GOING FAST
EXTRA 20% OFF*
Save on select styles with code EXTRA20
Shop Now
*Exclusions apply

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

Size 16 Comfort Shoes On Sale

42 items found

Filters

Search Results

Rockport - Style Leader 2 Bike Slip-On. Color Tan Havane. On sale for $99.95. MSRP $129.95. 23% off. 4.5 out of 5 stars

Brown Rockport Style Leader 2 Bike Slip-On

Brown 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: Tan Havane
Price: $99.95MSRP: $129.9523% OFF
Rating: 4Rated 4 stars out of 5(380)

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

Tan Rockport Style Leader 2 Apron Toe

Tan Rockport Style Leader 2 Apron Toe

+2

Brand Name: Rockport
Product Name: Style Leader 2 Apron Toe
Gender: Men's
Color: Tan
Price: $99.95MSRP: $129.9523% OFF
Rating: 4Rated 4 stars out of 5(179)

Dockers - Gordon Cap Toe Oxford. Color Antiqued Cordovan. On sale for $59.94. MSRP $85.00. 29% off. 4.2 out of 5 stars

Burgundy Dockers Gordon Cap Toe Oxford

+2

Brand Name: Dockers
Product Name: Gordon Cap Toe Oxford
Gender: Men's
Color: Antiqued Cordovan
Price: $59.94MSRP: $8529% OFF
Rating: 4Rated 4 stars out of 5(539)

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(415)

Rockport - Taylor Waterproof Plain Toe. Color Black. On sale for $94.50. MSRP $134.95. 30% off. 4.1 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: $94.50MSRP: $134.9530% OFF
Rating: 4Rated 4 stars out of 5(35)

Deer Stags - Greenpoint Slip-On Loafer. Color Black. On sale for $39.99. MSRP $80.00. 50% 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: $39.99MSRP: $8050% OFF
Rating: 4Rated 4 stars out of 5(142)

Florsheim - Berkley Penny Loafers. Color Burgundy. On sale for $129.99. MSRP $145.00. 10% off. 4.1 out of 5 stars

Burgundy Florsheim Berkley Penny Loafers

Burgundy Florsheim Berkley Penny Loafers

+2

Brand Name: Florsheim
Product Name: Berkley Penny Loafers
Gender: Men's
Color: Burgundy
Price: $129.99MSRP: $14510% OFF
Rating: 4Rated 4 stars out of 5(1382)

Deer Stags - Crown. Color Black. On sale for $44.99. MSRP $90.00. 50% off. 2.6 out of 5 stars

Black Deer Stags Crown

Black Deer Stags Crown

Brand Name: Deer Stags
Product Name: Crown
Gender: Men's
Color: Black
Price: $44.99MSRP: $9050% OFF
Rating: 3Rated 3 stars out of 5(7)

Dockers - Agent Bike Toe Slip On. Color Black Tumbled Leather. On sale for $69.94. MSRP $90.00. 22% off. 4.3 out of 5 stars

Black Dockers Agent Bike Toe Slip On

Black Dockers Agent Bike Toe Slip On

+2

Brand Name: Dockers
Product Name: Agent Bike Toe Slip On
Gender: Men's
Color: Black Tumbled Leather
Price: $69.94MSRP: $9022% OFF
Rating: 4Rated 4 stars out of 5(80)

Propet - Stability Walker Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Black Leather. On sale for $93.45. MSRP $124.99. 25% off. 4.1 out of 5 stars

Black Propet Stability Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

Black Propet Stability Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

+4

Brand Name: Propet
Product Name: Stability Walker Medicare/HCPCS Code = A5500 Diabetic Shoe
Gender: Men's
Color: Black Leather
Price: $93.45MSRP: $124.9925% OFF
Rating: 4Rated 4 stars out of 5(787)

Deer Stags - Manager. Color Black. On sale for $49.97. MSRP $80.00. 38% 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: $49.97MSRP: $8038% OFF
Rating: 4Rated 4 stars out of 5(34)

Nunn Bush - Cameron Comfort Walking Oxford. Color Black Tumbled Leather. On sale for $74.99. MSRP $110.00. 32% off. 4.3 out of 5 stars

