rated 5 stars out of 5(2)

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)

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 - 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)

To Boot New York - Largo. Color Lavagna. Low Stock. On sale for $190.00. 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: $190.00MSRP: $475.00
Rating: 5Rated 5 stars out of 5(2)

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

1 left in stock

Black Josef Seibel Earl 08

Black Josef Seibel Earl 08

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

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

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)

To Boot New York - Allan. Color Black. Low Stock. On sale for $327.25. 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: $327.25MSRP: $425.00
Rating

Polo Ralph Lauren - Oslo Chelsea. Color Light Beige. On sale for $136.06. MSRP $178.00.. 3.0 out of 5 stars

Beige Polo Ralph Lauren Oslo Chelsea

Beige Polo Ralph Lauren Oslo Chelsea

+2 colors/patterns

Brand Name: Polo Ralph Lauren
Product Name: Oslo Chelsea
Color: Light Beige
Price: $136.06MSRP: $178.00
Rating: 3Rated 3 stars out of 5(1)

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)

Pajar CANADA - Gavel. Color Dark Brown. Low Stock. On sale for $150.00. MSRP $185.00.. 4.0 out of 5 stars

3 left in stock

Brown Pajar CANADA Gavel

Brown Pajar CANADA Gavel

Brand Name: Pajar CANADA
Product Name: Gavel
Color: Dark Brown
Price: $150.00MSRP: $185.00
Rating: 4Rated 4 stars out of 5(3)

Carlos by Carlos Santana - Mantra Chelsea Boot. Color Cognac Calfskin Leather. $128.95. 4.2 out of 5 stars

Mahogany Carlos by Carlos Santana Mantra Chelsea Boot

Mahogany Carlos by Carlos Santana Mantra Chelsea Boot

+2

Brand Name: Carlos by Carlos Santana
Product Name: Mantra Chelsea Boot
Color: Cognac Calfskin Leather
Price: $128.95
Rating: 4Rated 4 stars out of 5(23)

Ariat - Wexford H2O. Color Java. $199.95. 4.6 out of 5 stars

Brown Ariat Wexford H2O

Brown Ariat Wexford H2O

Brand Name: Ariat
Product Name: Wexford H2O
Color: Java
Price: $199.95
Rating: 5Rated 5 stars out of 5(190)

Vans - Standard Mid Chelsea MTE. Color Black/Bone. Low Stock. On sale for $80.97. MSRP $150.00.. 4.0 out of 5 stars

2 left in stock

Multi Vans Standard Mid Chelsea MTE

Multi Vans Standard Mid Chelsea MTE

+2

Brand Name: Vans
Product Name: Standard Mid Chelsea MTE
Color: Black/Bone
Price: $80.97MSRP: $150.00
Rating: 4Rated 4 stars out of 5(34)

Anthony Veer - Jefferson Chelsea Boot. Color Chocolate Brown. On sale for $143.99. 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: $143.99MSRP: $204.95
Rating: 4Rated 4 stars out of 5(6)

To Boot New York - Shawn. Color Spiaggia. Low Stock. On sale for $315.00. 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: $315.00MSRP: $450.00
Rating: 5Rated 5 stars out of 5(6)

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