UPDATE: Check out our newest guide at: Shopping Guide: Cute Ankle Boots & Booties

We’ve rounded up our favorite cute ankle boots of the season. And, all of them are available at Zappos, where you get free shipping and free return shipping too – that beats fighting the masses at the mall any day. Simply click on the links below to start shopping!

1. Unlisted – Chance It, $63 ** 2. Steve Madden – Flirts, $138
3. Betsey Johnson – Wink, $260 ** 4. Jessica Simpson – Break, $93

1. Bronx Shoes – Zari, $189 ** 2. Steve Madden – Applegate, $134
3. CARLOS by Carlos Santana – Bond, $93 ** 4. Born – Bima, $154

1. Steven – Ellusion, $173 ** 2. rsvp – Lara, $149
3. NaNa – Helga, $99

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