Masters · 1990-07-23 · draw of 64
Canada Masters 1990
HardFinal
| 🇺🇸 Michael Chang | d. | 🇺🇸 Jay Berger | 4-6 6-3 7-6 | H2H |
Semifinals
| 🇺🇸 Michael Chang | d. | 🇺🇸 Pete Sampras | 3-6 7-6 7-5 | H2H |
| 🇺🇸 Jay Berger | d. | 🇨🇭 Jakob Hlasek | 3-6 6-2 6-2 | H2H |
Quarterfinals
| 🇨🇭 Jakob Hlasek | d. | 🇺🇸 Todd Witsken | 6-4 6-2 | H2H |
| 🇺🇸 Jay Berger | d. | 🇺🇸 Tim Mayotte | 7-6 6-4 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇺🇸 John McEnroe | 7-6 4-6 6-3 | H2H |
| 🇺🇸 Michael Chang | d. | 🇺🇸 Andre Agassi | 4-6 7-5 7-5 | H2H |
Round of 16
| 🇺🇸 Todd Witsken | d. | 🇮🇳 Ramesh Krishnan | 6-4 6-4 | H2H |
| 🇨🇭 Jakob Hlasek | d. | 🇺🇸 Jimmy Arias | 7-5 6-1 | H2H |
| 🇺🇸 Michael Chang | d. | 🇺🇸 David Wheaton | 6-0 6-3 | H2H |
| 🇺🇸 Tim Mayotte | d. | 🇺🇸 Richey Reneberg | 6-3 4-6 6-3 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇨🇦 Andrew Sznajder | 4-6 6-3 6-2 | H2H |
| 🇺🇸 Jay Berger | d. | 🇺🇸 Derrick Rostagno | 4-6 6-4 6-1 | H2H |
| 🇺🇸 John McEnroe | d. | 🇮🇱 Amos Mansdorf | 6-2 6-4 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇦🇺 Darren Cahill | 6-2 6-4 | H2H |
Round of 32
| 🇨🇦 Andrew Sznajder | d. | Paul Wekesa | 7-6 6-3 | H2H |
| 🇦🇺 Darren Cahill | d. | 🇺🇸 Brad Pearce | 6-4 6-4 | H2H |
| 🇮🇳 Ramesh Krishnan | d. | 🇦🇺 Mark Kratzmann | 2-6 7-5 6-2 | H2H |
| 🇺🇸 Derrick Rostagno | d. | 🇫🇷 Jean-Philippe Fleurian | 6-2 6-2 | H2H |
| 🇮🇱 Amos Mansdorf | d. | 🇦🇺 Jason Stoltenberg | 6-2 6-2 | H2H |
| 🇺🇸 Richey Reneberg | d. | 🇺🇸 Paul Chamberlin | 6-3 2-6 6-2 | H2H |
| 🇺🇸 Jimmy Arias | d. | 🇺🇸 Jim Grabb | 4-1 RET | H2H |
| 🇺🇸 David Wheaton | d. | 🇲🇽 Eduardo Velez | 6-2 6-4 | H2H |
| 🇨🇭 Jakob Hlasek | d. | 🇨🇿 Petr Korda | 5-7 6-4 6-4 | H2H |
| 🇺🇸 Michael Chang | d. | 🇦🇺 Broderick Dyke | 6-2 6-3 | H2H |
| 🇺🇸 Tim Mayotte | d. | 🇺🇸 Chris Garner | 6-3 6-2 | H2H |
| 🇺🇸 Pete Sampras | d. | 🇨🇦 Martin Wostenholme | 6-3 6-2 | H2H |
| 🇺🇸 Jay Berger | d. | 🇺🇸 Leif Shiras | 6-2 6-4 | H2H |
| 🇺🇸 John McEnroe | d. | 🇨🇦 Grant Connell | 7-6 6-1 | H2H |
| 🇺🇸 Todd Witsken | d. | 🇺🇸 Brad Gilbert | 7-5 4-6 6-2 | H2H |
| 🇺🇸 Andre Agassi | d. | 🇩🇪 Michael Stich | 6-3 6-7 6-3 | H2H |