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

Size 16 Medium Size Shoes On Sale

30 items found

Sort By

Your Selections

Search Results

Rockport - Classic Loafer Lite Penny. Color Cognac. On sale for $89.95. MSRP $124.95. 28% off. 3.9 out of 5 stars

Tan Rockport Classic Loafer Lite Penny

Tan Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Cognac
Price: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(409)

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)

Hoka - Bondi 9. Color Sea Moss/Eucalyptus. Low Stock. On sale for $136.00. MSRP $175.00. 22% off. 4.1 out of 5 stars

Low Stock

Green Hoka Bondi 9

Green Hoka Bondi 9

+21

Brand Name: Hoka
Product Name: Bondi 9
Gender: Men's
Color: Sea Moss/Eucalyptus
Price: $136.00MSRP: $175.0022% OFF
Rating: 4Rated 4 stars out of 5(147)

Deer Stags - Greenpoint Slip-On Loafer. Color Black. On sale for $49.99. MSRP $80.00. 38% off. 3.9 out of 5 stars

Black Deer Stags Greenpoint Slip-On Loafer

Black Deer Stags Greenpoint Slip-On Loafer

Brand Name: Deer Stags
Product Name: Greenpoint Slip-On Loafer
Gender: Men's
Color: Black
Price: $49.99MSRP: $80.0038% OFF
Rating: 4Rated 4 stars out of 5(142)

Deer Stags - Walkmaster Wing Tip Oxford. Color Black. On sale for $59.99. MSRP $105.00. 43% off. 4.5 out of 5 stars

Black Deer Stags Walkmaster Wing Tip Oxford

Black Deer Stags Walkmaster Wing Tip Oxford

Brand Name: Deer Stags
Product Name: Walkmaster Wing Tip Oxford
Gender: Men's
Color: Black
Price: $59.99MSRP: $105.0043% OFF
Rating: 5Rated 5 stars out of 5(19)

Nunn Bush - Cameron Comfort Walking Oxford. Color Brown Tumbled Leather. On sale for $74.95. MSRP $110.00. 32% off. 4.3 out of 5 stars

Brown Nunn Bush Cameron Comfort Walking Oxford

Brand Name: Nunn Bush
Product Name: Cameron Comfort Walking Oxford
Gender: Men's
Color: Brown Tumbled Leather
Price: $74.95MSRP: $110.0032% OFF
Rating: 4Rated 4 stars out of 5(1092)

SKECHERS - Wascana - Benen WP Tactical. Color Black. On sale for $83.00. MSRP $85.00. 2% off. 3.8 out of 5 stars

Black SKECHERS Wascana - Benen WP Tactical

Black SKECHERS Wascana - Benen WP Tactical

Brand Name: SKECHERS
Product Name: Wascana - Benen WP Tactical
Gender: Men's
Color: Black
Price: $83.00MSRP: $85.002% OFF
Rating: 4Rated 4 stars out of 5(323)

Cole Haan - Pinch Penny. Color Burgundy. On sale for $135.00. MSRP $168.00. 20% off. 4.1 out of 5 stars

Burgundy Cole Haan Pinch Penny

Burgundy Cole Haan Pinch Penny

Brand Name: Cole Haan
Product Name: Pinch Penny
Gender: Men's
Color: Burgundy
Price: $135.00MSRP: $168.0020% OFF
Rating: 4Rated 4 stars out of 5(172)

Deer Stags - Williamsburg Oxford. Color Black. On sale for $44.97. MSRP $80.00. 44% off. 3.9 out of 5 stars

Black Deer Stags Williamsburg Oxford

Black Deer Stags Williamsburg Oxford

Brand Name: Deer Stags
Product Name: Williamsburg Oxford
Gender: Men's
Color: Black
Price: $44.97MSRP: $80.0044% OFF
Rating: 4Rated 4 stars out of 5(57)

Deer Stags - Durham. Color Black. On sale for $59.99. MSRP $90.00. 33% off.

