Johnston & Murphy The Icons Upton Penny Loafer
Upton Penny Loafer
Shoes · Weekend Upton

Upton Penny Loafer

The penny-loafer version of Upton translates the line’s comfort pitch into an easier silhouette.

$155 at JOHNSTON & MURPHY

Prices are a snapshot from when this page was built — confirm on the retailer's site.

Story & heritage

Johnston & Murphy says the Upton Penny Loafer expands the Upton collection with casual styling that can move from work to weekend. That positioning is telling: the shoe is not treated as a separate lifestyle detour, but as a core part of the brand’s broader effort to make dress-adjacent footwear more wearable every day.

Within the current lineup it functions as the slip-on counterweight to Upton’s lace-ups. Same familiar family name, but a softer and more relaxed attitude that still stays polished.

Materials & craft

The official page highlights unlined full-grain leather for flexibility, memory-foam cushioning, a removable TRUFOAM footbed, leather and antimicrobial-mesh lining, and a lightweight TRUFOAM sole. The construction is tuned for softness, breathability, and easy movement.

unlined full-grain leathermemory-foam cushioningTRUFOAM footbedantimicrobial meshlightweight sole

How to choose & style

This is the most forgiving Upton if your wardrobe moves between tailoring and denim. Brown oiled leather looks especially convincing with summer suiting, pleated chinos, and knitwear that wants a loafer rather than a lace-up.

Brown Oiled Full Grain
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