Kaleigh was born in St. Louis, Missouri, where she spent a significant portion of her early years accompanying her older sisters, Molly and Lindsay Ryan, to their various professional engagements in musical theatre. These stints took them to numerous locations, including St. Louis, New York (Broadway),and various cities across the country, culminating in the 30th Anniversary National Equity Tour of Annie. Ultimately, Kaleigh and her family settled in Los Angeles, where they currently reside.
As a small-for-her-age girl with a big personality, Kaleigh had the opportunity to portray the recurring role of "Jennie Bowman" in Season 4 of NBC's Heroes. Furthermore, she is currently involved in the production of "Home Run Showdown," alongside notable actors such as Oz Scott, Matthew Lillard, Dean Cain, Barry Bostwick, Wayne Duvall, and Annabeth Gish, where she plays the supporting role of "Felicia Lee."