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

Size 8.5 Comfort Products

52 items found

Sort By

Your Selections

Search Results

Birkenstock - Arizona EVA (Men). Color Black EVA. $49.95. 4.5 out of 5 stars

Black Birkenstock Arizona EVA (Men)

Black Birkenstock Arizona EVA (Men)

+4

Brand Name: Birkenstock
Product Name: Arizona EVA (Men)
Gender: Men's
Color: Black EVA
Price: $49.95
Rating: 4Rated 4 stars out of 5(255)

. Spenco - Total Support Gel Insoles. Color Blue. $24.99. 3.9 out of 5 stars

Blue Spenco Total Support Gel Insoles

Blue Spenco Total Support Gel Insoles

Brand Name: Spenco
Product Name: Total Support Gel Insoles
Color: Blue
Price: $24.99
Rating: 4Rated 4 stars out of 5(260)

PowerStep - Pinnacle Maxx Support & Arch Support Insoles. Color Blue/Black. On sale for $47.66. MSRP $52.95.. 4.4 out of 5 stars

Blue PowerStep Pinnacle Maxx Support & Arch Support Insoles

Blue PowerStep Pinnacle Maxx Support & Arch Support Insoles

Brand Name: PowerStep
Product Name: Pinnacle Maxx Support & Arch Support Insoles
Color: Blue/Black
Price: $47.66MSRP: $52.95
Rating: 4Rated 4 stars out of 5(119)

Spenco - PolySorb Heavy Duty Work Insole. Color Gold. $24.99. 4.1 out of 5 stars

Gold Spenco PolySorb Heavy Duty Work Insole

Gold Spenco PolySorb Heavy Duty Work Insole

Brand Name: Spenco
Product Name: PolySorb Heavy Duty Work Insole
Color: Gold
Price: $24.99
Rating: 4Rated 4 stars out of 5(261)

PowerStep - Pinnacle Neutral Arch Supporting Insoles. Color Blue. On sale for $44.96. MSRP $49.95.. 4.5 out of 5 stars

Blue PowerStep Pinnacle Neutral Arch Supporting Insoles

Blue PowerStep Pinnacle Neutral Arch Supporting Insoles

Brand Name: PowerStep
Product Name: Pinnacle Neutral Arch Supporting Insoles
Color: Blue
Price: $44.96MSRP: $49.95
Rating: 4Rated 4 stars out of 5(213)

VIONIC - Relief 3/4. Color No Color. $39.95. 4.6 out of 5 stars

Multi VIONIC Relief 3/4

Multi VIONIC Relief 3/4

Brand Name: VIONIC
Product Name: Relief 3/4
Color: No Color
Price: $39.95
Rating: 5Rated 5 stars out of 5(44)

Nunn Bush - Kore City Walk Oxford Athletic Style Sneaker Lace Up. Color White. On sale for $49.95. MSRP $64.95.. 4.3 out of 5 stars

White Nunn Bush Kore City Walk Oxford Athletic Style Sneaker Lace Up

White Nunn Bush Kore City Walk Oxford Athletic Style Sneaker Lace Up

Brand Name: Nunn Bush
Product Name: Kore City Walk Oxford Athletic Style Sneaker Lace Up
Gender: Men's
Color: White
Price: $49.95MSRP: $64.95
Rating: 4Rated 4 stars out of 5(32)

Nunn Bush - Kore City Walk Moc Toe Slip-On. Color Charcoal. On sale for $49.95. MSRP $80.00.. 4.4 out of 5 stars

Gray Nunn Bush Kore City Walk Moc Toe Slip-On

Gray Nunn Bush Kore City Walk Moc Toe Slip-On

+4

Brand Name: Nunn Bush
Product Name: Kore City Walk Moc Toe Slip-On
Gender: Men's
Color: Charcoal
Price: $49.95MSRP: $80.00
Rating: 4Rated 4 stars out of 5(209)

Nunn Bush - City Walk Canvas Moc Toe Slip-On. Color Cement. On sale for $44.95. MSRP $80.00.. 4.4 out of 5 stars

