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Ask a team of eight editors the difference between a chelsea boot and an ankle boot, and you'll get a different answer each time. (Chelsea's are technically booties! They're supposed to have a loop on the back! Ankle boots always have a heel!) Despite the varied opinions, there is an overall consensus: Chelsea boots are comfy, versatile, and can be worn year-round, which makes them a must-have in every woman's closet. Shop the best on the market, below.