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

Size 8.5 M Size Square Toe Comfort On Sale Products

41 items found

Sort By

Your Selections

Search Results

Rockport - Style Leader 2 Plain Toe. Color British Tan. On sale for $99.95. MSRP $129.95. 23% off. 4.3 out of 5 stars

Tan Rockport Style Leader 2 Plain Toe

Tan Rockport Style Leader 2 Plain Toe

+3

Brand Name: Rockport
Product Name: Style Leader 2 Plain Toe
Gender: Men's
Color: British Tan
Price: $99.95MSRP: $129.9523% OFF
Rating: 4Rated 4 stars out of 5(30)

Born - Marcel. Color Navy. On sale for $93.96. MSRP $100.00. 6% off. 3.5 out of 5 stars

Navy Born Marcel

Navy Born Marcel

+7

Brand Name: Born
Product Name: Marcel
Gender: Men's
Color: Navy
Price: $93.96MSRP: $100.006% OFF
Rating: 4Rated 4 stars out of 5(4)

Cole Haan - Nantucket Deck Slipon. Color British Tan/Ivory. On sale for $79.38. MSRP $90.00. 12% off. 4.3 out of 5 stars

Brown Cole Haan Nantucket Deck Slipon

Brown Cole Haan Nantucket Deck Slipon

+2

Brand Name: Cole Haan
Product Name: Nantucket Deck Slipon
Gender: Men's
Color: British Tan/Ivory
Price: $79.38MSRP: $90.0012% OFF
Rating: 4Rated 4 stars out of 5(253)

. Clarks - Shacre Boot. Color Dark Sand Suede. On sale for $71.94. MSRP $110.00. 35% off. 4.2 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Dark Sand Suede
Price: $71.94MSRP: $110.0035% OFF
Rating: 4Rated 4 stars out of 5(67)

Stacy Adams - Kallum Cap Toe Oxford. Color Black. On sale for $79.99. MSRP $120.00. 33% off. 4.7 out of 5 stars

Black Stacy Adams Kallum Cap Toe Oxford

Black Stacy Adams Kallum Cap Toe Oxford

+2

Brand Name: Stacy Adams
Product Name: Kallum Cap Toe Oxford
Gender: Men's
Color: Black
Price: $79.99MSRP: $120.0033% OFF
Rating: 5Rated 5 stars out of 5(37)

Florsheim - Jackson Cap Toe Oxford. Color Cognac. On sale for $79.95. MSRP $115.00. 30% off. 4.5 out of 5 stars

Tan Florsheim Jackson Cap Toe Oxford

Tan Florsheim Jackson Cap Toe Oxford

+2

Brand Name: Florsheim
Product Name: Jackson Cap Toe Oxford
Gender: Men's
Color: Cognac
Price: $79.95MSRP: $115.0030% OFF
Rating: 5Rated 5 stars out of 5(49)

Rockport - Style Leader 2 Bike Toe Oxford. Color New Brown Gradient 1. On sale for $99.95. MSRP $129.95. 23% off. 4.5 out of 5 stars

Brown Rockport Style Leader 2 Bike Toe Oxford

Brown Rockport Style Leader 2 Bike Toe Oxford

+1

Brand Name: Rockport
Product Name: Style Leader 2 Bike Toe Oxford
Gender: Men's
Color: New Brown Gradient 1
Price: $99.95MSRP: $129.9523% OFF
Rating: 4Rated 4 stars out of 5(333)

Clarks - Tilden Cap. Color Dark Tan Leather. On sale for $64.99. MSRP $95.00. 32% off. 4.2 out of 5 stars

Brown Clarks Tilden Cap

Brown Clarks Tilden Cap

+2

Brand Name: Clarks
Product Name: Tilden Cap
Gender: Men's
Color: Dark Tan Leather
Price: $64.99MSRP: $95.0032% OFF
Rating: 4Rated 4 stars out of 5(111)

Florsheim - Corbetta Cap Toe Oxford. Color Black Smooth. On sale for $112.47. MSRP $125.00. 10% off. 4.4 out of 5 stars

Black Florsheim Corbetta Cap Toe Oxford

Black Florsheim Corbetta Cap Toe Oxford

+2

Brand Name: Florsheim
Product Name: Corbetta Cap Toe Oxford
Gender: Men's
Color: Black Smooth
Price: $112.47MSRP: $125.0010% OFF
Rating: 4Rated 4 stars out of 5(170)

Johnston & Murphy - Gibbons Bit. Color Tan Hand/Stained Full Grain. On sale for $56.78. MSRP $129.00. 56% off.

