Compared across 5 stores. Prices are checked against each store and labelled with when. Store links may earn us a commission. Price via Klarna.
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The Eastland Classic II is a women's slip-on penny loafer with a leather upper, leather and cotton lining, and an OrthoLite cushioned insole. It sits on a low block heel with a rubber and synthetic outsole, and comes in black or white in normal and wide widths. The best new price is $89.97 at Zappos as of November 7, 2026, with 5 stores listing it new.
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Lowest price we've seen: $89.97 on Nov 7 at Zappos. Tracked across 8 stores since Nov 7.
Owners of the Eastland Classic II generally describe it as a comfortable, well-made penny loafer that works for long days on foot. Some mention a break-in period for the leather and note that the heel feels firm at first.
