EXTRA 20% OFF*
*Offer ends 12/29/25 at 11:59pm PST. Exclusions apply.
Hurry, hurry: use code SAVE20
Select styles only.
Shop Now

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

Medium Size Leather Comfort Products

18 items found

Filters

Search Results

Hey Dude - Wally Classic. Color Olive. Low Stock. On sale for $45.49. MSRP $69.99. 35% off. 4.7 out of 5 stars

Low Stock

Olive Hey Dude Wally Classic

Olive Hey Dude Wally Classic

+3

Brand Name: Hey Dude
Product Name: Wally Classic
Gender: Men's
Color: Olive
Price: $45.49MSRP: $69.9935% OFF
Rating: 5Rated 5 stars out of 5(87)

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)

Barbour - Barbour Carty Loafer. Color Shark Blue Suede. Low Stock. On sale for $39.00. MSRP $195.00. 80% off.

Low Stock

Navy Barbour Barbour Carty Loafer

Navy Barbour Barbour Carty Loafer

+3

Brand Name: Barbour
Product Name: Barbour Carty Loafer
Gender: Men's
Color: Shark Blue Suede
Price: $39MSRP: $19580% OFF
Rating

Dockers - Clarkston. Color Taupe. Low Stock. On sale for $41.65. MSRP $85.00. 51% off.

Low Stock

Taupe Dockers Clarkston

Taupe Dockers Clarkston

Brand Name: Dockers
Product Name: Clarkston
Gender: Men's
Color: Taupe
Price: $41.65MSRP: $8551% OFF
Rating

Dockers - Thayer. Color Black. On sale for $37.50. MSRP $75.00. 50% off.

Black Dockers Thayer

Black Dockers Thayer

Brand Name: Dockers
Product Name: Thayer
Gender: Men's
Color: Black
Price: $37.50MSRP: $7550% OFF
Rating

Tommy Hilfiger - Cetus. Color Grey Multi. Low Stock. On sale for $49.50. MSRP $99.00. 50% off.

Low Stock

Gray Tommy Hilfiger Cetus

Gray Tommy Hilfiger Cetus

+1

Brand Name: Tommy Hilfiger
Product Name: Cetus
Gender: Men's
Color: Grey Multi
Price: $49.50MSRP: $9950% OFF
Rating

Dockers - Callum. Color Butterscotch. Low Stock. On sale for $46.75. MSRP $85.00. 45% off.

Low Stock

Beige Dockers Callum

Beige Dockers Callum

Brand Name: Dockers
Product Name: Callum
Gender: Men's
Color: Butterscotch
Price: $46.75MSRP: $8545% OFF
Rating

Tommy Hilfiger - Step. Color Black. Low Stock. On sale for $49.50. MSRP $99.00. 50% off.

Low Stock

Black Tommy Hilfiger Step

Black Tommy Hilfiger Step

Brand Name: Tommy Hilfiger
Product Name: Step
Gender: Men's
Color: Black
Price: $49.50MSRP: $9950% OFF
Rating

Frye - Connor Oxford. Color Chocolate. On sale for $38.64. MSRP $168.00. 77% off. 1.0 out of 5 stars

Brown Frye Connor Oxford

Brown Frye Connor Oxford

+3

Brand Name: Frye
Product Name: Connor Oxford
Gender: Men's
Color: Chocolate
Price: $38.64MSRP: $16877% OFF
Rating: 1Rated 1 star out of 5(1)

Frye - Connor Venetian. Color Steel. Low Stock. On sale for $47.40. MSRP $158.00. 70% off. 3.5 out of 5 stars

Low Stock

Silver Frye Connor Venetian

Silver Frye Connor Venetian

+2

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Steel
Price: $47.40MSRP: $15870% OFF
Rating: 4Rated 4 stars out of 5(2)

Dockers - Elmhurst. Color Dark Brown. On sale for $47.51. MSRP $85.00. 44% off. 1.5 out of 5 stars