Brown Johnston & Murphy Gibbons Bit

Brown Johnston & Murphy Gibbons Bit

+2

Brand Name: Johnston & Murphy
Product Name: Gibbons Bit
Gender: Men's
Color: Tan Hand/Stained Full Grain
Price: $56.78MSRP: $129.0056% OFF
Rating

PIKOLINOS - Azores 06H-3126. Color Espuma. Low Stock. On sale for $175.04. MSRP $185.00. 5% off. 4.1 out of 5 stars

Low Stock

White PIKOLINOS Azores 06H-3126

White PIKOLINOS Azores 06H-3126

+2

Brand Name: PIKOLINOS
Product Name: Azores 06H-3126
Gender: Men's
Color: Espuma
Price: $175.04MSRP: $185.005% OFF
Rating: 4Rated 4 stars out of 5(7)

Stacy Adams - Calandro City Sandal. Color White. On sale for $81.39. MSRP $90.00. 10% off. 5.0 out of 5 stars

White Stacy Adams Calandro City Sandal

White Stacy Adams Calandro City Sandal

+3

Brand Name: Stacy Adams
Product Name: Calandro City Sandal
Gender: Men's
Color: White
Price: $81.39MSRP: $90.0010% OFF
Rating: 5Rated 5 stars out of 5(1)

Nunn Bush - Stark Plain Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up. Color Black. On sale for $69.95. MSRP $94.95. 26% off.

Black Nunn Bush Stark Plain Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up

Black Nunn Bush Stark Plain Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up

+2

Brand Name: Nunn Bush
Product Name: Stark Plain Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up
Gender: Men's
Color: Black
Price: $69.95MSRP: $94.9526% OFF
Rating

Allen Edmonds - Davis Sandal. Color Black Leather. Low Stock. On sale for $168.75. MSRP $225.00. 25% off. 3.0 out of 5 stars

Low Stock

Black Allen Edmonds Davis Sandal

Black Allen Edmonds Davis Sandal

+2

Brand Name: Allen Edmonds
Product Name: Davis Sandal
Gender: Men's
Color: Black Leather
Price: $168.75MSRP: $225.0025% OFF
Rating: 3Rated 3 stars out of 5(1)

Nunn Bush - Jarvis Moccasin Toe Slip-On Dress Casual Business Loafers. Color Black. On sale for $49.97. MSRP $84.95. 41% off. 3.7 out of 5 stars

Black Nunn Bush Jarvis Moccasin Toe Slip-On Dress Casual Business Loafers

Black Nunn Bush Jarvis Moccasin Toe Slip-On Dress Casual Business Loafers

+2

Brand Name: Nunn Bush
Product Name: Jarvis Moccasin Toe Slip-On Dress Casual Business Loafers
Gender: Men's
Color: Black
Price: $49.97MSRP: $84.9541% OFF
Rating: 4Rated 4 stars out of 5(3)

Florsheim - Postino Cap Toe Oxford. Color Black Smooth/Perf. On sale for $99.95. MSRP $130.00. 23% off. 4.4 out of 5 stars

Black Florsheim Postino Cap Toe Oxford

Black Florsheim Postino Cap Toe Oxford

+2

Brand Name: Florsheim
Product Name: Postino Cap Toe Oxford
Gender: Men's
Color: Black Smooth/Perf
Price: $99.95MSRP: $130.0023% OFF
Rating: 4Rated 4 stars out of 5(196)

Tommy Hilfiger - Speer. Color Black. On sale for $65.40. MSRP $109.00. 40% off.

Black Tommy Hilfiger Speer

Black Tommy Hilfiger Speer

+2

Brand Name: Tommy Hilfiger
Product Name: Speer
Gender: Men's
Color: Black
Price: $65.40MSRP: $109.0040% OFF
Rating

Nunn Bush - Baxter Plain Toe Oxford. Color Cognac. On sale for $49.97. MSRP $94.95. 47% off. 4.0 out of 5 stars

Tan Nunn Bush Baxter Plain Toe Oxford

Tan Nunn Bush Baxter Plain Toe Oxford

+2

Brand Name: Nunn Bush
Product Name: Baxter Plain Toe Oxford
Gender: Men's
Color: Cognac
Price: $49.97MSRP: $94.9547% OFF
Rating: 4Rated 4 stars out of 5(2)

Dockers - Lawton. Color Black Polished. On sale for $49.95. MSRP $90.00. 44% off. 3.6 out of 5 stars

Black Dockers Lawton

Black Dockers Lawton

Brand Name: Dockers
Product Name: Lawton
Gender: Men's
Color: Black Polished
Price: $49.95MSRP: $90.0044% OFF
Rating: 4Rated 4 stars out of 5(25)

Stacy Adams - Tristano Bike Toe Lace-Up. Color Black/Gray/White. On sale for $91.70. MSRP $105.00. 13% off.

