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

Size 8.5 WW Size Comfort Loafers

49 items found

Sort By

Your Selections

Search Results

Florsheim - Motor Moc Toe Penny Driver. Color Cognac. $99.95. 5.0 out of 5 stars

Tan Florsheim Motor Moc Toe Penny Driver

Tan Florsheim Motor Moc Toe Penny Driver

+3 colors/patterns

Brand Name: Florsheim
Product Name: Motor Moc Toe Penny Driver
Color: Cognac
Price: $99.95
Rating: 5Rated 5 stars out of 5(6)

Florsheim - Berkley Penny Loafer. Color Black. $129.95. 4.1 out of 5 stars

Black Florsheim Berkley Penny Loafer

Black Florsheim Berkley Penny Loafer

+2

Brand Name: Florsheim
Product Name: Berkley Penny Loafer
Color: Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(1206)

Deer Stags - Brooklyn Slip-On Loafer. Color Black Burnished Leather. On sale for $54.47. 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
Color: Black Burnished Leather
Price: $54.47MSRP: $90.00
Rating: 4Rated 4 stars out of 5(122)

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
Color: Black
Price: $44.99MSRP: $85.00
Rating: 3Rated 3 stars out of 5(32)

Florsheim - Rucci Moc Toe Tassel Loafer. Color Black. $129.95. 4.8 out of 5 stars

Black Florsheim Rucci Moc Toe Tassel Loafer

Black Florsheim Rucci Moc Toe Tassel Loafer

+2

Brand Name: Florsheim
Product Name: Rucci Moc Toe Tassel Loafer
Color: Black
Price: $129.95
Rating: 5Rated 5 stars out of 5(16)

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Black. $129.95. 5.0 out of 5 stars

Black Florsheim Zaffiro Moc Toe Penny Loafer

Black Florsheim Zaffiro Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Zaffiro Moc Toe Penny Loafer
Color: Black
Price: $129.95
Rating: 5Rated 5 stars out of 5(8)

Florsheim - Sorrento Moc Toe Penny Loafer. Color Black Smooth. $129.95. 4.3 out of 5 stars

Black Florsheim Sorrento Moc Toe Penny Loafer

Black Florsheim Sorrento Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Sorrento Moc Toe Penny Loafer
Color: Black Smooth
Price: $129.95
Rating: 4Rated 4 stars out of 5(40)

Florsheim - Riva. Color Black Nappa. $129.95. 4.6 out of 5 stars

Black Florsheim Riva

Black Florsheim Riva

+1

Brand Name: Florsheim
Product Name: Riva
Color: Black Nappa
Price: $129.95
Rating: 5Rated 5 stars out of 5(1731)

Deer Stags - Refine. Color Brown. On sale for $52.04. MSRP $85.00.. 1.0 out of 5 stars

Brown Deer Stags Refine

Brown Deer Stags Refine

+2

Brand Name: Deer Stags
Product Name: Refine
Color: Brown
Price: $52.04MSRP: $85.00
Rating: 1Rated 1 star out of 5(1)

Florsheim - Lexington Wingtip Tassel Slip-On. Color Black. $129.95. 4.3 out of 5 stars

Black Florsheim Lexington Wingtip Tassel Slip-On

Black Florsheim Lexington Wingtip Tassel Slip-On

Brand Name: Florsheim
Product Name: Lexington Wingtip Tassel Slip-On
Color: Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(458)

Allen Edmonds - Newman. Color Black. $375.00. 4.2 out of 5 stars

Black Allen Edmonds Newman

Black Allen Edmonds Newman

+4

Brand Name: Allen Edmonds
Product Name: Newman
Color: Black
Price: $375.00
Rating: 4Rated 4 stars out of 5(20)

Florsheim - Midtown Moc Toe Slip-On. Color Black. On sale for $89.95. MSRP $125.00.. 4.6 out of 5 stars

Black Florsheim Midtown Moc Toe Slip-On

Black Florsheim Midtown Moc Toe Slip-On

+2 colors/patterns

Brand Name: Florsheim
Product Name: Midtown Moc Toe Slip-On
Color: Black
Price: $89.95MSRP: $125.00
Rating: 5Rated 5 stars out of 5(224)

Florsheim - Motor Moc Toe Venetian Driver. Color Black. $99.95. 5.0 out of 5 stars

Black Florsheim Motor Moc Toe Venetian Driver

Black Florsheim Motor Moc Toe Venetian Driver

+4

Brand Name: Florsheim
Product Name: Motor Moc Toe Venetian Driver
Color: Black
Price: $99.95
Rating: 5Rated 5 stars out of 5(4)

Nunn Bush - Kore Pro Bicycle Toe Slip-On. Color Black. On sale for $61.59. MSRP $100.00.. 4.1 out of 5 stars