Black Deer Stags Durham

Black Deer Stags Durham

+2

Brand Name: Deer Stags
Product Name: Durham
Gender: Men's
Color: Black
Price: $59.99MSRP: $90.0033% OFF
Rating

Steve Madden - Nunan. Color Tan. On sale for $76.49. MSRP $80.00. 4% off. 4.4 out of 5 stars

Tan Steve Madden Nunan

Tan Steve Madden Nunan

+2

Brand Name: Steve Madden
Product Name: Nunan
Gender: Men's
Color: Tan
Price: $76.49MSRP: $80.004% OFF
Rating: 4Rated 4 stars out of 5(43)

New Balance - Quikshift Comp Toe EH SR. Color Black/Blue/Red. On sale for $119.99. MSRP $129.99. 8% off. 3.5 out of 5 stars

Multi New Balance Quikshift Comp Toe EH SR

Multi New Balance Quikshift Comp Toe EH SR

+2

Brand Name: New Balance
Product Name: Quikshift Comp Toe EH SR
Gender: Men's
Color: Black/Blue/Red
Price: $119.99MSRP: $129.998% OFF
Rating: 3Rated 3 stars out of 5(140)

Propet - Conrad. Color Black. On sale for $129.99. MSRP $139.95. 7% off.

Black Propet Conrad

Black Propet Conrad

+2

Brand Name: Propet
Product Name: Conrad
Gender: Men's
Color: Black
Price: $129.99MSRP: $139.957% OFF
Rating

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $49.99. MSRP $90.00. 44% off. 3.9 out of 5 stars

Brown Deer Stags Bangor

Brown Deer Stags Bangor

+2

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $49.99MSRP: $90.0044% OFF
Rating: 4Rated 4 stars out of 5(14)

Reebok - Sublite Legend Comp Toe. Color Black/Grey. On sale for $119.95. MSRP $143.00. 16% off. 3.6 out of 5 stars

Black Reebok Sublite Legend Comp Toe

Black Reebok Sublite Legend Comp Toe

+3

Brand Name: Reebok
Product Name: Sublite Legend Comp Toe
Gender: Men's
Color: Black/Grey
Price: $119.95MSRP: $143.0016% OFF
Rating: 4Rated 4 stars out of 5(479)

Deer Stags - Manager. Color Black. On sale for $44.99. MSRP $80.00. 44% off. 3.5 out of 5 stars

Black Deer Stags Manager

Black Deer Stags Manager

Brand Name: Deer Stags
Product Name: Manager
Gender: Men's
Color: Black
Price: $44.99MSRP: $80.0044% OFF
Rating: 4Rated 4 stars out of 5(33)

Irish Setter - Marshall 11" Waterproof Steel-Toe Pull-On. Color Brown Leather. On sale for $214.95. MSRP $239.99. 10% off. 4.4 out of 5 stars

Brown Irish Setter Marshall 11" Waterproof Steel-Toe Pull-On

Brown Irish Setter Marshall 11" Waterproof Steel-Toe Pull-On

Brand Name: Irish Setter
Product Name: Marshall 11" Waterproof Steel-Toe Pull-On
Gender: Men's
Color: Brown Leather
Price: $214.95MSRP: $239.9910% OFF
Rating: 4Rated 4 stars out of 5(37)

Deer Stags - Service. Color Black. On sale for $44.99. MSRP $80.00. 44% off. 3.3 out of 5 stars

Black Deer Stags Service

Black Deer Stags Service

Brand Name: Deer Stags
Product Name: Service
Gender: Men's
Color: Black
Price: $44.99MSRP: $80.0044% OFF
Rating: 3Rated 3 stars out of 5(18)

Reebok - Floatzig Work. Color Black and White. On sale for $119.99. MSRP $157.00. 24% off. 2.8 out of 5 stars

Black Reebok Floatzig Work

Black Reebok Floatzig Work

+4

Brand Name: Reebok
Product Name: Floatzig Work
Gender: Men's
Color: Black and White
Price: $119.99MSRP: $157.0024% OFF
Rating: 3Rated 3 stars out of 5(62)

Propet - Parker. Color Brown. Low Stock. On sale for $108.45. MSRP $119.95. 10% off. 3.3 out of 5 stars

Low Stock

Brown Propet Parker

Brown Propet Parker

Brand Name: Propet
Product Name: Parker
Gender: Men's
Color: Brown
Price: $108.45MSRP: $119.9510% OFF
Rating: 3Rated 3 stars out of 5(7)

Rockport - Style Leader 2 Plain Toe. Color Dark Brown. On sale for $99.95. MSRP $129.95. 23% off. 4.4 out of 5 stars

Brown Rockport Style Leader 2 Plain Toe

Brown Rockport Style Leader 2 Plain Toe

+3

Brand Name: Rockport
Product Name: Style Leader 2 Plain Toe
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $129.9523% OFF
Rating: 4Rated 4 stars out of 5(31)

