Milan 1989 ATP
Final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Boris Becker | m. | Alexander Volkov | 6-1 6-2 |
Semifinal
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Boris Becker | m. | John McEnroe | 6-2 6-3 |
| Alexander Volkov | m. | Eric Jelen | 6-2 2-6 7-6 |
Perempat final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Boris Becker | m. | Christian Bergstrom | 7-6 7-5 |
| John McEnroe | m. | Andrei Cherkasov | 6-2 6-2 |
| Alexander Volkov | m. | Slobodan Zivojinovic | 7-6 6-3 |
| Eric Jelen | m. | Paolo Cane | 6-1 6-2 |
Babak 16 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Boris Becker | m. | Guy Forget | 6-3 7-6 |
| Christian Bergstrom | m. | Milan Srejber | 6-3 2-6 6-4 |
| John McEnroe | m. | Michiel Schapers | 6-2 6-3 |
| Andrei Cherkasov | m. | Wally Masur | 7-6 5-7 7-6 |
| Slobodan Zivojinovic | m. | Yannick Noah | 7-6 7-6 |
| Alexander Volkov | m. | Jakob Hlasek | 7-6 7-5 |
| Eric Jelen | m. | Jonas Svensson | 6-4 6-0 |
| Paolo Cane | m. | Omar Camporese | 6-4 6-3 |
Babak 32 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Boris Becker | m. | Ronald Agenor | 6-7 6-2 6-1 |
| Guy Forget | m. | Anders Jarryd | 6-7 6-3 6-4 |
| Christian Bergstrom | m. | Patrik Kuhnen | 6-4 6-4 |
| Milan Srejber | m. | Eduardo Masso | 7-5 6-2 |
| John McEnroe | m. | Carl Uwe Steeb | 6-3 6-2 |
| Michiel Schapers | m. | David Engel | 6-4 6-4 |
| Wally Masur | m. | Joakim Nystrom | 6-1 1-6 6-1 |
| Andrei Cherkasov | m. | Henri Leconte | 7-6 4-6 6-3 |
| Yannick Noah | m. | Andrei Olhovskiy | 6-3 6-7 7-6 |
| Slobodan Zivojinovic | m. | Yahiya Doumbia | 3-6 6-3 6-4 |
| Alexander Volkov | m. | Goran Ivanisevic | 6-4 3-6 6-4 |
| Jakob Hlasek | m. | Marko Ostoja | 7-6 6-1 |
| Jonas Svensson | m. | Massimiliano Narducci | 6-4 6-2 |
| Eric Jelen | m. | Magnus Gustafsson | 6-4 6-2 |
| Paolo Cane | m. | Tomas Carbonell | 6-3 6-2 |
| Omar Camporese | m. | Miloslav Mecir | 6-4 7-6 |