Beige Nunn Bush City Walk Canvas Moc Toe Slip-On

Beige Nunn Bush City Walk Canvas Moc Toe Slip-On

+3

Brand Name: Nunn Bush
Product Name: City Walk Canvas Moc Toe Slip-On
Gender: Men's
Color: Cement
Price: $44.95MSRP: $80.00
Rating: 4Rated 4 stars out of 5(101)

SKECHERS - Equalizer 5.0 Persistable. Color Black/Black. On sale for $46.93. MSRP $60.00.. 5.0 out of 5 stars

Black SKECHERS Equalizer 5.0 Persistable

Black SKECHERS Equalizer 5.0 Persistable

+2

Brand Name: SKECHERS
Product Name: Equalizer 5.0 Persistable
Gender: Men's
Color: Black/Black
Price: $46.93MSRP: $60.00
Rating: 5Rated 5 stars out of 5(7)

. Crocs - Jibbitz Packs. Color Funny Sayings 3-Pack. On sale for $6.31. MSRP $12.99.. 4.7 out of 5 stars

Multi Crocs Jibbitz Packs

Multi Crocs Jibbitz Packs

+15 colors/patterns

Brand Name: Crocs
Product Name: Jibbitz Packs
Color: Funny Sayings 3-Pack
Price: $6.31MSRP: $12.99
Rating: 5Rated 5 stars out of 5(6544)

Nunn Bush - Kore City Walk Lace to Toe Oxford. Color Black. On sale for $49.96. MSRP $80.00.. 4.4 out of 5 stars

Black Nunn Bush Kore City Walk Lace to Toe Oxford

Black Nunn Bush Kore City Walk Lace to Toe Oxford

+5

Brand Name: Nunn Bush
Product Name: Kore City Walk Lace to Toe Oxford
Gender: Men's
Color: Black
Price: $49.96MSRP: $80.00
Rating: 4Rated 4 stars out of 5(410)

Spenco - PolySorb Cross Trainer Insole. Color Green. $24.99. 4.4 out of 5 stars

Green Spenco PolySorb Cross Trainer Insole

Green Spenco PolySorb Cross Trainer Insole

Brand Name: Spenco
Product Name: PolySorb Cross Trainer Insole
Color: Green
Price: $24.99
Rating: 4Rated 4 stars out of 5(151)

SKECHERS - Dynamite AT. Color Black/Charcoal. On sale for $47.99. MSRP $75.00..

Black SKECHERS Dynamite AT

Black SKECHERS Dynamite AT

+2

Brand Name: SKECHERS
Product Name: Dynamite AT
Gender: Men's
Color: Black/Charcoal
Price: $47.99MSRP: $75.00
Rating

Deer Stags - Nu Times Dress Oxford. Color Black. On sale for $46.79. MSRP $95.00.. 4.8 out of 5 stars

Black Deer Stags Nu Times Dress Oxford

Black Deer Stags Nu Times Dress Oxford

Brand Name: Deer Stags
Product Name: Nu Times Dress Oxford
Gender: Men's
Color: Black
Price: $46.79MSRP: $95.00
Rating: 5Rated 5 stars out of 5(5)

Spenco - PolySorb Walker/Runner Insole. Color Red. $29.99. 4.4 out of 5 stars

Red Spenco PolySorb Walker/Runner Insole

Red Spenco PolySorb Walker/Runner Insole

Brand Name: Spenco
Product Name: PolySorb Walker/Runner Insole
Color: Red
Price: $29.99
Rating: 4Rated 4 stars out of 5(88)

Nunn Bush - Conway EZ Canvas Moccasin Toe Slip-On Easy Slip-In Loafer. Color Grey. On sale for $49.95. MSRP $75.00.. 4.0 out of 5 stars

Gray Nunn Bush Conway EZ Canvas Moccasin Toe Slip-On Easy Slip-In Loafer

Gray Nunn Bush Conway EZ Canvas Moccasin Toe Slip-On Easy Slip-In Loafer

Brand Name: Nunn Bush
Product Name: Conway EZ Canvas Moccasin Toe Slip-On Easy Slip-In Loafer
Gender: Men's
Color: Grey
Price: $49.95MSRP: $75.00
Rating: 4Rated 4 stars out of 5(4)

