As a songwriter, Cockburn is revered by fans and musicians alike. His songs have been covered by such diverse artists as Elbow, Jimmy Buffett, Judy Collins, the Skydiggers, Anne Murray, Third World, Chet Atkins, k.d. lang, Barenaked Ladies, Maria Muldaur and the Grateful Dead's Jerry Garcia. As a guitarist, he is considered among the world's best. The New York Times called Cockburn a "virtuoso on guitar," while Acoustic Guitar magazine placed him in the esteemed company of Andrés Segovia, Bill Frisell and Django Reinhardt.

Those songs, along with his humanitarian work, have brought Cockburn a long list of honors, including 13 Juno Awards, an induction into the Canadian Music Hall of Fame, a Governor General's Performing Arts Award and several international awards. In 1982, he was made a Member of the Order of Canada and was promoted to Officer in 2002. Last year, the Luminato festival honored Cockburn's extensive songbook with a tribute concert featuring such varied guests as jazz guitarist Michael Occhipinti, folk-rapper Buck 65, country rockers Blackie and The Rodeo Kings, country-folk singers Sylvia Tyson and Amelia Curran, pop artists the Barenaked Ladies and Hawksley Workman, and folk-pop trio The Wailin' Jennys.