Black Nunn Bush Cameron Comfort Walking Oxford

Brand Name: Nunn Bush
Product Name: Cameron Comfort Walking Oxford
Gender: Men's
Color: Black Tumbled Leather
Price: $74.99MSRP: $11032% OFF
Rating: 4Rated 4 stars out of 5(1109)

Deer Stags - Bamboo2 Huarache. Color Black Leather. On sale for $59.99. MSRP $90.00. 33% off. 4.1 out of 5 stars

Black Deer Stags Bamboo2 Huarache

Black Deer Stags Bamboo2 Huarache

Brand Name: Deer Stags
Product Name: Bamboo2 Huarache
Gender: Men's
Color: Black Leather
Price: $59.99MSRP: $9033% OFF
Rating: 4Rated 4 stars out of 5(105)

Deer Stags - Rockland. Color Brown/Dark Brown. On sale for $54.00. MSRP $90.00. 40% 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: $54MSRP: $9040% OFF
Rating: 4Rated 4 stars out of 5(32)

Propet - Vercors. Color Grey/Olive. On sale for $106.20. MSRP $149.95. 29% off. 3.4 out of 5 stars

Green Propet Vercors

Green Propet Vercors

Brand Name: Propet
Product Name: Vercors
Gender: Men's
Color: Grey/Olive
Price: $106.20MSRP: $149.9529% OFF
Rating: 3Rated 3 stars out of 5(12)

Propet - Pomeroy. Color Timber. On sale for $101.95. MSRP $137.49. 26% off. 3.1 out of 5 stars

Brown Propet Pomeroy

Brown Propet Pomeroy

+3

Brand Name: Propet
Product Name: Pomeroy
Gender: Men's
Color: Timber
Price: $101.95MSRP: $137.4926% OFF
Rating: 3Rated 3 stars out of 5(10)

Deer Stags - Service. Color Black. On sale for $44.00. MSRP $80.00. 45% 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: $44MSRP: $8045% OFF
Rating: 3Rated 3 stars out of 5(18)

Reebok - Floatzig Work. Color Blue And Lime. On sale for $129.95. MSRP $157.00. 17% off. 3.0 out of 5 stars

Navy Reebok Floatzig Work

Navy Reebok Floatzig Work

+4

Brand Name: Reebok
Product Name: Floatzig Work
Gender: Men's
Color: Blue And Lime
Price: $129.95MSRP: $15717% OFF
Rating: 3Rated 3 stars out of 5(140)

Deer Stags - Wherever Slipper. Color Grey. Low Stock. On sale for $34.00. MSRP $60.00. 43% off. 3.9 out of 5 stars

Low Stock

Gray Deer Stags Wherever Slipper

Gray Deer Stags Wherever Slipper

+4

Brand Name: Deer Stags
Product Name: Wherever Slipper
Gender: Men's
Color: Grey
Price: $34MSRP: $6043% OFF
Rating: 4Rated 4 stars out of 5(356)

. Florsheim - Midtown Cap Toe Oxford. Color Cognac Smooth. On sale for $99.95. MSRP $140.00. 29% off. 4.5 out of 5 stars

Neutral Florsheim Midtown Cap Toe Oxford

Neutral Florsheim Midtown Cap Toe Oxford

+3

Brand Name: Florsheim
Product Name: Midtown Cap Toe Oxford
Gender: Men's
Color: Cognac Smooth
Price: $99.95MSRP: $14029% OFF
Rating: 5Rated 5 stars out of 5(616)

New Balance - Fresh Foam X 860v14. Color White/Black. On sale for $109.95. MSRP $139.99. 21% off. 4.1 out of 5 stars

Black New Balance Fresh Foam X 860v14

Black New Balance Fresh Foam X 860v14

+10

Brand Name: New Balance
Product Name: Fresh Foam X 860v14
Gender: Men's
Color: White/Black
Price: $109.95MSRP: $139.9921% OFF
Rating: 4Rated 4 stars out of 5(133)

Rockport - Colle Tie. Color Blue/Grey. On sale for $89.95. MSRP $124.95. 28% off. 4.1 out of 5 stars

Blue Rockport Colle Tie

Blue Rockport Colle Tie

+7

Brand Name: Rockport
Product Name: Colle Tie
Gender: Men's
Color: Blue/Grey
Price: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(291)

New Balance - FuelCell 4040 v7 Metal Baseball Cleats. Color Team Red/Optic White. On sale for $94.62. MSRP $109.99. 14% off. 4.0 out of 5 stars