Brown Dockers Elmhurst

Brown Dockers Elmhurst

+4

Brand Name: Dockers
Product Name: Elmhurst
Gender: Men's
Color: Dark Brown
Price: $47.51MSRP: $8544% OFF
Rating: 2Rated 2 stars out of 5(2)

Clarks - Shepton. Color Sand Suede. On sale for $49.50. MSRP $110.00. 55% off. 1.7 out of 5 stars

Tan Clarks Shepton

Tan Clarks Shepton

+6

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $49.50MSRP: $11055% OFF
Rating: 2Rated 2 stars out of 5(6)

PUMA - Rebound Layup Sneakers. Color Flat Light Gray/Puma White/Puma Black. On sale for $49.00. MSRP $70.00. 30% off. 4.1 out of 5 stars

Black PUMA Rebound Layup Sneakers

Black PUMA Rebound Layup Sneakers

+5

Brand Name: PUMA
Product Name: Rebound Layup Sneakers
Gender: Men's
Color: Flat Light Gray/Puma White/Puma Black
Price: $49MSRP: $7030% OFF
Rating: 4Rated 4 stars out of 5(7)

Johnston & Murphy - Cort 2.0 Penny. Color Tan Full Grain/Dark Brown Croc Embossed Full Grain. Low Stock. On sale for $37.70. MSRP $145.00. 74% off.

Low Stock

Brown Johnston & Murphy Cort 2.0 Penny

Brown Johnston & Murphy Cort 2.0 Penny

+1

Brand Name: Johnston & Murphy
Product Name: Cort 2.0 Penny
Gender: Men's
Color: Tan Full Grain/Dark Brown Croc Embossed Full Grain
Price: $37.70MSRP: $14574% OFF
Rating

Nunn Bush - Ponte Knit Moc Toe Slip-On Sneakers Hybrid Casual Lightweight Athletic Style Loafer. Color Black. On sale for $49.97. MSRP $90.00. 44% off. 4.5 out of 5 stars

Black Nunn Bush Ponte Knit Moc Toe Slip-On Sneakers Hybrid Casual Lightweight Athletic Style Loafer

Black Nunn Bush Ponte Knit Moc Toe Slip-On Sneakers Hybrid Casual Lightweight Athletic Style Loafer

+2

Brand Name: Nunn Bush
Product Name: Ponte Knit Moc Toe Slip-On Sneakers Hybrid Casual Lightweight Athletic Style Loafer
Gender: Men's
Color: Black
Price: $49.97MSRP: $9044% OFF
Rating: 5Rated 5 stars out of 5(2)

victoria - Tenis Leather & Glitter. Color Blanco. Low Stock. On sale for $28.50. MSRP $95.00. 70% off.

Low Stock

White victoria Tenis Leather & Glitter

White victoria Tenis Leather & Glitter

+2

Brand Name: victoria
Product Name: Tenis Leather & Glitter
Gender: Unisex
Color: Blanco
Price: $28.50MSRP: $9570% OFF
Rating

Dockers - Thacher. Color Mahogany. Low Stock. On sale for $49.99. MSRP $75.00. 33% off.

Low Stock

Mahogany Dockers Thacher

Mahogany Dockers Thacher

Brand Name: Dockers
Product Name: Thacher
Gender: Men's
Color: Mahogany
Price: $49.99MSRP: $7533% OFF
Rating

Tommy Hilfiger - Jorian. Color White/Navy. Low Stock. On sale for $49.50. MSRP $99.00. 50% off.

Low Stock

Navy Tommy Hilfiger Jorian

Navy Tommy Hilfiger Jorian

Brand Name: Tommy Hilfiger
Product Name: Jorian
Gender: Men's
Color: White/Navy
Price: $49.50MSRP: $9950% OFF
Rating

Join Our Email List

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

*One code per email address.