SKECHERS - Go Walk 7 - Easy On 2 Hands Free Slip-Ins. Color Navy. On sale for $52.25. MSRP $95.00. 45% off. 4.3 out of 5 stars

Navy SKECHERS Go Walk 7 - Easy On 2 Hands Free Slip-Ins

Navy SKECHERS Go Walk 7 - Easy On 2 Hands Free Slip-Ins

+1

Brand Name: SKECHERS
Product Name: Go Walk 7 - Easy On 2 Hands Free Slip-Ins
Gender: Men's
Color: Navy
Price: $52.25MSRP: $95.0045% OFF
Rating: 4Rated 4 stars out of 5(44)

Dunham - Cloud Waterproof. Color Slate Grey. On sale for $149.95. MSRP $169.95. 12% off. 4.1 out of 5 stars

Multi Dunham Cloud Waterproof

Multi Dunham Cloud Waterproof

+6

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Slate Grey
Price: $149.95MSRP: $169.9512% OFF
Rating: 4Rated 4 stars out of 5(419)

Deer Stags - Rockland. Color Brown/Dark Brown. On sale for $59.99. MSRP $90.00. 33% off. 3.7 out of 5 stars

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+1

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Brown/Dark Brown
Price: $59.99MSRP: $90.0033% OFF
Rating: 4Rated 4 stars out of 5(31)

Rockport - World Tour Classic Walking Shoe. Color Black Tumbled Leather. On sale for $124.95. MSRP $129.95. 4% off. 4.2 out of 5 stars

Black Rockport World Tour Classic Walking Shoe

Black Rockport World Tour Classic Walking Shoe

+2

Brand Name: Rockport
Product Name: World Tour Classic Walking Shoe
Gender: Men's
Color: Black Tumbled Leather
Price: $124.95MSRP: $129.954% OFF
Rating: 4Rated 4 stars out of 5(3023)

SKECHERS - Go Walk Arch Fit 2.0 - Grand Hands Free Slip-Ins. Color Taupe. On sale for $75.00. MSRP $100.00. 25% off. 4.3 out of 5 stars

Taupe SKECHERS Go Walk Arch Fit 2.0 - Grand Hands Free Slip-Ins

Taupe SKECHERS Go Walk Arch Fit 2.0 - Grand Hands Free Slip-Ins

+2

Brand Name: SKECHERS
Product Name: Go Walk Arch Fit 2.0 - Grand Hands Free Slip-Ins
Gender: Men's
Color: Taupe
Price: $75.00MSRP: $100.0025% OFF
Rating: 4Rated 4 stars out of 5(213)

Dunham - Captain. Color Tan Leather. On sale for $127.96. MSRP $159.95. 20% off. 4.5 out of 5 stars

Tan Dunham Captain

Tan Dunham Captain

+5

Brand Name: Dunham
Product Name: Captain
Gender: Men's
Color: Tan Leather
Price: $127.96MSRP: $159.9520% OFF
Rating: 5Rated 5 stars out of 5(618)

Deer Stags - Times Comfort Oxford. Color Black. On sale for $49.97. MSRP $90.00. 44% off. 4.0 out of 5 stars

Black Deer Stags Times Comfort Oxford

Black Deer Stags Times Comfort Oxford

+2

Brand Name: Deer Stags
Product Name: Times Comfort Oxford
Gender: Men's
Color: Black
Price: $49.97MSRP: $90.0044% OFF
Rating: 4Rated 4 stars out of 5(700)

Dockers - Trustee Moc Toe Oxford. Color Black Tumbled Leather. On sale for $69.95. MSRP $90.00. 22% off. 3.9 out of 5 stars

Black Dockers Trustee Moc Toe Oxford

Brand Name: Dockers
Product Name: Trustee Moc Toe Oxford
Gender: Men's
Color: Black Tumbled Leather
Price: $69.95MSRP: $90.0022% OFF
Rating: 4Rated 4 stars out of 5(47)

Airwalk - Deuce Mid Comp Toe EH SR. Color Black. On sale for $119.99. MSRP $129.99. 8% off. 4.0 out of 5 stars

Black Airwalk Deuce Mid Comp Toe EH SR

Black Airwalk Deuce Mid Comp Toe EH SR

+2

Brand Name: Airwalk
Product Name: Deuce Mid Comp Toe EH SR
Gender: Men's
Color: Black
Price: $119.99MSRP: $129.998% OFF
Rating: 4Rated 4 stars out of 5(56)

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.)