Joey Crow and Caleb Hollings first see each other across the rural Oregon country road that separates the farms they live on. The two seven-year-old boys make an instant connection that spans the following eleven years. Joey, an orphaned Native American boy, has come to live with his grandparents on their farm after the mysterious disappearance of his parents from the local reservations. Caleb is the only son of devoutly Christian parents. He is raised in a strict, conservative, and church-going family, where modern technology is forbidden. The Crow Flies Free follows the two young men in the summer of their eighteen birthdays. As they begin to recognize their loving friendship has grown into a deeper kind of love. Follow Joey and Caleb as they begin a journey that answers the question of Joey's parents' disappearance and their coming-of-age love story.