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

Men's Size 8.5 EE Size Office & Career Round Toe Products

36 items found

Sort By

Your Selections

Search Results

Rockport - Northfield. Color Jetty Leather. On sale for $89.95. MSRP $119.95.. 2.0 out of 5 stars

Brown Rockport Northfield

Brown Rockport Northfield

+3

Brand Name: Rockport
Product Name: Northfield
Gender: Men's
Color: Jetty Leather
Price: $89.95MSRP: $119.95
Rating: 2Rated 2 stars out of 5(3)

Rockport - Noah Plain Toe. Color Black. On sale for $89.95. MSRP $124.95.. 3.8 out of 5 stars

Black Rockport Noah Plain Toe

Black Rockport Noah Plain Toe

+4

Brand Name: Rockport
Product Name: Noah Plain Toe
Gender: Men's
Color: Black
Price: $89.95MSRP: $124.95
Rating: 4Rated 4 stars out of 5(4)

Rockport - Maverick Plain Toe Oxford. Color New Dress Blues. On sale for $84.00. MSRP $119.95.. 5.0 out of 5 stars

Blue Rockport Maverick Plain Toe Oxford

Blue Rockport Maverick Plain Toe Oxford

+3

Brand Name: Rockport
Product Name: Maverick Plain Toe Oxford
Gender: Men's
Color: New Dress Blues
Price: $84.00MSRP: $119.95
Rating: 5Rated 5 stars out of 5(1)

Rockport - Charles Road Cap Toe Oxford. Color Dark Brown. On sale for $79.95. MSRP $109.95..

Brown Rockport Charles Road Cap Toe Oxford

Brown Rockport Charles Road Cap Toe Oxford

+3

Brand Name: Rockport
Product Name: Charles Road Cap Toe Oxford
Gender: Men's
Color: Dark Brown
Price: $79.95MSRP: $109.95
Rating

Sperry - Authentic Original Venetian Double Sole. Color Sand Nubuck. $109.95. 4.0 out of 5 stars

Beige Sperry Authentic Original Venetian Double Sole

Beige Sperry Authentic Original Venetian Double Sole

+3

Brand Name: Sperry
Product Name: Authentic Original Venetian Double Sole
Gender: Men's
Color: Sand Nubuck
Price: $109.95
Rating: 4Rated 4 stars out of 5(2)

Stacy Adams - Martindale Chukka Boot. Color Bordeaux. On sale for $87.10. MSRP $130.00.. 4.0 out of 5 stars

Burgundy Stacy Adams Martindale Chukka Boot

Burgundy Stacy Adams Martindale Chukka Boot

Brand Name: Stacy Adams
Product Name: Martindale Chukka Boot
Gender: Men's
Color: Bordeaux
Price: $87.10MSRP: $130.00
Rating: 4Rated 4 stars out of 5(1)

Stacy Adams - Kaylor Penny Slip-On Loafer. Color Gray. On sale for $89.95. MSRP $120.00.. 4.6 out of 5 stars

Gray Stacy Adams Kaylor Penny Slip-On Loafer

Gray Stacy Adams Kaylor Penny Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Kaylor Penny Slip-On Loafer
Gender: Men's
Color: Gray
Price: $89.95MSRP: $120.00
Rating: 5Rated 5 stars out of 5(22)

Stacy Adams - Desmond Cap-Toe Monk-Strap Loafer. Color Black. On sale for $68.96. MSRP $114.95.. 4.5 out of 5 stars

Black Stacy Adams Desmond Cap-Toe Monk-Strap Loafer

Black Stacy Adams Desmond Cap-Toe Monk-Strap Loafer

Brand Name: Stacy Adams
Product Name: Desmond Cap-Toe Monk-Strap Loafer
Gender: Men's
Color: Black
Price: $68.96MSRP: $114.95
Rating: 5Rated 5 stars out of 5(128)

Stacy Adams - Ardell Slip Resistant Plain Toe Oxford. Color Black. On sale for $61.99. MSRP $79.95.. 3.7 out of 5 stars