Nunn Bush - Conway Casual Slip-On. Color Tan. On sale for $49.95. MSRP $75.00.. 4.3 out of 5 stars

Tan Nunn Bush Conway Casual Slip-On

Tan Nunn Bush Conway Casual Slip-On

+2

Brand Name: Nunn Bush
Product Name: Conway Casual Slip-On
Gender: Men's
Color: Tan
Price: $49.95MSRP: $75.00
Rating: 4Rated 4 stars out of 5(242)

Nunn Bush - Brewski Moc Toe Slip-on with Elastic Bungee. Color Gray. On sale for $49.95. MSRP $80.00.. 4.4 out of 5 stars

Gray Nunn Bush Brewski Moc Toe Slip-on with Elastic Bungee

Gray Nunn Bush Brewski Moc Toe Slip-on with Elastic Bungee

+5

Brand Name: Nunn Bush
Product Name: Brewski Moc Toe Slip-on with Elastic Bungee
Gender: Men's
Color: Gray
Price: $49.95MSRP: $80.00
Rating: 4Rated 4 stars out of 5(174)

VIONIC - Men's Relief Orthotic Insole. Color No Color. $39.95. 4.4 out of 5 stars

Multi VIONIC Men's Relief Orthotic Insole

Multi VIONIC Men's Relief Orthotic Insole

Brand Name: VIONIC
Product Name: Men's Relief Orthotic Insole
Color: No Color
Price: $39.95
Rating: 4Rated 4 stars out of 5(56)

Nunn Bush - Aspire Knit Moccasin Toe Sneaker Oxford Comfortable Lightweight Fabric Lace Up. Color Stone. On sale for $49.95. MSRP $80.00.. 3.8 out of 5 stars

White Nunn Bush Aspire Knit Moccasin Toe Sneaker Oxford Comfortable Lightweight Fabric Lace Up

White Nunn Bush Aspire Knit Moccasin Toe Sneaker Oxford Comfortable Lightweight Fabric Lace Up

+3

Brand Name: Nunn Bush
Product Name: Aspire Knit Moccasin Toe Sneaker Oxford Comfortable Lightweight Fabric Lace Up
Gender: Men's
Color: Stone
Price: $49.95MSRP: $80.00
Rating: 4Rated 4 stars out of 5(6)

SKECHERS - Bounder 2.0 Balmore. Color Taupe. Low Stock. On sale for $36.14. MSRP $70.00.. 3.8 out of 5 stars

4 left in stock

Taupe SKECHERS Bounder 2.0 Balmore

Taupe SKECHERS Bounder 2.0 Balmore

+2

Brand Name: SKECHERS
Product Name: Bounder 2.0 Balmore
Gender: Men's
Color: Taupe
Price: $36.14MSRP: $70.00
Rating: 4Rated 4 stars out of 5(4)

Spenco - RX Full Arch Cushion Insole. Color Green. $24.99. 4.3 out of 5 stars

Green Spenco RX Full Arch Cushion Insole

Green Spenco RX Full Arch Cushion Insole

Brand Name: Spenco
Product Name: RX Full Arch Cushion Insole
Color: Green
Price: $24.99
Rating: 4Rated 4 stars out of 5(141)

Nunn Bush - Sherman Slip Resistant Plain Toe Oxford. Color Black. On sale for $49.23. MSRP $85.00.. 3.9 out of 5 stars

Black Nunn Bush Sherman Slip Resistant Plain Toe Oxford

Black Nunn Bush Sherman Slip Resistant Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Sherman Slip Resistant Plain Toe Oxford
Gender: Men's
Color: Black
Price: $49.23MSRP: $85.00
Rating: 4Rated 4 stars out of 5(39)

Deer Stags - Greenpoint Slip-On Loafer. Color Black. On sale for $44.99. MSRP $85.00.. 3.9 out of 5 stars