Black Nunn Bush Kore Pro Bicycle Toe Slip-On

Black Nunn Bush Kore Pro Bicycle Toe Slip-On

+2

Brand Name: Nunn Bush
Product Name: Kore Pro Bicycle Toe Slip-On
Color: Black
Price: $61.59MSRP: $100.00
Rating: 4Rated 4 stars out of 5(60)

SKECHERS - Relaxed Fit Superior - Gains. Color Dark Brown. $79.95. 4.2 out of 5 stars

Brown SKECHERS Relaxed Fit Superior - Gains

Brown SKECHERS Relaxed Fit Superior - Gains

Brand Name: SKECHERS
Product Name: Relaxed Fit Superior - Gains
Color: Dark Brown
Price: $79.95
Rating: 4Rated 4 stars out of 5(830)

Florsheim - Talladega Moc Toe Venetian Driver. Color Gray Suede/Brown Smooth/Navy Smooth. On sale for $87.95. MSRP $125.00.. 3.9 out of 5 stars

Gray Florsheim Talladega Moc Toe Venetian Driver

Gray Florsheim Talladega Moc Toe Venetian Driver

+4

Brand Name: Florsheim
Product Name: Talladega Moc Toe Venetian Driver
Color: Gray Suede/Brown Smooth/Navy Smooth
Price: $87.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(45)

Florsheim - Zaffiro Moc Toe Bit Loafers. Color Black. $129.95. 5.0 out of 5 stars

Black Florsheim Zaffiro Moc Toe Bit Loafers

Black Florsheim Zaffiro Moc Toe Bit Loafers

+2

Brand Name: Florsheim
Product Name: Zaffiro Moc Toe Bit Loafers
Color: Black
Price: $129.95
Rating: 5Rated 5 stars out of 5(4)

Florsheim - Lakeside Canvas Moc Toe Slip-On. Color Gray Canvas. $89.95. 4.2 out of 5 stars

Gray Florsheim Lakeside Canvas Moc Toe Slip-On

Gray Florsheim Lakeside Canvas Moc Toe Slip-On

+3

Brand Name: Florsheim
Product Name: Lakeside Canvas Moc Toe Slip-On
Color: Gray Canvas
Price: $89.95
Rating: 4Rated 4 stars out of 5(33)

Nunn Bush - Cam Moc Toe Slip-On. Color Brown Crazy Horse. On sale for $74.95. MSRP $100.00.. 4.4 out of 5 stars

Brown Nunn Bush Cam Moc Toe Slip-On

Brown Nunn Bush Cam Moc Toe Slip-On

+2

Brand Name: Nunn Bush
Product Name: Cam Moc Toe Slip-On
Color: Brown Crazy Horse
Price: $74.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(279)

Nunn Bush - Otto Plain Toe Slip-On. Color Black. On sale for $74.95. MSRP $100.00.. 4.1 out of 5 stars

Black Nunn Bush Otto Plain Toe Slip-On

Black Nunn Bush Otto Plain Toe Slip-On

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Slip-On
Color: Black
Price: $74.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(47)

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
Color: Black
Price: $49.97MSRP: $85.00
Rating: 4Rated 4 stars out of 5(2)

Florsheim - Hamptons Moc Toe Venetian Loafer. Color Tan Suede. On sale for $92.00. MSRP $115.00.. 4.4 out of 5 stars

Tan Florsheim Hamptons Moc Toe Venetian Loafer

Tan Florsheim Hamptons Moc Toe Venetian Loafer

+7

Brand Name: Florsheim
Product Name: Hamptons Moc Toe Venetian Loafer
Color: Tan Suede
Price: $92.00MSRP: $115.00
Rating: 4Rated 4 stars out of 5(69)

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

Black Deer Stags Herman Tassel Loafer

Black Deer Stags Herman Tassel Loafer

+2

Brand Name: Deer Stags
Product Name: Herman Tassel Loafer
Color: Jet Black Simulated Leather
Price: $49.97MSRP: $90.00
Rating: 3Rated 3 stars out of 5(41)

Deer Stags - Drive Slip-On Loafer. Color Black. On sale for $49.43. 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
Color: Black
Price: $49.43MSRP: $85.00
Rating: 4Rated 4 stars out of 5(64)

Florsheim - Motor Moc Toe Bit Driver. Color Brown Suede. $99.95. 4.1 out of 5 stars

Brown Florsheim Motor Moc Toe Bit Driver

Brown Florsheim Motor Moc Toe Bit Driver

Brand Name: Florsheim
Product Name: Motor Moc Toe Bit Driver
Color: Brown Suede
Price: $99.95
Rating: 4Rated 4 stars out of 5(9)

