Tour · 1989-02-13 · draw of 32
Milan 1989
CarpetFinal
| 🇩🇪 Boris Becker | d. | 🇷🇺 Alexander Volkov | 6-1 6-2 | H2H |
Semifinals
| 🇷🇺 Alexander Volkov | d. | 🇩🇪 Eric Jelen | 6-2 2-6 7-6 | H2H |
| 🇩🇪 Boris Becker | d. | 🇺🇸 John McEnroe | 6-2 6-3 | H2H |
Quarterfinals
| 🇷🇺 Alexander Volkov | d. | 🇷🇸 Slobodan Zivojinovic | 7-6 6-3 | H2H |
| 🇩🇪 Eric Jelen | d. | 🇮🇹 Paolo Cane | 6-1 6-2 | H2H |
| 🇺🇸 John McEnroe | d. | 🇷🇺 Andrei Cherkasov | 6-2 6-2 | H2H |
| 🇩🇪 Boris Becker | d. | 🇸🇪 Christian Bergstrom | 7-6 7-5 | H2H |
Round of 16
| 🇷🇺 Andrei Cherkasov | d. | 🇦🇺 Wally Masur | 7-6 5-7 7-6 | H2H |
| 🇮🇹 Paolo Cane | d. | 🇮🇹 Omar Camporese | 6-4 6-3 | H2H |
| 🇸🇪 Christian Bergstrom | d. | 🇨🇿 Milan Srejber | 6-3 2-6 6-4 | H2H |
| 🇩🇪 Eric Jelen | d. | 🇸🇪 Jonas Svensson | 6-4 6-0 | H2H |
| 🇷🇸 Slobodan Zivojinovic | d. | 🇫🇷 Yannick Noah | 7-6 7-6 | H2H |
| 🇷🇺 Alexander Volkov | d. | 🇨🇭 Jakob Hlasek | 7-6 7-5 | H2H |
| 🇺🇸 John McEnroe | d. | 🇳🇱 Michiel Schapers | 6-2 6-3 | H2H |
| 🇩🇪 Boris Becker | d. | 🇫🇷 Guy Forget | 6-3 7-6 | H2H |
Round of 32
| 🇷🇸 Slobodan Zivojinovic | d. | Yahiya Doumbia | 3-6 6-3 6-4 | H2H |
| 🇷🇺 Alexander Volkov | d. | 🇭🇷 Goran Ivanisevic | 6-4 3-6 6-4 | H2H |
| 🇨🇿 Milan Srejber | d. | 🇧🇪 Eduardo Masso | 7-5 6-2 | H2H |
| 🇳🇱 Michiel Schapers | d. | 🇸🇪 David Engel | 6-4 6-4 | H2H |
| 🇦🇺 Wally Masur | d. | 🇸🇪 Joakim Nystrom | 6-1 1-6 6-1 | H2H |
| 🇩🇪 Eric Jelen | d. | 🇸🇪 Magnus Gustafsson | 6-4 6-2 | H2H |
| 🇫🇷 Guy Forget | d. | 🇸🇪 Anders Jarryd | 6-7 6-3 6-4 | H2H |
| 🇮🇹 Paolo Cane | d. | 🇪🇸 Tomas Carbonell | 6-3 6-2 | H2H |
| 🇸🇪 Christian Bergstrom | d. | 🇩🇪 Patrik Kuhnen | 6-4 6-4 | H2H |
| 🇸🇪 Jonas Svensson | d. | 🇮🇹 Massimiliano Narducci | 6-4 6-2 | H2H |
| 🇫🇷 Yannick Noah | d. | 🇷🇺 Andrei Olhovskiy | 6-3 6-7 7-6 | H2H |
| 🇷🇺 Andrei Cherkasov | d. | 🇫🇷 Henri Leconte | 7-6 4-6 6-3 | H2H |
| 🇨🇭 Jakob Hlasek | d. | 🇭🇷 Marko Ostoja | 7-6 6-1 | H2H |
| 🇺🇸 John McEnroe | d. | 🇩🇪 Carl-Uwe Steeb | 6-3 6-2 | H2H |
| 🇮🇹 Omar Camporese | d. | 🇸🇰 Miloslav Mecir Sr. | 6-4 7-6 | H2H |
| 🇩🇪 Boris Becker | d. | Ronald Agenor | 6-7 6-2 6-1 | H2H |