Black Deer Stags Greenpoint Slip-On Loafer

Black Deer Stags Greenpoint Slip-On Loafer

+2

Brand Name: Deer Stags
Product Name: Greenpoint Slip-On Loafer
Gender: Men's
Color: Black
Price: $44.99MSRP: $85.00
Rating: 4Rated 4 stars out of 5(135)

Nunn Bush - Conway EZ Moccasin Toe Slip-On Easy Slip-In Loafer. Color Tan. On sale for $46.18. MSRP $75.00.. 3.0 out of 5 stars

Tan Nunn Bush Conway EZ Moccasin Toe Slip-On Easy Slip-In Loafer

Tan Nunn Bush Conway EZ Moccasin Toe Slip-On Easy Slip-In Loafer

+1

Brand Name: Nunn Bush
Product Name: Conway EZ Moccasin Toe Slip-On Easy Slip-In Loafer
Gender: Men's
Color: Tan
Price: $46.18MSRP: $75.00
Rating: 3Rated 3 stars out of 5(2)

Deer Stags - Drive Slip-On Loafer. Color Black. On sale for $44.35. MSRP $85.00.. 3.7 out of 5 stars

Black Deer Stags Drive Slip-On Loafer

Black Deer Stags Drive Slip-On Loafer

+2

Brand Name: Deer Stags
Product Name: Drive Slip-On Loafer
Gender: Men's
Color: Black
Price: $44.35MSRP: $85.00
Rating: 4Rated 4 stars out of 5(64)

Rockport - Darwyn Cross Band. Color Black Leather II. On sale for $44.99. MSRP $85.00.. 3.7 out of 5 stars

Black Rockport Darwyn Cross Band

Black Rockport Darwyn Cross Band

Brand Name: Rockport
Product Name: Darwyn Cross Band
Gender: Men's
Color: Black Leather II
Price: $44.99MSRP: $85.00
Rating: 4Rated 4 stars out of 5(93)

Spenco - TOTAL SUPPORT™ Max Insole. Color Blue/Black. $44.99. 4.5 out of 5 stars

Blue Spenco TOTAL SUPPORT™ Max Insole

Blue Spenco TOTAL SUPPORT™ Max Insole

Brand Name: Spenco
Product Name: TOTAL SUPPORT™ Max Insole
Color: Blue/Black
Price: $44.99
Rating: 4Rated 4 stars out of 5(166)

VIONIC - Beach Seaview. Color Vallarta Blue. On sale for $38.22. MSRP $74.95.. 4.3 out of 5 stars

Navy VIONIC Beach Seaview

Navy VIONIC Beach Seaview

+5

Brand Name: VIONIC
Product Name: Beach Seaview
Gender: Men's
Color: Vallarta Blue
Price: $38.22MSRP: $74.95
Rating: 4Rated 4 stars out of 5(156)

Spenco - 3/4 Orthotic Insole. Color Insole. $34.99. 4.3 out of 5 stars

Pink Spenco 3/4 Orthotic Insole

Pink Spenco 3/4 Orthotic Insole

Brand Name: Spenco
Product Name: 3/4 Orthotic Insole
Color: Insole
Price: $34.99
Rating: 4Rated 4 stars out of 5(137)

Deer Stags - Mitch Boat Shoe. Color Light Tan. On sale for $49.99. MSRP $90.00.. 3.4 out of 5 stars

Tan Deer Stags Mitch Boat Shoe

Tan Deer Stags Mitch Boat Shoe

+2

Brand Name: Deer Stags
Product Name: Mitch Boat Shoe
Gender: Men's
Color: Light Tan
Price: $49.99MSRP: $90.00
Rating: 3Rated 3 stars out of 5(52)

Nunn Bush - Brewski Canvas Moccasin Toe Venetian Slip-On. Color Navy Multi. On sale for $49.95. MSRP $80.00.. 4.6 out of 5 stars

