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

Men's Size 8.5 Stretch Casual Shoes

27 items found

Sort By

Your Selections

Search Results

Tommy Hilfiger - Sesame. Color Black. On sale for $55.06. MSRP $119.00. 54% off. 5.0 out of 5 stars

Black Tommy Hilfiger Sesame

Black Tommy Hilfiger Sesame

+2

Brand Name: Tommy Hilfiger
Product Name: Sesame
Gender: Men's
Color: Black
Price: $55.06MSRP: $119.0054% OFF
Rating: 5Rated 5 stars out of 5(3)

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Black. Low Stock. On sale for $59.90. MSRP $115.00. 48% off. 3.9 out of 5 stars

Low Stock

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $59.90MSRP: $115.0048% OFF
Rating: 4Rated 4 stars out of 5(14)

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)

Steve Madden - Highline. Color Taupe Suede. On sale for $79.98. MSRP $109.95. 27% off. 4.2 out of 5 stars

Taupe Steve Madden Highline

Taupe Steve Madden Highline

+4

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Taupe Suede
Price: $79.98MSRP: $109.9527% OFF
Rating: 4Rated 4 stars out of 5(22)

Tommy Hilfiger - Berton. Color Black. On sale for $83.30. MSRP $119.00. 30% off.

Black Tommy Hilfiger Berton

Black Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Black
Price: $83.30MSRP: $119.0030% OFF
Rating

Ariat - Hybrid Low Western Boot. Color Stone. $159.95. 4.4 out of 5 stars

Beige Ariat Hybrid Low Western Boot

Beige Ariat Hybrid Low Western Boot

Brand Name: Ariat
Product Name: Hybrid Low Western Boot
Gender: Men's
Color: Stone
Price: $159.95
Rating: 4Rated 4 stars out of 5(141)

Red Wing Heritage - Classic Chelsea. Color Amber Harness. $299.99. 4.3 out of 5 stars

Brown Red Wing Heritage Classic Chelsea

Brown Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Amber Harness
Price: $299.99
Rating: 4Rated 4 stars out of 5(15)

Merrell - Moab Adventure 3 Chelsea Wp. Color Earth. $169.95. 2.8 out of 5 stars

Brown Merrell Moab Adventure 3 Chelsea Wp

Brown Merrell Moab Adventure 3 Chelsea Wp

+2

Brand Name: Merrell
Product Name: Moab Adventure 3 Chelsea Wp
Gender: Men's
Color: Earth
Price: $169.95
Rating: 3Rated 3 stars out of 5(4)

Wolverine - Alpha Ft Wolverine Infinity System Carbonmax® Slip-on Work Romeo. Color Black. $174.95.

Black Wolverine Alpha Ft Wolverine Infinity System Carbonmax® Slip-on Work Romeo

Black Wolverine Alpha Ft Wolverine Infinity System Carbonmax® Slip-on Work Romeo

Brand Name: Wolverine
Product Name: Alpha Ft Wolverine Infinity System Carbonmax® Slip-on Work Romeo
Gender: Men's
Color: Black
Price: $174.95
Rating

Deer Stags - Rockland. Color Black/Black. On sale for $57.60. MSRP $90.00. 36% off. 3.7 out of 5 stars

Black Deer Stags Rockland

Black Deer Stags Rockland

+1

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Black/Black
Price: $57.60MSRP: $90.0036% OFF
Rating: 4Rated 4 stars out of 5(31)

Ariat - Wexford Waterproof. Color Dark Brown. $209.95. 4.5 out of 5 stars

Brown Ariat Wexford Waterproof

Brown Ariat Wexford Waterproof

+2

Brand Name: Ariat
Product Name: Wexford Waterproof
Gender: Men's
Color: Dark Brown
Price: $209.95
Rating: 5Rated 5 stars out of 5(241)

Eastland 1955 Edition - Daily Double. Color Brown Nubuck. On sale for $77.50. MSRP $125.00. 38% off. 3.4 out of 5 stars

Brown Eastland 1955 Edition Daily Double

Brown Eastland 1955 Edition Daily Double

+2

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Brown Nubuck
Price: $77.50MSRP: $125.0038% OFF
Rating: 3Rated 3 stars out of 5(14)

Florsheim - Lodge Plain Toe Gore Boot. Color Black Crazy Horse. On sale for $101.50. MSRP $145.00. 30% off. 4.4 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
Gender: Men's
Color: Black Crazy Horse
Price: $101.50MSRP: $145.0030% OFF
Rating: 4Rated 4 stars out of 5(113)

Born - Brody. Color Taupe Dist. $150.00. 4.7 out of 5 stars

Taupe Born Brody

Taupe Born Brody

Brand Name: Born
Product Name: Brody
Gender: Men's
Color: Taupe Dist
Price: $150.00
Rating: 5Rated 5 stars out of 5(27)