Black Stacy Adams Ardell Slip Resistant Plain Toe Oxford

Black Stacy Adams Ardell Slip Resistant Plain Toe Oxford

Brand Name: Stacy Adams
Product Name: Ardell Slip Resistant Plain Toe Oxford
Gender: Men's
Color: Black
Price: $61.99MSRP: $79.95
Rating: 4Rated 4 stars out of 5(24)

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $59.99. MSRP $95.00.. 4.1 out of 5 stars

Mahogany Clarks Whiddon Cap

Mahogany Clarks Whiddon Cap

+3

Brand Name: Clarks
Product Name: Whiddon Cap
Gender: Men's
Color: Mahogany Leather
Price: $59.99MSRP: $95.00
Rating: 4Rated 4 stars out of 5(63)

Nunn Bush - Centro Flex Formal Plain Toe Oxford. Color Black Patent. On sale for $69.95. MSRP $80.00.. 4.0 out of 5 stars

Black Nunn Bush Centro Flex Formal Plain Toe Oxford

Black Nunn Bush Centro Flex Formal Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Centro Flex Formal Plain Toe Oxford
Gender: Men's
Color: Black Patent
Price: $69.95MSRP: $80.00
Rating: 4Rated 4 stars out of 5(4)

Nunn Bush - Chase Plain Toe Oxford. Color Cognac. On sale for $54.95. MSRP $90.00.. 4.4 out of 5 stars

Tan Nunn Bush Chase Plain Toe Oxford

Tan Nunn Bush Chase Plain Toe Oxford

+1

Brand Name: Nunn Bush
Product Name: Chase Plain Toe Oxford
Gender: Men's
Color: Cognac
Price: $54.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(18)

Nunn Bush - MAC Moccasin Toe Oxford. Color Black. On sale for $69.95. MSRP $100.00.. 5.0 out of 5 stars

Black Nunn Bush MAC Moccasin Toe Oxford

Black Nunn Bush MAC Moccasin Toe Oxford

+2

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Oxford
Gender: Men's
Color: Black
Price: $69.95MSRP: $100.00
Rating: 5Rated 5 stars out of 5(2)

Clarks - Whiddon Apron. Color Black Tumbled Leather. On sale for $72.51. MSRP $95.00..

Black Clarks Whiddon Apron

Black Clarks Whiddon Apron

+2 colors/patterns

Brand Name: Clarks
Product Name: Whiddon Apron
Gender: Men's
Color: Black Tumbled Leather
Price: $72.51MSRP: $95.00
Rating

Stacy Adams - Macarthur Wing Tip Oxford. Color Black. On sale for $95.88. MSRP $114.95.. 4.5 out of 5 stars

Black Stacy Adams Macarthur Wing Tip Oxford

Black Stacy Adams Macarthur Wing Tip Oxford

+2

Brand Name: Stacy Adams
Product Name: Macarthur Wing Tip Oxford
Gender: Men's
Color: Black
Price: $95.88MSRP: $114.95
Rating: 5Rated 5 stars out of 5(22)

Nunn Bush - Kore Pro Plain Toe Oxford. Color Cognac. On sale for $74.95. MSRP $100.00.. 3.8 out of 5 stars

Tan Nunn Bush Kore Pro Plain Toe Oxford

Tan Nunn Bush Kore Pro Plain Toe Oxford

+2

Brand Name: Nunn Bush
Product Name: Kore Pro Plain Toe Oxford
Gender: Men's
Color: Cognac
Price: $74.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(85)

Stacy Adams - Maddox Cap Toe Oxford. Color Chocolate. On sale for $89.95. MSRP $114.95.. 4.3 out of 5 stars

Brown Stacy Adams Maddox Cap Toe Oxford

Brown Stacy Adams Maddox Cap Toe Oxford

+1

Brand Name: Stacy Adams
Product Name: Maddox Cap Toe Oxford
Gender: Men's
Color: Chocolate
Price: $89.95MSRP: $114.95
Rating: 4Rated 4 stars out of 5(56)

Stacy Adams - Marlton Plain Toe Oxford. Color Cognac. On sale for $79.99. MSRP $114.95.. 4.1 out of 5 stars

