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

Size 16 EE Size Leather Shoes On Sale

38 items found

Sort By

Your Selections

Search Results

. Sperry - Authentic Original. Color Sahara. On sale for $98.96. MSRP $110.00. 10% off. 4.5 out of 5 stars

Orange Sperry Authentic Original

Orange Sperry Authentic Original

+9

Brand Name: Sperry
Product Name: Authentic Original
Gender: Men's
Color: Sahara
Price: $98.96MSRP: $110.0010% OFF
Rating: 4Rated 4 stars out of 5(5511)

Rockport - Classic Loafer Lite Penny. Color Black II. On sale for $74.99. MSRP $124.95. 40% off. 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: $74.99MSRP: $124.9540% OFF
Rating: 4Rated 4 stars out of 5(408)

Rockport - Garett Plain Toe. Color Cognac. On sale for $74.99. MSRP $134.95. 44% off. 4.2 out of 5 stars

Tan Rockport Garett Plain Toe

Tan Rockport Garett Plain Toe

+6

Brand Name: Rockport
Product Name: Garett Plain Toe
Gender: Men's
Color: Cognac
Price: $74.99MSRP: $134.9544% OFF
Rating: 4Rated 4 stars out of 5(151)

Rockport - Colle Tie. Color Black. On sale for $74.99. MSRP $124.95. 40% off. 4.1 out of 5 stars

Black Rockport Colle Tie

Black Rockport Colle Tie

+8

Brand Name: Rockport
Product Name: Colle Tie
Gender: Men's
Color: Black
Price: $74.99MSRP: $124.9540% OFF
Rating: 4Rated 4 stars out of 5(278)

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

Gray Dunham Cloud Waterproof

Gray Dunham Cloud Waterproof

+6

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Grey
Price: $149.95MSRP: $169.9512% OFF
Rating: 4Rated 4 stars out of 5(411)

Rockport - Style Leader 2 Bike Slip-On. Color Black. On sale for $74.99. MSRP $129.95. 42% off. 4.4 out of 5 stars

Black Rockport Style Leader 2 Bike Slip-On

Black Rockport Style Leader 2 Bike Slip-On

+2 colors/patterns

Brand Name: Rockport
Product Name: Style Leader 2 Bike Slip-On
Gender: Men's
Color: Black
Price: $74.99MSRP: $129.9542% OFF
Rating: 4Rated 4 stars out of 5(371)

Rockport - Classic Loafer Lite Venetian. Color Black II. On sale for $74.99. MSRP $124.95. 40% off. 3.8 out of 5 stars

Black Rockport Classic Loafer Lite Venetian

Black Rockport Classic Loafer Lite Venetian

Brand Name: Rockport
Product Name: Classic Loafer Lite Venetian
Gender: Men's
Color: Black II
Price: $74.99MSRP: $124.9540% OFF
Rating: 4Rated 4 stars out of 5(267)

Dunham - Cloud Plus Waterproof Slip-On. Color Brown Leather. On sale for $139.95. MSRP $169.95. 18% off. 3.9 out of 5 stars

Brown Dunham Cloud Plus Waterproof Slip-On

Brown Dunham Cloud Plus Waterproof Slip-On

Brand Name: Dunham
Product Name: Cloud Plus Waterproof Slip-On
Gender: Men's
Color: Brown Leather
Price: $139.95MSRP: $169.9518% OFF
Rating: 4Rated 4 stars out of 5(105)

Rockport - Fallo. Color Black Leather. On sale for $88.74. MSRP $129.95. 32% off. 3.5 out of 5 stars

Black Rockport Fallo

Black Rockport Fallo

+1

Brand Name: Rockport
Product Name: Fallo
Gender: Men's
Color: Black Leather
Price: $88.74MSRP: $129.9532% OFF
Rating: 4Rated 4 stars out of 5(2)

Avenger Work Boots - Framer CT. Color Black. On sale for $109.99. MSRP $124.99. 12% off. 4.0 out of 5 stars

Black Avenger Work Boots Framer CT

Black Avenger Work Boots Framer CT

Brand Name: Avenger Work Boots
Product Name: Framer CT
Gender: Men's
Color: Black
Price: $109.99MSRP: $124.9912% OFF
Rating: 4Rated 4 stars out of 5(122)

Rockport - Style Leader 2 Bike Toe Oxford. Color Black Waxed Calf. On sale for $74.99. MSRP $129.95. 42% off. 4.5 out of 5 stars

