Lily Taylor has been modeling since she was 16 years old and has modeled for Naeem Khan, Sophie Theallet, Tracy Reese, Betsey Johnson, Tory Burch, Chris Benz, Rachel Roy, Custo Barcelona, Jenni Kayne, Rachel Comey, Stephen Burrows, Iceberg, Duro Olowu and Gant.
Lily Taylor has signed with Photo Genics Los Angeles and Fenton Model Management New York.
In 2004 Lily Taylor signed with IMG and made her debut when she walked the spring shows for Custo Barcelona, Jenni Kayne and Rachel Comey in New York.
In 2006 Lily Taylor appeared in a fall ad campaign for DKNY.
In 2007 she left IMG and signed with VNY and walked for Baby Phat, Charlotte Ronson and Tory Burch for the spring shows in New York.
In 2008 she walked the fall shows for Tracy Reese and Rachel Comey in New York, she appeared in Italian Vogue, she was photographed for Simply Vera by Vera Wang and she opened the spring show in New York for Rachel Comey.
In 2009 she walked the spring/summer shows for Elie Tahari, Chris Benz, Tracy Reese, Sophie Theallet and Rachel Comey. She walked the fall shows for Naeem Khan, Betsey Johnson, Sophie Theallet, Rachel Roy and Stephen Burrows.
In 2011 Lily Taylor appeared in editorials for Vogue Italia.
In 2012 she was the spring/summer show for Rachel Comey.