Gray Stacy Adams Tristano Bike Toe Lace-Up

Gray Stacy Adams Tristano Bike Toe Lace-Up

+7

Brand Name: Stacy Adams
Product Name: Tristano Bike Toe Lace-Up
Gender: Men's
Color: Black/Gray/White
Price: $91.70MSRP: $105.0013% OFF
Rating

Ariat - Ridgeback Western Boots. Color Deepest Clay. On sale for $169.19. MSRP $199.95. 15% off. 4.3 out of 5 stars

Brown Ariat Ridgeback Western Boots

Brown Ariat Ridgeback Western Boots

+2 colors/patterns

Brand Name: Ariat
Product Name: Ridgeback Western Boots
Gender: Men's
Color: Deepest Clay
Price: $169.19MSRP: $199.9515% OFF
Rating: 4Rated 4 stars out of 5(34)

Clarks - DressLite Ace. Color Black. On sale for $71.25. MSRP $95.00. 25% off.

Black Clarks DressLite Ace

Black Clarks DressLite Ace

+2

Brand Name: Clarks
Product Name: DressLite Ace
Gender: Men's
Color: Black
Price: $71.25MSRP: $95.0025% OFF
Rating

Deer Stags - Coney. Color Black. On sale for $44.99. MSRP $85.00. 47% off. 4.0 out of 5 stars

Black Deer Stags Coney

Black Deer Stags Coney

Brand Name: Deer Stags
Product Name: Coney
Gender: Men's
Color: Black
Price: $44.99MSRP: $85.0047% OFF
Rating: 4Rated 4 stars out of 5(4)

Marc Joseph New York - River Road. Color Cognac Grainy. On sale for $59.95. MSRP $185.00. 68% off. 5.0 out of 5 stars

Brown Marc Joseph New York River Road

Brown Marc Joseph New York River Road

+3

Brand Name: Marc Joseph New York
Product Name: River Road
Gender: Men's
Color: Cognac Grainy
Price: $59.95MSRP: $185.0068% OFF
Rating: 5Rated 5 stars out of 5(1)

Johnston & Murphy - Gibbons Run-Off. Color Brown Full Grain. On sale for $103.20. MSRP $129.00. 20% off.

Brown Johnston & Murphy Gibbons Run-Off

Brown Johnston & Murphy Gibbons Run-Off

+2

Brand Name: Johnston & Murphy
Product Name: Gibbons Run-Off
Gender: Men's
Color: Brown Full Grain
Price: $103.20MSRP: $129.0020% OFF
Rating

Clarks - DressLite Step. Color Dark Tan. On sale for $71.25. MSRP $95.00. 25% off.

Brown Clarks DressLite Step

Brown Clarks DressLite Step

+2

Brand Name: Clarks
Product Name: DressLite Step
Gender: Men's
Color: Dark Tan
Price: $71.25MSRP: $95.0025% OFF
Rating

Florsheim - Sorrento Wing Tip Oxford. Color Cognac Smooth. On sale for $84.95. MSRP $130.00. 35% off. 4.2 out of 5 stars

Neutral Florsheim Sorrento Wing Tip Oxford

Neutral Florsheim Sorrento Wing Tip Oxford

Brand Name: Florsheim
Product Name: Sorrento Wing Tip Oxford
Gender: Men's
Color: Cognac Smooth
Price: $84.95MSRP: $130.0035% OFF
Rating: 4Rated 4 stars out of 5(40)

Dockers - Irving. Color Black Polished. On sale for $49.95. MSRP $80.00. 38% off. 3.2 out of 5 stars

Black Dockers Irving

Black Dockers Irving

Brand Name: Dockers
Product Name: Irving
Gender: Men's
Color: Black Polished
Price: $49.95MSRP: $80.0038% OFF
Rating: 3Rated 3 stars out of 5(24)

Rockport - Tayo. Color Dark Brown Embossed Leather. On sale for $98.39. MSRP $129.95. 24% off.

Brown Rockport Tayo

Brown Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Dark Brown Embossed Leather
Price: $98.39MSRP: $129.9524% OFF
Rating

Ariat - Booker Ultra Western Boots. Color Navy Suede. On sale for $119.96. MSRP $149.95. 20% off. 4.7 out of 5 stars

Blue Ariat Booker Ultra Western Boots

Blue Ariat Booker Ultra Western Boots

+5

Brand Name: Ariat
Product Name: Booker Ultra Western Boots
Gender: Men's
Color: Navy Suede
Price: $119.96MSRP: $149.9520% OFF
Rating: 5Rated 5 stars out of 5(339)

Eastland 1955 Edition - WHITMAN. Color Camel. Low Stock. On sale for $86.00. MSRP $120.00. 28% off.

Low Stock

Tan Eastland 1955 Edition WHITMAN

Tan Eastland 1955 Edition WHITMAN

+3

Brand Name: Eastland 1955 Edition
Product Name: WHITMAN
Gender: Men's
Color: Camel
Price: $86.00MSRP: $120.0028% OFF
Rating

Steve Madden - Paulson. Color Black. On sale for $114.59. MSRP $130.00. 12% off.

