Eastland Jasmine Chelsea Boot vs Eastland Classic II Penny Loafer

The Jasmine is the better pick if you want a casual ankle boot with a block heel and a slip-resistant TPR sole. The Classic II Penny Loafer is the better pick if you want a leather upper with an OrthoLite and cork insole for all-day wear. The Jasmine scores slightly higher with owners (4.3 from 627 ratings vs 4.0 from 236), but the loafer uses real leather where the boot uses synthetic. Build quality favors the loafer; the boot offers more height and a grippier outsole.

• Choose the Eastland Jasmine if you want a slip-on Chelsea boot with a 1.75-inch block heel and a slip-resistant TPR sole for casual wear.
• Choose the Eastland Classic II Penny Loafer if you want a leather upper with an OrthoLite and cork insole for breathable all-day comfort.