The state pageant directors are : Connecticut has been one of the least successful states at Miss Teen USA . In 2002 , Ashley Bickford 's placement followed the 4th runner-up placement of Miss Connecticut USA Alita Dawson , who had previously been Miss Connecticut Teen-USA 1997 . This was Connecticut 's highest joint placement , and the highest joint placement of any state that year . Dawson was one of four Miss Connecticut Teen-USA titleholder to later win the Miss Connecticut-USA title . The state has produced two Miss Teen USA winners : Logan West who was crowned Miss Teen USA 2012 , and Kaliegh Garris who was crowned Miss Teen USA 2019
Miss Teen USA 2012
Miss Teen USA 2012
Miss Connecticut Teen USA