See main article: 1999 du Maurier Open.
Thomas Johansson defeated Yevgeny Kafelnikov in the final, 1 - 6, 6 - 3, 6 - 3 to win the men's singles tennis title at the 1999 Canadian Open.
Patrick Rafter was the defending champion, but was defeated in the quarterfinals by Nicolas Kiefer.
A champion seed is indicated in bold text while text in italics indicates the round in which that seed was eliminated. The top eight seeds received a bye to the second round.