Milan 1990 ATP
Final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Ivan Lendl | m. | Tim Mayotte | 6-3 6-2 |
Semifinal
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Ivan Lendl | m. | Pete Sampras | 3-6 6-0 6-3 |
| Tim Mayotte | m. | John McEnroe | 6-4 6-4 |
Perempat final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Ivan Lendl | m. | Jim Courier | 6-2 6-4 |
| Pete Sampras | m. | Milan Srejber | 6-7 6-4 6-4 |
| Tim Mayotte | m. | Jakob Hlasek | 7-5 6-7 7-5 |
| John McEnroe | m. | Eric Jelen | 6-3 6-3 |
Babak 16 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Ivan Lendl | m. | Alexander Volkov | 6-2 2-6 6-1 |
| Jim Courier | m. | Karel Novacek | 6-4 6-4 |
| Milan Srejber | m. | Aaron Krickstein | 6-2 6-3 |
| Pete Sampras | m. | Markus Zoecke | 6-1 7-6 |
| Tim Mayotte | m. | Thierry Champion | 6-2 6-1 |
| Jakob Hlasek | m. | Jeremy Bates | 6-3 3-6 6-3 |
| Eric Jelen | m. | Horst Skoff | 7-6 4-5 RET |
| John McEnroe | m. | Paolo Cane | 6-4 6-1 |
Babak 32 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Ivan Lendl | m. | Diego Nargiso | 6-3 6-3 |
| Alexander Volkov | m. | Simone Colombo | 6-1 6-4 |
| Karel Novacek | m. | Jerome Potier | 6-4 6-4 |
| Jim Courier | m. | Mark Koevermans | 6-2 6-1 |
| Aaron Krickstein | m. | Omar Camporese | 6-4 6-3 |
| Milan Srejber | m. | Stefano Pescosolido | 7-5 6-2 |
| Pete Sampras | m. | Anders Jarryd | 6-1 6-3 |
| Markus Zoecke | m. | Jimmy Connors | 6-3 4-6 7-6 |
| Tim Mayotte | m. | Martin Strelba | 6-1 6-1 |
| Thierry Champion | m. | Petr Korda | 6-4 7-6 |
| Jakob Hlasek | m. | Peter Lundgren | 7-6 7-5 |
| Jeremy Bates | m. | Yannick Noah | 7-5 6-4 |
| Horst Skoff | m. | Paolo Pambianco | 6-2 6-2 |
| Eric Jelen | m. | Paul Haarhuis | 6-4 6-2 |
| Paolo Cane | m. | Bruno Oresar | 7-6 6-4 |
| John McEnroe | m. | Andrei Cherkasov | 6-1 4-6 6-4 |