Timberland Women's Rowan Way Mid Chukka Boot

• Amazon now offers Timberland women's mid-calf boots for $47.01 (list price $120), with coupon required.
• Prime members get free two-day shipping, and regular members get free shipping on orders over $35 within the contiguous U.S.
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Editor's Pick: These mid-calf boots pair effortlessly with jeans or khakis in fall and winter for a clean, polished look — no styling guesswork needed. The leather upper is soft with a short break-in period, so you can walk around all day without ankle discomfort. The rubber outsole offers solid traction and won't slip much on wet sidewalks. With a slightly androgynous silhouette, they even look sharp with skirts, making them a versatile pair you'll reach for often.