Blue Nunn Bush Brewski Canvas Moccasin Toe Venetian Slip-On

Blue Nunn Bush Brewski Canvas Moccasin Toe Venetian Slip-On

+1

Brand Name: Nunn Bush
Product Name: Brewski Canvas Moccasin Toe Venetian Slip-On
Gender: Men's
Color: Navy Multi
Price: $49.95MSRP: $80.00
Rating: 5Rated 5 stars out of 5(16)

Nunn Bush - Aspire Lace-To-Toe Oxford. Color White. On sale for $46.47. MSRP $80.00.. 3.5 out of 5 stars

White Nunn Bush Aspire Lace-To-Toe Oxford

White Nunn Bush Aspire Lace-To-Toe Oxford

+4

Brand Name: Nunn Bush
Product Name: Aspire Lace-To-Toe Oxford
Gender: Men's
Color: White
Price: $46.47MSRP: $80.00
Rating: 4Rated 4 stars out of 5(16)

Deer Stags - Everest 2. Color Black. On sale for $48.28. MSRP $85.00.. 3.4 out of 5 stars

Black Deer Stags Everest 2

Black Deer Stags Everest 2

Brand Name: Deer Stags
Product Name: Everest 2
Gender: Men's
Color: Black
Price: $48.28MSRP: $85.00
Rating: 3Rated 3 stars out of 5(19)

Deer Stags - Metro. Color Brown. On sale for $49.97. MSRP $85.00.. 3.3 out of 5 stars

Brown Deer Stags Metro

Brown Deer Stags Metro

+2

Brand Name: Deer Stags
Product Name: Metro
Gender: Men's
Color: Brown
Price: $49.97MSRP: $85.00
Rating: 3Rated 3 stars out of 5(7)

Spenco - Full Length Plantar Fascia. Color Black. $34.99. 4.4 out of 5 stars

Black Spenco Full Length Plantar Fascia

Black Spenco Full Length Plantar Fascia

Brand Name: Spenco
Product Name: Full Length Plantar Fascia
Color: Black
Price: $34.99
Rating: 4Rated 4 stars out of 5(17)

Deer Stags - Manager. Color Black. On sale for $44.99. MSRP $85.00.. 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: $85.00
Rating: 3Rated 3 stars out of 5(32)

Acorn - Spa Slide. Color Grey. On sale for $39.95. MSRP $44.00.. 4.4 out of 5 stars

Gray Acorn Spa Slide

Gray Acorn Spa Slide

Brand Name: Acorn
Product Name: Spa Slide
Gender: Men's
Color: Grey
Price: $39.95MSRP: $44.00
Rating: 4Rated 4 stars out of 5(156)

Born - Andes. Color Orange/Brown Full Grain. Low Stock. On sale for $36.30. MSRP $110.00.. 4.0 out of 5 stars

2 left in stock

Orange Born Andes

Orange Born Andes

+2

Brand Name: Born
Product Name: Andes
Gender: Men's
Color: Orange/Brown Full Grain
Price: $36.30MSRP: $110.00
Rating: 4Rated 4 stars out of 5(40)

Deer Stags - Herman Tassel Loafer. Color Cognac Simulated Leather. On sale for $49.97. MSRP $90.00.. 3.2 out of 5 stars

Brown Deer Stags Herman Tassel Loafer

Brown Deer Stags Herman Tassel Loafer

+2

Brand Name: Deer Stags
Product Name: Herman Tassel Loafer
Gender: Men's
Color: Cognac Simulated Leather
Price: $49.97MSRP: $90.00
Rating: 3Rated 3 stars out of 5(41)

Deer Stags - Brooklyn Slip-On Loafer. Color Black Burnished Leather. On sale for $49.99. MSRP $90.00.. 3.8 out of 5 stars

Black Deer Stags Brooklyn Slip-On Loafer

Brand Name: Deer Stags
Product Name: Brooklyn Slip-On Loafer
Gender: Men's
Color: Black Burnished Leather
Price: $49.99MSRP: $90.00
Rating: 4Rated 4 stars out of 5(122)

Deer Stags - Marco. Color Brown. Low Stock. On sale for $48.70. MSRP $90.00.. 5.0 out of 5 stars

