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Ankle Booties

Friday night, the look is motorcycle chic. Saturday is for stunning simplicity. Monday morning rolls around and it’s time to change it up once again, only this time the look is classic professional. Today's woman can change looks as easily as she changes shoes, and ankle booties from Macy's make it even easier.

That fresh and funky Friday night look means slipping into a pair of ankle boots by Bebe or Aerosoles. With fun fabrics like velvet and leopard print or details like motorcycle-style buckles on embossed black leather, the look is easy to do. Pair ankle booties with black skinny jeans and a simple tank for a look that is youthful and stylish.

For a fun look, turn to ski-inspired boots by Michael Kors or Aerosoles. Leather ankle boots of supple suede contrast nicely with a warm fleece lining. Design details like laces, buckles, and embellishments create ankle booties that evoke a day on the slopes.

Want to dress it up a bit? Turn to the collection by Jessica Simpson for women's boots that meet today's style standards. Consider a calf-length boot in butter soft brown leather, with a square toe and wedged heel or a simple gray pump boot with a dress or slacks. Ankle booties pair well with both.

Cole Haan has a line of dress shoes that are ideal for business. Their open toe boots paired with a pant suit are appropriate for the boardroom, while still giving a modern air to the wearer.

If you are looking for a more versatile look for your footwear, you may want to consider ankle booties. Visit Macy's to see the wide selection of women's shoes and boots.

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  • 183 items in Ankle Booties

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      Lucky Brand Women's Basel Booties
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      Style & Co Jamila Zip Booties, Created for Macy's
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      Style & Co Wessley Casual Booties, Created for Macy's
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      Frye Women's Jennifer Ankle Booties, Created for Macy’s
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      Steve Madden Slay Knit Booties
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      Avec Les Filles Mariah Sock Booties
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      Carlos by Carlos Santana Brie Booties
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    • COACH Bowery Suede Booties
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      Lucky Brand Women's Fayth Boots
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      Carlos by Carlos Santana Joelle Shooties
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      Carlos by Carlos Santana Austin Western Booties
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      Lucky Brand Baley Perforated Chop Out Booties
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      Steve Madden Women's Torrent Rain Boots
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      XOXO Bloom Shooties
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      American Rag Abby Ankle Booties, Created for Macy's
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    • 4 colors
      Vince Camuto Sternat Shooties
      $119.00
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      Carlos by Carlos Santana Larissa Shooties
      $89.00
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      Patricia Nash Sabrina Perforated Ankle Booties
      $229.00
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    • Frye Women's Veronica Booties
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      Carlos by Carlos Santana Vivian Embroidered Western Booties
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    • MICHAEL Michael Kors Blaze Peep-Toe Dress Booties
      $165.00
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      Naturalizer Greyson Peep-Toe Shooties
      $130.00
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      Carlos by Carlos Santana Syracuse Boots
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      Style & Co Warrenn Perforated Booties, Created for Macy's
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    • Timberland Women's Norwood Hiker Waterproof Booties
      $110.00
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    • Frye Women's Anna Short Booties
      $200.00
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