Czuchry was born in Manchester, New Hampshire but grew up in Johnson City, Tennessee. He attended College of Charleston. Czuchry won the Mr. College of Charleston pageant in 1998 and graduated with honors in 1999 with a Bachelor of Arts degree in History and Political Science. He got into college with a tennis scholarship, was captain of the mens tennis team and was a ranked player in the NCAA ranked player in the Southern Conference.
Czuchry started his career with a recurring role on WB teen drama Dawson's Creek spin-off Young Americans, and got cast as Logan Huntzberger on fellow WB drama Gilmore Girls in 2004. Following the conclusion of Gilmore Girls, Czuchry landed a recurring role on CBS drama The Good Wife, as lawyer Cary Agos.
During his role on The WB's "Young Americans" he met Kate Bosworth whom he dated from 2000 to 2002.