Red New Balance FuelCell 4040 v7 Metal Baseball Cleats

Red New Balance FuelCell 4040 v7 Metal Baseball Cleats

Brand Name: New Balance
Product Name: FuelCell 4040 v7 Metal Baseball Cleats
Gender: Men's
Color: Team Red/Optic White
Price: $94.62MSRP: $109.9914% OFF
Rating: 4Rated 4 stars out of 5(3)

adidas - Courtjam Control 3 Tennis Shoe. Color White/Black/Grey. On sale for $81.00. MSRP $90.00. 10% off. 4.3 out of 5 stars

White adidas Courtjam Control 3 Tennis Shoe

White adidas Courtjam Control 3 Tennis Shoe

+2

Brand Name: adidas
Product Name: Courtjam Control 3 Tennis Shoe
Gender: Men's
Color: White/Black/Grey
Price: $81MSRP: $9010% OFF
Rating: 4Rated 4 stars out of 5(107)

Propet - Stability X Strap. Color White/Navy. On sale for $84.95. MSRP $112.49. 24% off. 4.3 out of 5 stars

Navy Propet Stability X Strap

Navy Propet Stability X Strap

+3

Brand Name: Propet
Product Name: Stability X Strap
Gender: Men's
Color: White/Navy
Price: $84.95MSRP: $112.4924% OFF
Rating: 4Rated 4 stars out of 5(136)

ECCO - Helsinki 2.0 Apron Toe Slip-On. Color Black. On sale for $114.97. MSRP $175.00. 34% off. 3.9 out of 5 stars

Black ECCO Helsinki 2.0 Apron Toe Slip-On

Black ECCO Helsinki 2.0 Apron Toe Slip-On

+3

Brand Name: ECCO
Product Name: Helsinki 2.0 Apron Toe Slip-On
Gender: Men's
Color: Black
Price: $114.97MSRP: $17534% OFF
Rating: 4Rated 4 stars out of 5(54)

Deer Stags - Nordic Slipper. Color Grey/Black. On sale for $22.99. MSRP $60.00. 62% off. 4.1 out of 5 stars

Gray Deer Stags Nordic Slipper

Gray Deer Stags Nordic Slipper

+2

Brand Name: Deer Stags
Product Name: Nordic Slipper
Gender: Unisex
Color: Grey/Black
Price: $22.99MSRP: $6062% OFF
Rating: 4Rated 4 stars out of 5(712)

New Balance - FuelCell Rebel v4. Color White/Bleached Lime Glow. On sale for $106.85. MSRP $139.99. 24% off. 3.9 out of 5 stars

White New Balance FuelCell Rebel v4

White New Balance FuelCell Rebel v4

+4

Brand Name: New Balance
Product Name: FuelCell Rebel v4
Gender: Men's
Color: White/Bleached Lime Glow
Price: $106.85MSRP: $139.9924% OFF
Rating: 4Rated 4 stars out of 5(49)

Dr. Martens - 8053. Color Black Nappa Leather. On sale for $143.95. MSRP $160.00. 10% off. 4.3 out of 5 stars

Black Dr. Martens 8053

Black Dr. Martens 8053

+4

Brand Name: Dr. Martens
Product Name: 8053
Gender: Unisex
Color: Black Nappa Leather
Price: $143.95MSRP: $16010% OFF
Rating: 4Rated 4 stars out of 5(241)

Rockport - Style Leader 2 Bike Toe Oxford. Color Black Waxed Calf. On sale for $99.95. MSRP $129.95. 23% 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: $99.95MSRP: $129.9523% OFF
Rating: 4Rated 4 stars out of 5(336)

Rockport - Classic Loafer Lite Venetian. Color Black II. On sale for $89.95. MSRP $124.95. 28% 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: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(271)

Dunham - Cloud Plus Waterproof Lace-Up. Color Black. On sale for $104.69. MSRP $169.95. 38% off. 3.9 out of 5 stars

Black Dunham Cloud Plus Waterproof Lace-Up

Black Dunham Cloud Plus Waterproof Lace-Up

Brand Name: Dunham
Product Name: Cloud Plus Waterproof Lace-Up
Gender: Men's
Color: Black
Price: $104.69MSRP: $169.9538% OFF
Rating: 4Rated 4 stars out of 5(272)