Black Rockport Style Leader 2 Bike Toe Oxford

Black Rockport Style Leader 2 Bike Toe Oxford

Brand Name: Rockport
Product Name: Style Leader 2 Bike Toe Oxford
Gender: Men's
Color: Black Waxed Calf
Price: $74.99MSRP: $129.9542% OFF
Rating: 4Rated 4 stars out of 5(332)

Rockport - Garett Wing Tip. Color Cognac. On sale for $69.99. MSRP $134.95. 48% off. 4.5 out of 5 stars

Tan Rockport Garett Wing Tip

Tan Rockport Garett Wing Tip

+4

Brand Name: Rockport
Product Name: Garett Wing Tip
Gender: Men's
Color: Cognac
Price: $69.99MSRP: $134.9548% OFF
Rating: 4Rated 4 stars out of 5(77)

Rockport - Findlay. Color Medium Natural Leather. On sale for $129.95. MSRP $139.95. 7% off. 2.5 out of 5 stars

Brown Rockport Findlay

Brown Rockport Findlay

+1

Brand Name: Rockport
Product Name: Findlay
Gender: Men's
Color: Medium Natural Leather
Price: $129.95MSRP: $139.957% OFF
Rating: 3Rated 3 stars out of 5(2)

Dunham - Midland Oxford Waterproof. Color Black Polished Leather. On sale for $149.95. MSRP $169.95. 12% off. 3.9 out of 5 stars

Black Dunham Midland Oxford Waterproof

Black Dunham Midland Oxford Waterproof

Brand Name: Dunham
Product Name: Midland Oxford Waterproof
Gender: Men's
Color: Black Polished Leather
Price: $149.95MSRP: $169.9512% OFF
Rating: 4Rated 4 stars out of 5(188)

Dunham - 8000 Mid Boot. Color Tan. On sale for $169.95. MSRP $189.95. 11% off. 4.3 out of 5 stars

Tan Dunham 8000 Mid Boot

Tan Dunham 8000 Mid Boot

+2

Brand Name: Dunham
Product Name: 8000 Mid Boot
Gender: Men's
Color: Tan
Price: $169.95MSRP: $189.9511% OFF
Rating: 4Rated 4 stars out of 5(118)

Rockport - Taylor Waterproof Cap Toe. Color Black. On sale for $74.99. MSRP $134.95. 44% off. 3.9 out of 5 stars

Black Rockport Taylor Waterproof Cap Toe

Black Rockport Taylor Waterproof Cap Toe

+2

Brand Name: Rockport
Product Name: Taylor Waterproof Cap Toe
Gender: Men's
Color: Black
Price: $74.99MSRP: $134.9544% OFF
Rating: 4Rated 4 stars out of 5(62)

Dunham - Battery Park Slip-On. Color Black Polished Leather. On sale for $149.95. MSRP $169.95. 12% off. 4.2 out of 5 stars

Black Dunham Battery Park Slip-On

Black Dunham Battery Park Slip-On

+2

Brand Name: Dunham
Product Name: Battery Park Slip-On
Gender: Men's
Color: Black Polished Leather
Price: $149.95MSRP: $169.9512% OFF
Rating: 4Rated 4 stars out of 5(143)

Dunham - Windsor Waterproof. Color Black Waterproof Milled Leather. On sale for $149.95. MSRP $169.95. 12% off. 4.4 out of 5 stars

Black Dunham Windsor Waterproof

Black Dunham Windsor Waterproof

Brand Name: Dunham
Product Name: Windsor Waterproof
Gender: Men's
Color: Black Waterproof Milled Leather
Price: $149.95MSRP: $169.9512% OFF
Rating: 4Rated 4 stars out of 5(368)

Original S.W.A.T. - Classic 9" Side Zip. Color Black. On sale for $134.99. MSRP $144.99. 7% off. 4.3 out of 5 stars

Black Original S.W.A.T. Classic 9" Side Zip

Black Original S.W.A.T. Classic 9" Side Zip

Brand Name: Original S.W.A.T.
Product Name: Classic 9" Side Zip
Gender: Men's
Color: Black
Price: $134.99MSRP: $144.997% OFF
Rating: 4Rated 4 stars out of 5(9)

Deer Stags - Porto. Color Brown. On sale for $47.99. MSRP $54.99. 13% off.