To Boot New York - Largo. Color Brown. $495.00. 5.0 out of 5 stars

Brown To Boot New York Largo

Brown To Boot New York Largo

Brand Name: To Boot New York
Product Name: Largo
Gender: Men's
Color: Brown
Price: $495.00
Rating: 5Rated 5 stars out of 5(3)

Johnston & Murphy - XC Flex Raleigh Chelsea. Color Black Full Grain. On sale for $148.00. MSRP $185.00. 20% off. 4.4 out of 5 stars

Black Johnston & Murphy XC Flex Raleigh Chelsea

Black Johnston & Murphy XC Flex Raleigh Chelsea

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Chelsea
Gender: Men's
Color: Black Full Grain
Price: $148.00MSRP: $185.0020% OFF
Rating: 4Rated 4 stars out of 5(69)

Birkenstock - Highwood Deep Blue. Color Chocolate. $210.00. 3.2 out of 5 stars

Brown Birkenstock Highwood Deep Blue

Brown Birkenstock Highwood Deep Blue

+4

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Gender: Men's
Color: Chocolate
Price: $210.00
Rating: 3Rated 3 stars out of 5(4)

Steve Madden - Duke. Color Cognac Leather. On sale for $138.55. MSRP $140.00. 1% off. 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: $138.55MSRP: $140.001% OFF
Rating: 5Rated 5 stars out of 5(1)

Ariat - Booker Ultra Square Toe Western Boots. Color Oily Distressed Tan. $149.95. 4.4 out of 5 stars

Tan Ariat Booker Ultra Square Toe Western Boots

Tan Ariat Booker Ultra Square Toe Western Boots

+3

Brand Name: Ariat
Product Name: Booker Ultra Square Toe Western Boots
Gender: Men's
Color: Oily Distressed Tan
Price: $149.95
Rating: 4Rated 4 stars out of 5(97)

Born - Hemlock. Color Black Full Grain. $145.00. 4.3 out of 5 stars

Black Born Hemlock

Black Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Gender: Men's
Color: Black Full Grain
Price: $145.00
Rating: 4Rated 4 stars out of 5(189)

Twisted X - MDMG002. Color Bomber. $144.95. 5.0 out of 5 stars

Bone Twisted X MDMG002

Bone Twisted X MDMG002

Brand Name: Twisted X
Product Name: MDMG002
Gender: Men's
Color: Bomber
Price: $144.95
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - Austin. Color Cognac Grainy. On sale for $89.95. MSRP $195.00. 54% off. 4.4 out of 5 stars

Brown Marc Joseph New York Austin

Brown Marc Joseph New York Austin

+1

Brand Name: Marc Joseph New York
Product Name: Austin
Gender: Men's
Color: Cognac Grainy
Price: $89.95MSRP: $195.0054% OFF
Rating: 4Rated 4 stars out of 5(8)

Eastland 1955 Edition - Herman. Color Brown. Low Stock. On sale for $79.97. MSRP $135.00. 41% off.

Low Stock

Brown Eastland 1955 Edition Herman

Brown Eastland 1955 Edition Herman

+3

Brand Name: Eastland 1955 Edition
Product Name: Herman
Gender: Men's
Color: Brown
Price: $79.97MSRP: $135.0041% OFF
Rating

Deer Stags - Argos. Color Black/Blue. On sale for $45.00. MSRP $100.00. 55% off. 3.7 out of 5 stars

Black Deer Stags Argos

Black Deer Stags Argos

Brand Name: Deer Stags
Product Name: Argos
Gender: Men's
Color: Black/Blue
Price: $45.00MSRP: $100.0055% OFF
Rating: 4Rated 4 stars out of 5(24)

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Chocolate. On sale for $91.00. MSRP $145.00. 37% off. 4.7 out of 5 stars

Brown Stacy Adams Maury Cap Toe Chelsea Boot

Brown Stacy Adams Maury Cap Toe Chelsea Boot

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Chocolate
Price: $91.00MSRP: $145.0037% OFF
Rating: 5Rated 5 stars out of 5(41)

Forsake - Phil Chelsea. Color Gray. $145.00. 4.0 out of 5 stars

Gray Forsake Phil Chelsea

Gray Forsake Phil Chelsea

+3

Brand Name: Forsake
Product Name: Phil Chelsea
Gender: Men's
Color: Gray
Price: $145.00
Rating: 4Rated 4 stars out of 5(43)

Allen Edmonds - Liverpool. Color Polo Brown Suede. Low Stock. On sale for $429.00. MSRP $550.00. 22% off. 4.3 out of 5 stars

Low Stock

Brown Allen Edmonds Liverpool

Brown Allen Edmonds Liverpool

+4

Brand Name: Allen Edmonds
Product Name: Liverpool
Gender: Men's
Color: Polo Brown Suede
Price: $429.00MSRP: $550.0022% OFF
Rating: 4Rated 4 stars out of 5(154)

Join Our Email List

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

*One code per email address.