Florsheim - Frenzi Moc Toe Venetian Loafer. Color Cognac Smooth. On sale for $97.50. MSRP $130.00.. 4.5 out of 5 stars

Neutral Florsheim Frenzi Moc Toe Venetian Loafer

Neutral Florsheim Frenzi Moc Toe Venetian Loafer

+1

Brand Name: Florsheim
Product Name: Frenzi Moc Toe Venetian Loafer
Color: Cognac Smooth
Price: $97.50MSRP: $130.00
Rating: 5Rated 5 stars out of 5(58)

Florsheim - Conetta Moc Toe Bit Slip-On Loafer. Color Black. $149.95. 5.0 out of 5 stars

Black Florsheim Conetta Moc Toe Bit Slip-On Loafer

Black Florsheim Conetta Moc Toe Bit Slip-On Loafer

Brand Name: Florsheim
Product Name: Conetta Moc Toe Bit Slip-On Loafer
Color: Black
Price: $149.95
Rating: 5Rated 5 stars out of 5(1)

SAS - Side Gore. Color Black. $234.95. 4.7 out of 5 stars

Black SAS Side Gore

Black SAS Side Gore

+4

Brand Name: SAS
Product Name: Side Gore
Color: Black
Price: $234.95
Rating: 5Rated 5 stars out of 5(128)

Nunn Bush - Cam Velcro. Color Black. On sale for $74.95. MSRP $100.00.. 4.5 out of 5 stars

Black Nunn Bush Cam Velcro

Black Nunn Bush Cam Velcro

+2

Brand Name: Nunn Bush
Product Name: Cam Velcro
Color: Black
Price: $74.95MSRP: $100.00
Rating: 5Rated 5 stars out of 5(129)

Allen Edmonds - Randolph. Color Black Calf. $425.00. 3.2 out of 5 stars

Black Allen Edmonds Randolph

Black Allen Edmonds Randolph

Brand Name: Allen Edmonds
Product Name: Randolph
Color: Black Calf
Price: $425.00
Rating: 3Rated 3 stars out of 5(9)

Florsheim - Motion Moc Toe Slip-On. Color Mushroom Nubuck. On sale for $69.95. MSRP $120.00.. 4.4 out of 5 stars

Taupe Florsheim Motion Moc Toe Slip-On

Taupe Florsheim Motion Moc Toe Slip-On

+4

Brand Name: Florsheim
Product Name: Motion Moc Toe Slip-On
Color: Mushroom Nubuck
Price: $69.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(55)

Deer Stags - Everest 2. Color Black. On sale for $49.16. 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
Color: Black
Price: $49.16MSRP: $85.00
Rating: 3Rated 3 stars out of 5(19)

Florsheim - Norwalk Moc Toe Slip-On. Color Cognac. $129.95. 4.3 out of 5 stars

Tan Florsheim Norwalk Moc Toe Slip-On

Tan Florsheim Norwalk Moc Toe Slip-On

+2

Brand Name: Florsheim
Product Name: Norwalk Moc Toe Slip-On
Color: Cognac
Price: $129.95
Rating: 4Rated 4 stars out of 5(10)

Florsheim - Heist Moc Toe Venetian Loafer. Color Mocha Suede. Low Stock. On sale for $73.17. MSRP $120.00.. 3.5 out of 5 stars

10 left in stock

Brown Florsheim Heist Moc Toe Venetian Loafer

Brown Florsheim Heist Moc Toe Venetian Loafer

+2

Brand Name: Florsheim
Product Name: Heist Moc Toe Venetian Loafer
Color: Mocha Suede
Price: $73.17MSRP: $120.00
Rating: 4Rated 4 stars out of 5(20)

Johnston & Murphy - Crawford Venetian. Color Mahogany Tumbled Full Grain. $165.00. 4.7 out of 5 stars

Brown Johnston & Murphy Crawford Venetian

Brown Johnston & Murphy Crawford Venetian

Brand Name: Johnston & Murphy
Product Name: Crawford Venetian
Color: Mahogany Tumbled Full Grain
Price: $165.00
Rating: 5Rated 5 stars out of 5(77)

Propet - Edsel. Color Black. Low Stock. $94.95. 4.0 out of 5 stars

10 left in stock

Black Propet Edsel

Black Propet Edsel

+2

Brand Name: Propet
Product Name: Edsel
Color: Black
Price: $94.95
Rating: 4Rated 4 stars out of 5(4)

SAS - Navigator Non-Slip. Color Black. $214.95. 4.4 out of 5 stars

Black SAS Navigator Non-Slip

Black SAS Navigator Non-Slip

Brand Name: SAS
Product Name: Navigator Non-Slip
Color: Black
Price: $214.95
Rating: 4Rated 4 stars out of 5(87)