Tan Stacy Adams Marlton Plain Toe Oxford

Tan Stacy Adams Marlton Plain Toe Oxford

+3

Brand Name: Stacy Adams
Product Name: Marlton Plain Toe Oxford
Gender: Men's
Color: Cognac
Price: $79.99MSRP: $114.95
Rating: 4Rated 4 stars out of 5(31)

Samuel Hubbard - Tipping Point. Color Whiskey Tan. $285.00. 4.4 out of 5 stars

Brown Samuel Hubbard Tipping Point

Brown Samuel Hubbard Tipping Point

+2

Brand Name: Samuel Hubbard
Product Name: Tipping Point
Gender: Men's
Color: Whiskey Tan
Price: $285.00
Rating: 4Rated 4 stars out of 5(19)

Rockport - Taylor Waterproof Cap Toe. Color Buckthorn. $124.95. 3.8 out of 5 stars

Beige Rockport Taylor Waterproof Cap Toe

Beige Rockport Taylor Waterproof Cap Toe

+2

Brand Name: Rockport
Product Name: Taylor Waterproof Cap Toe
Gender: Men's
Color: Buckthorn
Price: $124.95
Rating: 4Rated 4 stars out of 5(58)

Nunn Bush - Keaton Moc Toe Kiltie Tassel Loafer. Color Burgundy Multi. On sale for $69.95. MSRP $95.00.. 4.3 out of 5 stars

Burgundy Nunn Bush Keaton Moc Toe Kiltie Tassel Loafer

Burgundy Nunn Bush Keaton Moc Toe Kiltie Tassel Loafer

+2 colors/patterns

Brand Name: Nunn Bush
Product Name: Keaton Moc Toe Kiltie Tassel Loafer
Gender: Men's
Color: Burgundy Multi
Price: $69.95MSRP: $95.00
Rating: 4Rated 4 stars out of 5(299)

Nunn Bush - Lincoln Penny Loafer. Color Black Polished. On sale for $64.95. MSRP $95.00.. 4.2 out of 5 stars

Black Nunn Bush Lincoln Penny Loafer

Black Nunn Bush Lincoln Penny Loafer

+2 colors/patterns

Brand Name: Nunn Bush
Product Name: Lincoln Penny Loafer
Gender: Men's
Color: Black Polished
Price: $64.95MSRP: $95.00
Rating: 4Rated 4 stars out of 5(294)

Clarks - Whiddon Pace. Color Black Leather. On sale for $70.00. MSRP $95.00.. 3.9 out of 5 stars

Black Clarks Whiddon Pace

Black Clarks Whiddon Pace

+2

Brand Name: Clarks
Product Name: Whiddon Pace
Gender: Men's
Color: Black Leather
Price: $70.00MSRP: $95.00
Rating: 4Rated 4 stars out of 5(41)

Twisted X - MHKB002. Color Distressed Saddle/Saddle. $159.95. 3.4 out of 5 stars

Brown Twisted X MHKB002

Brown Twisted X MHKB002

Brand Name: Twisted X
Product Name: MHKB002
Gender: Men's
Color: Distressed Saddle/Saddle
Price: $159.95
Rating: 3Rated 3 stars out of 5(5)

Ariat - Sport Booker Ultra. Color Distressed Tan. $149.95. 4.8 out of 5 stars

Tan Ariat Sport Booker Ultra

Tan Ariat Sport Booker Ultra

Brand Name: Ariat
Product Name: Sport Booker Ultra
Gender: Men's
Color: Distressed Tan
Price: $149.95
Rating: 5Rated 5 stars out of 5(469)

Johnston & Murphy - Holden Wing Tip. Color Tan Full Grain. $129.00. 4.5 out of 5 stars

Tan Johnston & Murphy Holden Wing Tip

Tan Johnston & Murphy Holden Wing Tip

Brand Name: Johnston & Murphy
Product Name: Holden Wing Tip
Gender: Men's
Color: Tan Full Grain
Price: $129.00
Rating: 5Rated 5 stars out of 5(242)

