Canada Masters 1999 ATP
Final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Thomas Johansson | m. | Yevgeny Kafelnikov | 1-6 6-3 6-3 |
Semifinal
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Thomas Johansson | m. | Nicolas Kiefer | 4-6 6-1 6-3 |
| Yevgeny Kafelnikov | m. | Andre Agassi | 6-1 6-4 |
Perempat final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Nicolas Kiefer | m. | Patrick Rafter | 6-3 6-7(5) 7-6(4) |
| Thomas Johansson | m. | Jim Courier | 6-4 6-4 |
| Yevgeny Kafelnikov | m. | Todd Martin | 7-6(8) 6-7(3) 6-4 |
| Andre Agassi | m. | Fabrice Santoro | 6-0 6-3 |
Babak 16 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Patrick Rafter | m. | Jiri Novak | 6-3 6-4 |
| Nicolas Kiefer | m. | Tommy Haas | 6-3 7-6(4) |
| Jim Courier | m. | Wayne Ferreira | 6-7(3) 6-4 7-5 |
| Thomas Johansson | m. | Sebastien Lareau | 7-6(4) 4-6 6-4 |
| Todd Martin | m. | Vincent Spadea | 6-3 7-6(3) |
| Yevgeny Kafelnikov | m. | Kevin Ullyett | 6-4 7-6(5) |
| Fabrice Santoro | m. | Ramon Delgado | 6-4 6-2 |
| Andre Agassi | m. | Michael Chang | 6-2 7-5 |
Babak 32 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Patrick Rafter | m. | Alex Obrien | 6-0 6-2 |
| Jiri Novak | m. | Jason Stoltenberg | 3-6 6-1 7-6(5) |
| Nicolas Kiefer | m. | Guillaume Raoux | 6-4 6-0 |
| Tommy Haas | m. | Andrew Ilie | 6-3 6-4 |
| Jim Courier | m. | Tim Henman | 6-1 6-7(3) 6-4 |
| Wayne Ferreira | m. | Jan Michael Gambill | 7-5 3-6 7-6(8) |
| Thomas Johansson | m. | Max Mirnyi | 7-5 7-6(6) |
| Sebastien Lareau | m. | Richard Krajicek | 4-6 7-6(4) 6-4 |
| Todd Martin | m. | Laurence Tieleman | 5-7 6-3 6-4 |
| Vincent Spadea | m. | Jan Siemerink | 6-2 6-2 |
| Kevin Ullyett | m. | Byron Black | 5-7 6-4 7-6(6) |
| Yevgeny Kafelnikov | m. | Daniel Nestor | 6-4 6-4 |
| Fabrice Santoro | m. | Axel Pretzsch | 6-4 6-4 |
| Ramon Delgado | m. | Arnaud Clement | 6-3 7-6(2) |
| Michael Chang | m. | Sebastien Grosjean | 6-4 6-3 |
| Andre Agassi | m. | Richey Reneberg | 6-7(5) 6-0 6-3 |