Brown Deer Stags Porto

Brown Deer Stags Porto

+2

Brand Name: Deer Stags
Product Name: Porto
Gender: Men's
Color: Brown
Price: $47.99MSRP: $54.9913% OFF
Rating

Rockport - Taylor Waterproof Plain Toe. Color Black. On sale for $81.00. MSRP $134.95. 40% off. 4.2 out of 5 stars

Black Rockport Taylor Waterproof Plain Toe

Black Rockport Taylor Waterproof Plain Toe

Brand Name: Rockport
Product Name: Taylor Waterproof Plain Toe
Gender: Men's
Color: Black
Price: $81.00MSRP: $134.9540% OFF
Rating: 4Rated 4 stars out of 5(29)

Deer Stags - Julian. Color Brown. On sale for $51.41. MSRP $69.99. 27% off. 2.6 out of 5 stars

Brown Deer Stags Julian

Brown Deer Stags Julian

+3

Brand Name: Deer Stags
Product Name: Julian
Gender: Men's
Color: Brown
Price: $51.41MSRP: $69.9927% OFF
Rating: 3Rated 3 stars out of 5(5)

Deer Stags - Valdez. Color Black. On sale for $47.03. MSRP $49.99. 6% off.

Black Deer Stags Valdez

Black Deer Stags Valdez

Brand Name: Deer Stags
Product Name: Valdez
Gender: Men's
Color: Black
Price: $47.03MSRP: $49.996% OFF
Rating

KEEN - Targhee III Slip-On. Color Dark Earth/Mulch. On sale for $124.18. MSRP $134.95. 8% off. 4.1 out of 5 stars

Brown KEEN Targhee III Slip-On

Brown KEEN Targhee III Slip-On

+2 colors/patterns

Brand Name: KEEN
Product Name: Targhee III Slip-On
Gender: Men's
Color: Dark Earth/Mulch
Price: $124.18MSRP: $134.958% OFF
Rating: 4Rated 4 stars out of 5(214)

Dan Post - Albuquerque. Color Black. On sale for $159.96. MSRP $199.95. 20% off. 4.2 out of 5 stars

Black Dan Post Albuquerque

Black Dan Post Albuquerque

+2

Brand Name: Dan Post
Product Name: Albuquerque
Gender: Men's
Color: Black
Price: $159.96MSRP: $199.9520% OFF
Rating: 4Rated 4 stars out of 5(191)

Fila - Memory Workshift. Color Black/Black/Black. On sale for $35.11. MSRP $60.00. 41% off. 3.3 out of 5 stars

Black Fila Memory Workshift

Black Fila Memory Workshift

+2

Brand Name: Fila
Product Name: Memory Workshift
Gender: Men's
Color: Black/Black/Black
Price: $35.11MSRP: $60.0041% OFF
Rating: 3Rated 3 stars out of 5(49)

Dunham - Winslow Waterproof. Color Black Polishable Leather. On sale for $149.95. MSRP $169.95. 12% off. 4.4 out of 5 stars

Black Dunham Winslow Waterproof

Black Dunham Winslow Waterproof

+2

Brand Name: Dunham
Product Name: Winslow Waterproof
Gender: Men's
Color: Black Polishable Leather
Price: $149.95MSRP: $169.9512% OFF
Rating: 4Rated 4 stars out of 5(150)

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $89.99. MSRP $159.95. 44% off. 4.3 out of 5 stars

Brown Rockport Classic Break Chukka

Brown Rockport Classic Break Chukka

Brand Name: Rockport
Product Name: Classic Break Chukka
Gender: Men's
Color: Dark Brown Leather
Price: $89.99MSRP: $159.9544% OFF
Rating: 4Rated 4 stars out of 5(212)

Deer Stags - Durham. Color Black. On sale for $46.82. MSRP $54.99. 15% off.