Rockport - Style Leader 2 Apron Toe. Color Tan. On sale for $89.95. MSRP $120.00.. 4.4 out of 5 stars

Tan Rockport Style Leader 2 Apron Toe

Tan Rockport Style Leader 2 Apron Toe

Brand Name: Rockport
Product Name: Style Leader 2 Apron Toe
Gender: Men's
Color: Tan
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(171)

Samuel Hubbard - Frequent Traveler. Color Whiskey Tan. $275.00. 4.5 out of 5 stars

Brown Samuel Hubbard Frequent Traveler

Brown Samuel Hubbard Frequent Traveler

+2

Brand Name: Samuel Hubbard
Product Name: Frequent Traveler
Gender: Men's
Color: Whiskey Tan
Price: $275.00
Rating: 4Rated 4 stars out of 5(23)

Rockport - Big Bucks Margin. Color New Brown. On sale for $89.99. MSRP $114.95.. 4.5 out of 5 stars

Brown Rockport Big Bucks Margin

Brown Rockport Big Bucks Margin

+3

Brand Name: Rockport
Product Name: Big Bucks Margin
Gender: Men's
Color: New Brown
Price: $89.99MSRP: $114.95
Rating: 5Rated 5 stars out of 5(1509)

Stacy Adams - Abbott Slip Resistant Cap Toe Oxford. Color Black. $79.95. 3.9 out of 5 stars

Black Stacy Adams Abbott Slip Resistant Cap Toe Oxford

Black Stacy Adams Abbott Slip Resistant Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Abbott Slip Resistant Cap Toe Oxford
Gender: Men's
Color: Black
Price: $79.95
Rating: 4Rated 4 stars out of 5(31)

Clarks - Tilden Cap. Color Black. On sale for $59.99. MSRP $90.00.. 4.3 out of 5 stars

Black Clarks Tilden Cap

Black Clarks Tilden Cap

Brand Name: Clarks
Product Name: Tilden Cap
Gender: Men's
Color: Black
Price: $59.99MSRP: $90.00
Rating: 4Rated 4 stars out of 5(108)

Rockport - Classic Loafer Lite Penny. Color Black II. On sale for $79.95. MSRP $115.00.. 3.9 out of 5 stars

Black Rockport Classic Loafer Lite Penny

Black Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Black II
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(396)

Nunn Bush - Norcross Cap Toe Dress Casual Oxford. Color Cognac. On sale for $64.95. MSRP $100.00.. 4.3 out of 5 stars

Tan Nunn Bush Norcross Cap Toe Dress Casual Oxford

Tan Nunn Bush Norcross Cap Toe Dress Casual Oxford

+2

Brand Name: Nunn Bush
Product Name: Norcross Cap Toe Dress Casual Oxford
Gender: Men's
Color: Cognac
Price: $64.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(88)

Cole Haan - Lenox Hill Cap Ox. Color British Tan. On sale for $121.00. MSRP $155.00.. 4.1 out of 5 stars

Tan Cole Haan Lenox Hill Cap Ox

Tan Cole Haan Lenox Hill Cap Ox

+2

Brand Name: Cole Haan
Product Name: Lenox Hill Cap Ox
Gender: Men's
Color: British Tan
Price: $121.00MSRP: $155.00
Rating: 4Rated 4 stars out of 5(216)

Rockport - Main Route Northfield Waterproof. Color Dark Brown Leather. On sale for $89.95. MSRP $120.00.. 4.3 out of 5 stars

Brown Rockport Main Route Northfield Waterproof

Brown Rockport Main Route Northfield Waterproof

+3

Brand Name: Rockport
Product Name: Main Route Northfield Waterproof
Gender: Men's
Color: Dark Brown Leather
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(1399)

Merrell - Jungle Moc Nubuck. Color Brown Nubuck. $109.95. 4.6 out of 5 stars

Brown Merrell Jungle Moc Nubuck

Brown Merrell Jungle Moc Nubuck

Brand Name: Merrell
Product Name: Jungle Moc Nubuck
Gender: Men's
Color: Brown Nubuck
Price: $109.95
Rating: 5Rated 5 stars out of 5(3047)

Get on the List

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