Black Steve Madden Paulson

Black Steve Madden Paulson

Brand Name: Steve Madden
Product Name: Paulson
Gender: Men's
Color: Black
Price: $114.59MSRP: $130.0012% OFF
Rating

Marc Joseph New York - Spring Street. Color Cognac Basket Napa. On sale for $130.00. MSRP $175.00. 26% off.

Brown Marc Joseph New York Spring Street

Brown Marc Joseph New York Spring Street

+2

Brand Name: Marc Joseph New York
Product Name: Spring Street
Gender: Men's
Color: Cognac Basket Napa
Price: $130.00MSRP: $175.0026% OFF
Rating

Deer Stags - Drive Slip-On Loafer. Color Black. On sale for $39.99. MSRP $85.00. 53% off. 3.7 out of 5 stars

Black Deer Stags Drive Slip-On Loafer

Black Deer Stags Drive Slip-On Loafer

Brand Name: Deer Stags
Product Name: Drive Slip-On Loafer
Gender: Men's
Color: Black
Price: $39.99MSRP: $85.0053% OFF
Rating: 4Rated 4 stars out of 5(66)

Marc Joseph New York - Chambers St. Color Whiskey Brushed Napa. Low Stock. On sale for $154.05. MSRP $195.00. 21% off.

Low Stock

Brown Marc Joseph New York Chambers St

Brown Marc Joseph New York Chambers St

+2

Brand Name: Marc Joseph New York
Product Name: Chambers St
Gender: Men's
Color: Whiskey Brushed Napa
Price: $154.05MSRP: $195.0021% OFF
Rating

Steve Madden - Pippen. Color Cognac. On sale for $123.23. MSRP $125.00. 1% off.

Tan Steve Madden Pippen

Tan Steve Madden Pippen

Brand Name: Steve Madden
Product Name: Pippen
Gender: Men's
Color: Cognac
Price: $123.23MSRP: $125.001% OFF
Rating

Dan Post - Cappy. Color Tan/Black. On sale for $269.95. MSRP $379.95. 29% off. 5.0 out of 5 stars

Multi Dan Post Cappy

Multi Dan Post Cappy

Brand Name: Dan Post
Product Name: Cappy
Gender: Men's
Color: Tan/Black
Price: $269.95MSRP: $379.9529% OFF
Rating: 5Rated 5 stars out of 5(1)

Ariat - Futurity Time Western Boots. Color Polo Blue Roughout. On sale for $236.95. MSRP $279.95. 15% off. 4.1 out of 5 stars

Black Ariat Futurity Time Western Boots

Black Ariat Futurity Time Western Boots

+1

Brand Name: Ariat
Product Name: Futurity Time Western Boots
Gender: Men's
Color: Polo Blue Roughout
Price: $236.95MSRP: $279.9515% OFF
Rating: 4Rated 4 stars out of 5(66)

Ariat - Ridgeback Country Waterproof Western Boots. Color Status Brown. On sale for $206.07. MSRP $209.95. 2% off. 3.5 out of 5 stars

Brown Ariat Ridgeback Country Waterproof Western Boots

Brown Ariat Ridgeback Country Waterproof Western Boots

Brand Name: Ariat
Product Name: Ridgeback Country Waterproof Western Boots
Gender: Men's
Color: Status Brown
Price: $206.07MSRP: $209.952% OFF
Rating: 4Rated 4 stars out of 5(4)

Georgia Boot - Carbo-Tec FLX 11" Alloy Square Toe Waterproof. Color Brown. Low Stock. On sale for $205.00. MSRP $235.00. 13% off. 5.0 out of 5 stars

Low Stock

Brown Georgia Boot Carbo-Tec FLX 11" Alloy Square Toe Waterproof

Brown Georgia Boot Carbo-Tec FLX 11" Alloy Square Toe Waterproof

Brand Name: Georgia Boot
Product Name: Carbo-Tec FLX 11" Alloy Square Toe Waterproof
Gender: Men's
Color: Brown
Price: $205.00MSRP: $235.0013% OFF
Rating: 5Rated 5 stars out of 5(1)

Ariat - Futurity Relentless Bama Fury Cowboy Boots. Color Chocolate Bison/Royal Blue. Low Stock. On sale for $218.96. MSRP $299.95. 27% off.

Low Stock

Blue Ariat Futurity Relentless Bama Fury Cowboy Boots

Blue Ariat Futurity Relentless Bama Fury Cowboy Boots

Brand Name: Ariat
Product Name: Futurity Relentless Bama Fury Cowboy Boots
Gender: Men's
Color: Chocolate Bison/Royal Blue
Price: $218.96MSRP: $299.9527% OFF
Rating

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)