Black Deer Stags Durham

Black Deer Stags Durham

+2

Brand Name: Deer Stags
Product Name: Durham
Gender: Men's
Color: Black
Price: $46.82MSRP: $54.9915% OFF
Rating

Original S.W.A.T. - Classic 6" Lace-Up. Color Black. On sale for $129.99. MSRP $139.99. 7% off. 3.6 out of 5 stars

Black Original S.W.A.T. Classic 6" Lace-Up

Black Original S.W.A.T. Classic 6" Lace-Up

Brand Name: Original S.W.A.T.
Product Name: Classic 6" Lace-Up
Gender: Unisex
Color: Black
Price: $129.99MSRP: $139.997% OFF
Rating: 4Rated 4 stars out of 5(29)

Deer Stags - Benjamin. Color Brown. On sale for $59.99. MSRP $100.00. 40% off. 2.1 out of 5 stars

Brown Deer Stags Benjamin

Brown Deer Stags Benjamin

+2

Brand Name: Deer Stags
Product Name: Benjamin
Gender: Men's
Color: Brown
Price: $59.99MSRP: $100.0040% OFF
Rating: 2Rated 2 stars out of 5(7)

Dan Post - Milwaukee R Toe. Color Black. On sale for $159.96. MSRP $199.95. 20% off. 4.2 out of 5 stars

Black Dan Post Milwaukee R Toe

Black Dan Post Milwaukee R Toe

Brand Name: Dan Post
Product Name: Milwaukee R Toe
Gender: Men's
Color: Black
Price: $159.96MSRP: $199.9520% OFF
Rating: 4Rated 4 stars out of 5(66)

Rockport - Taylor Waterproof Wing Tip. Color Black. On sale for $49.99. MSRP $134.95. 63% off. 4.2 out of 5 stars

Black Rockport Taylor Waterproof Wing Tip

Black Rockport Taylor Waterproof Wing Tip

Brand Name: Rockport
Product Name: Taylor Waterproof Wing Tip
Gender: Men's
Color: Black
Price: $49.99MSRP: $134.9563% OFF
Rating: 4Rated 4 stars out of 5(18)

Deer Stags - Spartan. Color Black. On sale for $47.99. MSRP $54.99. 13% off. 5.0 out of 5 stars

Black Deer Stags Spartan

Black Deer Stags Spartan

+2

Brand Name: Deer Stags
Product Name: Spartan
Gender: Men's
Color: Black
Price: $47.99MSRP: $54.9913% OFF
Rating: 5Rated 5 stars out of 5(1)

Original S.W.A.T. - Classic 6" Side Zip Waterproof Safety Toe. Color Black. On sale for $159.99. MSRP $169.99. 6% off. 3.7 out of 5 stars

Black Original S.W.A.T. Classic 6" Side Zip Waterproof Safety Toe

Black Original S.W.A.T. Classic 6" Side Zip Waterproof Safety Toe

Brand Name: Original S.W.A.T.
Product Name: Classic 6" Side Zip Waterproof Safety Toe
Gender: Men's
Color: Black
Price: $159.99MSRP: $169.996% OFF
Rating: 4Rated 4 stars out of 5(27)

Original S.W.A.T. - Alpha Fury 6" Side Zip Leather Toe Waterproof. Color Black. On sale for $149.99. MSRP $159.99. 6% off. 3.4 out of 5 stars

Black Original S.W.A.T. Alpha Fury 6" Side Zip Leather Toe Waterproof

Black Original S.W.A.T. Alpha Fury 6" Side Zip Leather Toe Waterproof

Brand Name: Original S.W.A.T.
Product Name: Alpha Fury 6" Side Zip Leather Toe Waterproof
Gender: Unisex
Color: Black
Price: $149.99MSRP: $159.996% OFF
Rating: 3Rated 3 stars out of 5(23)

Original S.W.A.T. - Classic 9" Lace-Up. Color Black. On sale for $129.99. MSRP $139.99. 7% off. 3.3 out of 5 stars

Black Original S.W.A.T. Classic 9" Lace-Up

Black Original S.W.A.T. Classic 9" Lace-Up

+2

Brand Name: Original S.W.A.T.
Product Name: Classic 9" Lace-Up
Gender: Unisex
Color: Black
Price: $129.99MSRP: $139.997% OFF
Rating: 3Rated 3 stars out of 5(20)

Original S.W.A.T. - Alpha Fury 8" Side Zip Leather Toe Waterproof. Color Black. On sale for $149.99. MSRP $159.99. 6% off. 4.0 out of 5 stars

Black Original S.W.A.T. Alpha Fury 8" Side Zip Leather Toe Waterproof

Black Original S.W.A.T. Alpha Fury 8" Side Zip Leather Toe Waterproof

Brand Name: Original S.W.A.T.
Product Name: Alpha Fury 8" Side Zip Leather Toe Waterproof
Gender: Unisex
Color: Black
Price: $149.99MSRP: $159.996% OFF
Rating: 4Rated 4 stars out of 5(33)

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.)