5 left in stock

Brown Deer Stags Marco

Brown Deer Stags Marco

+2

Brand Name: Deer Stags
Product Name: Marco
Gender: Men's
Color: Brown
Price: $48.70MSRP: $90.00
Rating: 5Rated 5 stars out of 5(1)

Deer Stags - Coney. Color Black. On sale for $49.97. MSRP $85.00.. 3.5 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: $49.97MSRP: $85.00
Rating: 4Rated 4 stars out of 5(2)

Deer Stags - Matthew. Color Brown. On sale for $44.99. MSRP $85.00.. 4.3 out of 5 stars

Brown Deer Stags Matthew

Brown Deer Stags Matthew

Brand Name: Deer Stags
Product Name: Matthew
Gender: Men's
Color: Brown
Price: $44.99MSRP: $85.00
Rating: 4Rated 4 stars out of 5(3)

Nunn Bush - Centro Flex Formal Plain Toe Slip-On. Color Black Patent. On sale for $49.95. MSRP $80.00.. 5.0 out of 5 stars

Black Nunn Bush Centro Flex Formal Plain Toe Slip-On

Black Nunn Bush Centro Flex Formal Plain Toe Slip-On

Brand Name: Nunn Bush
Product Name: Centro Flex Formal Plain Toe Slip-On
Gender: Men's
Color: Black Patent
Price: $49.95MSRP: $80.00
Rating: 5Rated 5 stars out of 5(2)

Nunn Bush - Excavate Plain Toe Chukka Boot. Color Brown. On sale for $49.95. MSRP $90.00.. 4.1 out of 5 stars

Brown Nunn Bush Excavate Plain Toe Chukka Boot

Brown Nunn Bush Excavate Plain Toe Chukka Boot

+1

Brand Name: Nunn Bush
Product Name: Excavate Plain Toe Chukka Boot
Gender: Men's
Color: Brown
Price: $49.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(11)

Deer Stags - Service. Color Black. On sale for $49.97. MSRP $85.00.. 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: $49.97MSRP: $85.00
Rating: 3Rated 3 stars out of 5(18)

Nunn Bush - Brewski Moccasin Toe Boat Shoe. Color Brown. Low Stock. On sale for $49.99. MSRP $80.00.. 4.9 out of 5 stars

8 left in stock

Brown Nunn Bush Brewski Moccasin Toe Boat Shoe

Brown Nunn Bush Brewski Moccasin Toe Boat Shoe

+2

Brand Name: Nunn Bush
Product Name: Brewski Moccasin Toe Boat Shoe
Gender: Men's
Color: Brown
Price: $49.99MSRP: $80.00
Rating: 5Rated 5 stars out of 5(13)

Acorn - Polar Pair. Color Dark Pine. On sale for $40.17. MSRP $55.00.. 4.8 out of 5 stars

Green Acorn Polar Pair

Green Acorn Polar Pair

+2

Brand Name: Acorn
Product Name: Polar Pair
Gender: Men's
Color: Dark Pine
Price: $40.17MSRP: $55.00
Rating: 5Rated 5 stars out of 5(58)

UGG - Trey Rib Knit Slouchy Crew. Color Black. $19.95. 4.7 out of 5 stars

Black UGG Trey Rib Knit Slouchy Crew

+3

Brand Name: UGG
Product Name: Trey Rib Knit Slouchy Crew
Color: Black
Price: $19.95
Rating: 5Rated 5 stars out of 5(27)

Nunn Bush - Conway Canvas Moc Toe Slip-On. Color Dark Blue. Low Stock. On sale for $49.99. MSRP $75.00.. 4.0 out of 5 stars

8 left in stock

Blue Nunn Bush Conway Canvas Moc Toe Slip-On

Blue Nunn Bush Conway Canvas Moc Toe Slip-On

Brand Name: Nunn Bush
Product Name: Conway Canvas Moc Toe Slip-On
Gender: Men's
Color: Dark Blue
Price: $49.99MSRP: $75.00
Rating: 4Rated 4 stars out of 5(50)

Get on the List

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