Men's Penny Shoes

Search on Amazon

118 hand-picked finds across 32 curated searches — most relevant first, cheapest first within each

Styled in 8 outfits ↓
Johnston & Murphy Humphrey Penny
$168.95
Johnston & Murphy★ 4.3

Johnston & Murphy Humphrey Penny

Styled in 2 outfits
Amazon
POLO RALPH LAUREN Men's Alston Leather Penny Loafers
$178.00
Tan Woven Leather Penny Loafers★ 4.5

POLO RALPH LAUREN Men's Alston Leather Penny Loafers

Styled in 2 outfits
Amazon
Johnston & Murphy Higgins Penny Loafers
$188.95
Johnston & Murphy★ 4.7

Johnston & Murphy Higgins Penny Loafers

Styled in 2 outfits
Amazon
ECCO Men's London Penny Loafer, Cocoa Brown Suede, 9-9.5
$194.95
ECCO

ECCO Men's London Penny Loafer, Cocoa Brown Suede, 9-9.5

Styled in 1 outfit
Amazon
Allen Edmonds Men's Sorrento Suede Penny Loafers, Tobacco, 10 Medium US
$475.00
Allen Edmonds

Allen Edmonds Men's Sorrento Suede Penny Loafers, Tobacco, 10 Medium US

Styled in 1 outfit
Amazon
Allen Edmonds Men's Sorrento Suede Penny Loafers
$475.00
Allen Edmonds

Allen Edmonds Men's Sorrento Suede Penny Loafers

Styled in 1 outfit
Amazon

Seen in these outfits

Natural Ecru Sashiko Noragi and Charcoal Cropped Trousers Outfit$167
Jacket
$18
Navy T-Shirt
$17

Natural Ecru Sashiko Noragi and Charcoal Cropped Trousers Outfit

4 pieces · Nov 8, 2026

Navy Brass Button Blazer and Black Watch Tartan Pants Outfit$192
Navy Blazer
$67
White Shirt
$26

Navy Brass Button Blazer and Black Watch Tartan Pants Outfit

5 pieces · Nov 8, 2026

Navy Hopsack Blazer and Olive Chino Pants Smart Casual Look$170
Navy Blazer
$67
White Shirt
$26

Navy Hopsack Blazer and Olive Chino Pants Smart Casual Look

5 pieces · Nov 8, 2026

Ribbed Cardigan Polo and Khaki Pleated Shorts Riviera Resort Outfit$136
Cream Sweater
$26
White Tank Top
$14

Ribbed Cardigan Polo and Khaki Pleated Shorts Riviera Resort Outfit

6 pieces · Nov 8, 2026

Navy Waxed Jacket and Beige Cardigan Sweater Smart Casual Outfit$160
Navy Jacket
$33
Beige Cardigan
$20

Navy Waxed Jacket and Beige Cardigan Sweater Smart Casual Outfit

6 pieces · Nov 8, 2026

Monochrome Cream Knit Polo and Draped Olive Sweater Old Money Outfit$116
Cream Polo Shirt
$19
Olive Sweater
$19

Monochrome Cream Knit Polo and Draped Olive Sweater Old Money Outfit

5 pieces · Nov 8, 2026

Charcoal Wool Car Coat and Cream Turtleneck Smart Casual Look$219
Charcoal Coat
$90
Cream Sweater
$15

Charcoal Wool Car Coat and Cream Turtleneck Smart Casual Look

5 pieces · Nov 8, 2026

Beige Trench Coat and Navy Crewneck Sweater Classic Transitional Outfit$172
Beige Trench Coat
$47
Navy Sweater
$18

Beige Trench Coat and Navy Crewneck Sweater Classic Transitional Outfit

6 pieces · Nov 7, 2026

More general

Men's Shoes

Narrow it down

Men's BootsMen's SneakersMen's LoafersMen's SandalsMen's Leather Penny ShoesMen's Brown Penny ShoesMen's Suede Penny ShoesMen's Dark Brown Penny ShoesMen's Black Penny ShoesMen's Tan Penny ShoesMen's Cognac Penny ShoesMen's Red Penny ShoesMen's Beige Penny Shoes

Related

Men's Low-Top ShoesMen's Dress ShoesMen's Chelsea ShoesMen's Oxford ShoesMen's Woven ShoesMen's Cap-Toe ShoesMen's Slip-On ShoesMen's Hiking ShoesMen's Derby ShoesMen's Lug Sole ShoesMen's Brogue ShoesMen's Work Shoes

All curated searches

12 of 23