Rockport - Style Leader 2 Plain Toe. Color Black. On sale for $89.97. MSRP $129.95. 31% off. 4.2 out of 5 stars

Black Rockport Style Leader 2 Plain Toe

Black Rockport Style Leader 2 Plain Toe

+3

Brand Name: Rockport
Product Name: Style Leader 2 Plain Toe
Gender: Men's
Color: Black
Price: $89.97MSRP: $129.9531% OFF
Rating: 4Rated 4 stars out of 5(35)

SKECHERS - Go Walk Flex No Hands, Hands Free Slip-Ins. Color Navy. On sale for $53.85. MSRP $80.00. 33% off. 4.3 out of 5 stars

Navy SKECHERS Go Walk Flex No Hands, Hands Free Slip-Ins

Navy SKECHERS Go Walk Flex No Hands, Hands Free Slip-Ins

+2

Brand Name: SKECHERS
Product Name: Go Walk Flex No Hands, Hands Free Slip-Ins
Gender: Men's
Color: Navy
Price: $53.85MSRP: $8033% OFF
Rating: 4Rated 4 stars out of 5(330)

Florsheim - Postino Cap Toe Oxford. Color Cognac Smooth/Perf. On sale for $89.98. MSRP $145.00. 38% off. 4.4 out of 5 stars

Brown Florsheim Postino Cap Toe Oxford

Brown Florsheim Postino Cap Toe Oxford

+2

Brand Name: Florsheim
Product Name: Postino Cap Toe Oxford
Gender: Men's
Color: Cognac Smooth/Perf
Price: $89.98MSRP: $14538% OFF
Rating: 4Rated 4 stars out of 5(214)

Deer Stags - Times Comfort Oxford. Color Black. On sale for $64.97. MSRP $90.00. 28% 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: $64.97MSRP: $9028% OFF
Rating: 4Rated 4 stars out of 5(701)

Propet - Viasol Lace. Color Tan. On sale for $56.36. MSRP $84.95. 34% off. 3.9 out of 5 stars

Tan Propet Viasol Lace

Tan Propet Viasol Lace

+2

Brand Name: Propet
Product Name: Viasol Lace
Gender: Men's
Color: Tan
Price: $56.36MSRP: $84.9534% OFF
Rating: 4Rated 4 stars out of 5(15)

Dockers - Trustee Moc Toe Oxford. Color Black Tumbled Leather. On sale for $69.94. 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: $69.94MSRP: $9022% OFF
Rating: 4Rated 4 stars out of 5(48)

Deer Stags - Bangor. Color Black/Black. On sale for $54.00. MSRP $90.00. 40% off. 3.9 out of 5 stars

Black Deer Stags Bangor

Black Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $54MSRP: $9040% OFF
Rating: 4Rated 4 stars out of 5(14)

New Balance - FuelCell 4040v7 Molded Baseball Cleats. Color Team Royal/Optic White. On sale for $77.34. MSRP $99.99. 23% off. 3.8 out of 5 stars

Blue New Balance FuelCell 4040v7 Molded Baseball Cleats

Blue New Balance FuelCell 4040v7 Molded Baseball Cleats

+2

Brand Name: New Balance
Product Name: FuelCell 4040v7 Molded Baseball Cleats
Gender: Men's
Color: Team Royal/Optic White
Price: $77.34MSRP: $99.9923% OFF
Rating: 4Rated 4 stars out of 5(6)

Propet - Ultima Strap. Color White. On sale for $119.99. MSRP $142.49. 16% off. 3.3 out of 5 stars

White Propet Ultima Strap

White Propet Ultima Strap

Brand Name: Propet
Product Name: Ultima Strap
Gender: Men's
Color: White
Price: $119.99MSRP: $142.4916% OFF
Rating: 3Rated 3 stars out of 5(3)

Propet - Kade. Color Black. On sale for $93.45. MSRP $114.95. 19% off. 4.3 out of 5 stars

Black Propet Kade

Black Propet Kade

Brand Name: Propet
Product Name: Kade
Gender: Men's
Color: Black
Price: $93.45MSRP: $114.9519% OFF
Rating: 4Rated 4 stars out of 5(18)

Join Our Email List

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

*One code per email address.