SAS - Woodlawn. Color Mahogany. On sale for $164.46. MSRP $234.95.. 3.0 out of 5 stars

Mahogany SAS Woodlawn

Mahogany SAS Woodlawn

Brand Name: SAS
Product Name: Woodlawn
Color: Mahogany
Price: $164.46MSRP: $234.95
Rating: 3Rated 3 stars out of 5(6)

SAS - Hangout. Color Trail. Low Stock. $294.95. 3.9 out of 5 stars

8 left in stock

Brown SAS Hangout

Brown SAS Hangout

Brand Name: SAS
Product Name: Hangout
Color: Trail
Price: $294.95
Rating: 4Rated 4 stars out of 5(18)

Nunn Bush - Bleeker Street Bicycle Toe Slip-On with KORE Slip Resistant Walking Comfort Technology. Color Black. On sale for $69.95. MSRP $100.00.. 4.3 out of 5 stars

Black Nunn Bush Bleeker Street Bicycle Toe Slip-On with KORE Slip Resistant Walking Comfort Technology

Black Nunn Bush Bleeker Street Bicycle Toe Slip-On with KORE Slip Resistant Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Bleeker Street Bicycle Toe Slip-On with KORE Slip Resistant Walking Comfort Technology
Color: Black
Price: $69.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(369)

Florsheim - Midtown Penny Slip-On. Color Black Smooth. On sale for $89.95. MSRP $125.00.. 4.4 out of 5 stars

Black Florsheim Midtown Penny Slip-On

Black Florsheim Midtown Penny Slip-On

+2

Brand Name: Florsheim
Product Name: Midtown Penny Slip-On
Color: Black Smooth
Price: $89.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(88)

Florsheim - Berkley Flex Penny Loafer. Color Cognac Multi. $124.95. 4.3 out of 5 stars

Tan Florsheim Berkley Flex Penny Loafer

Tan Florsheim Berkley Flex Penny Loafer

+5

Brand Name: Florsheim
Product Name: Berkley Flex Penny Loafer
Color: Cognac Multi
Price: $124.95
Rating: 4Rated 4 stars out of 5(143)

Florsheim - Conetta Moc Toe Venetian Loafer. Color Black. $149.95. 4.7 out of 5 stars

Black Florsheim Conetta Moc Toe Venetian Loafer

Black Florsheim Conetta Moc Toe Venetian Loafer

Brand Name: Florsheim
Product Name: Conetta Moc Toe Venetian Loafer
Color: Black
Price: $149.95
Rating: 5Rated 5 stars out of 5(3)

Florsheim - Rucci Moc Toe Slip-On. Color Cognac Smooth. $129.95. 4.0 out of 5 stars

Neutral Florsheim Rucci Moc Toe Slip-On

Neutral Florsheim Rucci Moc Toe Slip-On

Brand Name: Florsheim
Product Name: Rucci Moc Toe Slip-On
Color: Cognac Smooth
Price: $129.95
Rating: 4Rated 4 stars out of 5(15)

SAS - Diplomat. Color Black. $264.95. 4.4 out of 5 stars

Black SAS Diplomat

Black SAS Diplomat

Brand Name: SAS
Product Name: Diplomat
Color: Black
Price: $264.95
Rating: 4Rated 4 stars out of 5(55)

Florsheim - Jackson Moc Toe Venetian. Color Black. $114.95. 4.3 out of 5 stars

Black Florsheim Jackson Moc Toe Venetian

Black Florsheim Jackson Moc Toe Venetian

+2

Brand Name: Florsheim
Product Name: Jackson Moc Toe Venetian
Color: Black
Price: $114.95
Rating: 4Rated 4 stars out of 5(14)

Florsheim - Como Slip-On Loafer. Color Black. On sale for $119.95. MSRP $130.00.. 4.5 out of 5 stars

Black Florsheim Como Slip-On Loafer

Black Florsheim Como Slip-On Loafer

Brand Name: Florsheim
Product Name: Como Slip-On Loafer
Color: Black
Price: $119.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(512)

Florsheim - Rucci Weave Penny Loafer. Color Black. $129.95. 4.8 out of 5 stars

Black Florsheim Rucci Weave Penny Loafer

Black Florsheim Rucci Weave Penny Loafer

+2

Brand Name: Florsheim
Product Name: Rucci Weave Penny Loafer
Color: Black
Price: $129.95
Rating: 5Rated 5 stars out of 5(8)

Allen Edmonds - Randolph. Color Coffee. $425.00. 4.0 out of 5 stars

Brown Allen Edmonds Randolph

Brown Allen Edmonds Randolph

+2

Brand Name: Allen Edmonds
Product Name: Randolph
Color: Coffee
Price: $425.00
Rating: 4Rated 4 stars out of 5(32)

Get on the List

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