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