Listen to Dig a Little Deeper online. Dig a Little Deeper is an English language song and is sung by Mahalia Jackson, Herbert J.Francis and Samuel Patterson. Dig a Little Deeper, from the album The Greatest Hits of Glenn Miller,Miles Davis,Charlie Parker and Other Famous Artists, Vol. 2 (130 Songs), was released in the year 2013. The duration of the song is 2:59. Download English songs online from JioSaavn.