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Ankle and Chukka Boots

All shoes

170 ankle and chukka boots from Xtratuf, Cole Haan, Dream Pairs and more. Most cost $39 to $650, and half cost less than $115.

Top brands: Skechers (11)Dream Pairs (11)Clarks (10)Stuart Weitzman (9)

Compare specs

pair of shoesGenderTypeBoot styleSpec scorePrice
WomenBootsAnkle or chukkan/aNo current price
WomenBootsAnkle or chukkan/a$81.31
as of 11/03/2026 23:23 PST - Details

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Spec scores, pros and cons, and prices are explained in the How it works section of the About page.